things to do in stockbridge, ma in winter

Save Cocktails, Dinner and Culprits to your collection. You would be forgiven for thinking that this was a run-of-the-mill, outdated motel, but several things set the Briarcliff Motel apart from the local competition. Stockbridge is one of the most charming and beautiful towns to visit in Western Massachusetts! For more places to stay in the Berkshires youcan explore the latest prices here! Grab a Drink at the Red Lion Inn. You could explore the Berkshires for the rest of your life and still find unique places that you didnt know existed! The famous line by 18th-century author Samuel Johnson goes, When a man is tired of Stockbridge, Massachusetts , hes tired of life. Thats just as true today part of what makes visiting Stockbridge, Massachusetts such a joy is that theres so much variety in the attractions and activities it offers, especially for romantics. Once Upon a Table is a bistro-style restaurant in downtown Stockbridge, closed Tuesdays and Wednesdays. However, if you resist the urge to stay in and hibernate, youll find that some of our small historic towns are absolutely delightful this time of year. The Mission House. Visit TurnPark in 2022: The DetailsThe grounds at Turn Park are open from Wednesday to Monday, 10 am-5 pm (closed Tuesdays). There is an endless amount of things to do in Stockbridge, Massachusetts, which is even more exciting when youre travelling with a group of friends. WebBoots & Belles Father-Daughter Dance! Looking for the best things to do in Stockbridge, Massachusetts at night? Dont miss the greatest Things to do In Stockbridge, Massachusetts, things to do and iconic destination to visit in Stockbridge, Massachusetts. Consider renting a car in one city and dropping it off in another for an epic road trip! You can tour the historic home, the formal gardens, and the woodland trails in the summer and fall, and the grounds can also be toured in the off-season. Naumkeag is managed by the Trustees for Reservations and features a lovely gilded-age home and a 48-acre property. Watch the snow fall outside as you take a sip in the cozy tasting room. If you couldnt tell already, there is an abundance of great nature activities in Stockbridge Massachusetts. Where can I rent skis and snowboards in Stockbridge, MA? It is directly 11. Whether its a first date with someone you meet on an app, a romantic night with a long-term love or a friend date, trying something new is always fun. Actually, thats not entirely true, you can pretty much guarantee that the weather will be entirely unpredictable. Whether youre just beginning or a seasoned pro,ice skatingcombines grace, elegance and beauty with fun and exercise. Please. Im partial to spring when the apple trees are blooming, and just about everyone is shaking off the cobwebs and getting outside. Since you clicked on this post, were guessing youre looking for a list of the best winter things to do in Stockbridge, Massachusetts too? The outdoor pool is heated to 82 degrees year-round, and the hot tub is even warmer. Need to rent a car for your weekend in the Berkshires? Or, try another winter activity, such as cross country skiing, skating, or snowshoeing at Canterbury Farm. Ice skating is a Read Next: The Best Family-Friendly Museums in the Berkshires. The Daffodil and Tulip Festival features 130,000 spring bulbs on display across eight acres. to your collection. Photography by Jumping Rocks Photography. They also serve more wholesome fare, like yogurt with granola, oatmeal, or poached eggs. Winter weather doesn't mean outdoor activities have to come to a halt in Stockbridge, MA. Insider tip: Restaurants book quickly on the weekends so be sure to make reservations! With more than 500 reviews on TripAdvisor, the Briarcliff averages 4.5 stars, and I hope Im doing my part to up their average because they deserve it. Its full of wonderful things to see and do during your vacation to the Berkshires. If you are planning to spend more than a handful of days there, you should make the effort to discover some of the most unusual places to visit in Stockbridge, Massachusetts . Visit the 19th-century Lyman Conservatory's Palm House, browse Raven Used Books, and feast on Rooster Rolls at The Roost. 10 Fun Things to do in Lenox MA: Tanglewood, Nature Walks, & More, Planning a Visit to the Berkshires: 10 Step Fun & Easy Travel Guide, Hiking Monument Mountain: Guide to the Best Hike in the Berkshires, Bash Bish Falls: Easy Hike to the Tallest Waterfall in MA, Ramblewild: Our High Flying Trip to the Aerial Adventure Park, 6 Best Small Towns to Explore on a Trip to the Berkshires. Your email address will not be published. If youd like to see more of The Berkshires best museums make sure to check out The Clark Art Institute and Hancock Shaker Village! The formal dining room at the Red Lion is a lovely spot to relax and plan your day, but theres also outdoor seating when the weather cooperates, and the front sitting porch is a great spot to read the paper and watch the world go by. Here are Stockbridge, Massachusetts spots that are perfect for afternoon stolls, candid couple pictures and stealing your other halfs kisses even when its bloody freezing. Welcome to the Berkshires of Massachusetts! Save Career Fair: Exclusive Tech Hiring Event-New Tickets Available to your collection. Whats the most charming town in Massachusetts? Dont Miss Out on the Berkshires Right Now. The coffee at Six Depot is awesome, and Im kind of a coffee snob. Here are a few family friendly experiences to do together that are sure to make Bounti-Fare Restaurant & Catering Adams, MA, 15th Bubbles & Truffles, Wine, Beer Tasting, and Chocolate Extravaganza, Your version of Internet Explorer is not longer supported. Looking to purchase your own gear? Leave us a comment below! Many people suggest hiking counter-clockwise to you can have a steep ascent and then a gradual ascent, but if you hike clockwise, you can let your dog cool off under the waterfalls in the Hickey Trail before heading back to the parking area or your motel. The Unicorn Theatre and the Fitzpatrick Main Stage are both located in Stockbridge Massachusetts, while there is also the Colonial Theatre in Pittsfield. I was too, which is why I started this 8 things you absolutely cannot miss itinerary series. First stop, Six Depot Coffee, where you can sip a latte or cold-brew and indulge in paninis, wraps, soups, salads, or baked goods. Are you confused yet? Were going to assume that youre driving to the Berkshires, either from a nearby airport or somewhere else in the Northeast, so our itinerary begins in the afternoon when you get into town. Tags: Berkshire Museum, Bousquet Ski Area, Butternut, Catamount Ski Areas, Jacobs Pillow Dance, lenox restaurants, Mahawie Theater, MASSMoCA, Norman Rockwell Museum, Prime Italian Steakhouse, shakespeare and company, The Clark, Winter in the Berkshires, Brook Farm Inn (Lenox, Massachusetts Berkshires). The good news is that there are also plenty of fun free things to do in Stockbridge, Massachusetts with kids. 10. Alas, the hot tub was closed during our visit, but the pool was invigorating and just what we needed after a long day exploring the Berkshires. Read guide to the most romantic things to do Stockbridge, Massachusetts. Bed & BreakfastChambery Inn This beautiful bed and breakfast is situated out in the countryside of Lee, but still close enough to walk to local restaurants and shops. For cabins and vacation rentals, we like to use VRBO (they have fewer fees and a better cancelation policy than Airbnb).Guides and Maps: If we are visiting a new region, we usually invest in a Moon Travel Guide for the area. Theres never been a better time to take advantage of the great outdoors and all the things to do in Stockbridge, Massachusetts. Come to Tanglewood Learning Institute Now! Across the way, youll see the picturesque Chatham Light. We help people connect with the world and each other by stepping out their front door and embarking on journeys big and small. Required fields are marked *. Leashed dogs are permitted on the grounds, but not in the buildings.The Museum strongly recommends the purchase oftimed tickets in advance of your arrival to ensure entry into the Museum. Well, worry no more Ive written a comprehensive guide to the best areas to stay in Stockbridge, Massachusetts and where to stay in Stockbridge, Massachusetts to help you choose the perfect spot to suit your travels. If youre looking for ideas on great days out with kids in Stockbridge, Massachusetts on a budget then this list of the top free things to do in Stockbridge, Massachusetts with kids should help. Whether youre in Stockbridge, Massachusetts for Valentines Day or just have something to celebrate, heres a list of fun, unique ideas for how to get your romance on while in Stockbridge, Massachusetts with your significant other. Check out the Red Lion Inn lunch menu here, and eat outdoors if you can. Bright Ideas Brewing North Adams, MA. The Berkshire Theatre Festival launched in 1928 in Stockbridge, Six Depot coffee beans are purchased from farms or co-ops and are grown using organic and sustainable methods, so you can feel good about every decadent sip. It surprises us that not many people view Stockbridge, Massachusetts as a nighttime city. Stockbridge, Massachusetts one of the worlds most visited cities, Stockbridge, Massachusetts has something for everyone, from a rich history stretching back to Roman times and grand architecture to world-class dining, entertainment, and grand old parks. Stockbridge, Massachusetts is an excellent city for a date to remember or a night out to celebrate a special occasion. As you can tell, there are quite a lot of things to do in the evening in Stockbridge, Massachusetts. Stockbridge, Massachusetts has so much more to offer in the evening than just clubs and bars. Visiting Stockbridge, Massachusetts with kids is an insanely cool thing to do, but it can also be expensive if you visit all the top paid attractions like the Stockbridge, Massachusetts Eye or the Tower of Stockbridge, Massachusetts. Money-saving tip: If you find yourself using the same airline repeatedly (we are huge Southwest fans), consider joining their loyalty program and getting an airline credit card. WebVenue Details: Berkshire Botanical Garden. Not only that, all the best things to do in Stockbridge, Massachusetts are dotted all across its gorgeous neighbourhoods, which is great if you want to stroll across our fair city. We hope you found our guide to Stockbridge, Massachusettss Best Experiences for Couples The Top 10 useful. Ski Butternut is a favorite in the area for families to go Planning to visit Stockbridge, Massachusetts in winter? It cost us $20 for a lifetime membership, but we get a yearly dividend based on our purchases, plus great deals and coupons throughout the year. This is an ideal destination for foodies the seafood here is absolutely delightful. We use Kayak to compare prices and find deals from dozens of car rental agencies at once. Our personal favorite is seeing the winter lights at Naumkeag! Every corner and piece of wall real estate is full of antiques and New England art. Live Comedy at Bounti-Fare Restaurant in Adams, MA! This little artsy town is big on food, shops, and bookstores, not to mention the Tuck Inn, which is the perfect place to rest after a day of exploring. These include my unmissable highlights visiting and living in the city, with ideas if youre visiting Stockbridge, Massachusetts for the first time, or you can find unusual things to do in Stockbridge, Massachusetts with the family, more things to do in Stockbridge, Massachusetts with toddlers, plus inspiration for a rainy day in Stockbridge, Massachusetts in my other posts. Where Can You Find the Best Antiques in Sheffield? In addition to 24 acres of gardens, be sure to check out the galleries. Try your hand on the ice at the Boys and Girls Club, the Peter W. Foote Vietnam Veterans Memorial Skating Rink, Canterbury Farms Pond, or Monterey Outdoor Ice Pavilion. Accommodation: Compare multiple sites to get to the best deal such asBooking.com and Agoda! Stockbridge, Massachusetts provides a worthy back-drop for a host of utterly romantic experiences. The city has many activities for you to do to make your day enjoyable. Dont miss the greatest Things to do In Stockbridge, Massachusetts, things to do and iconic destination to visit in Book your stay today. Find the best rental shops in MA. Leave your car where it is and walk up Moscow Road a piece to TurnPark, a fun sculpture park and performance space that was created in 2017. Do all the three near the base of October Mountain State Park at Canterbury Farm in Becket. This hook-shaped peninsula is infused with stunning scenery, coastal beauty, and small-town charm. This is a question we receive many times. There are several famous museums near Brook Farm Inn that please visitors from nearby and around the world. Despite the bustle, I was able to order my cold brew and food and find a shady outdoor spot to relax. If you're thinking about a vacation this winter that doesn't involve warm weather and crystal clear waters, discover some of the best skiing and snowboarding resorts near Stockbridge, MA. During our stay, Rhonda, the amazing innkeeper, provided smores fixings, and a handful of visitors hung out and chatted until a drizzle drove us all inside. Stockbridge, Massachusetts may be built for meeting people and socialising, but shes secretly a city of fun lovin too. Today, the patisserie serves classic french pastries with a local flare, as well as locally-roasted coffee and specialty drinks. WebJonathan Edwards (October 5, 1703 March 22, 1758) was an American revivalist preacher, philosopher, and Congregationalist theologian.Edwards is widely regarded as one of America's most important and original philosophical theologians. Exploring Stockbridge, Massachusetts for free. We got croissants, macarons for our lovely dog sitter, lattes, and a few sandwiches on homemade baguettes to enjoy later in the day. It's one of our favorite, Speaking of spots that look like a Norman Rockwell painting, Deerfield is a great place to go when you need to get away from it all. Its a spectacle of the natural world! * Berkshire Theater Group offers theatrical performances with three stages in Stockbridge and Pittsfield. And all at the right price. Explore the city on sightseeing tours, soak up culture at museums and galleries, or choose from the many free things to do. Price: $38/person Thursday thru Sunday, and includes all three activities and equipment. If you are looking for a more active day out or holiday Stockbridge, Massachusetts , take a look at the exciting range of organised activities to be enjoyed in the great outdoors. If you want to sleep in a real bed while immersing yourself in the outdoors, you may want to check out this sweet glamping tent in Richmond. I am not exaggerating when I say that our weekend in Stockbridge was pure, unadulterated bliss. Its a low-slung building reminiscent of every motor lodge you ever stayed in as a kid, at least if youre over the age of 40. Weve put together a recommended 6 day Stockbridge, Massachusetts itinerary that will help you see the highlights if you have at least 6 days in Stockbridge, Massachusetts. And we are surrounded by many winter things to do in the Berkshires! VDOMDHTMLtml>. Yes, you will find his large-scale, original paintings featuring the quintessential New England scenes that you know and love. Get area information straight to your email box. accessibility | privacy | site map. Comedy If you don't own a pair yet, don't worry. to your collection. Today were exploring the small town of Stockbridge, which is full of natural and historical attractions. Hancock Shaker Village is a living museum located in Pittsfield, Massachusetts. OnlyInYourState may earn compensation through affiliate links in this article. Trekking uphill with ones sled is a fair price to pay for the sensational rush from that downhill ride. You should still have your voucher for $12 off another meal at the Red Lion Inn, but youd be forgiven for not being ready for lunch after all those treats from Lost Lamb. Every city has its hidden gems the sweet little off-the-beaten-track spots which youll only discover if youre in the know, and Stockbridge, Massachusetts has its fair share of them. Feel like a cozy winter getaway? But there are also special exhibitions that change with the seasons, as well as educational programs, and a beautiful 36-acre campus. During your visit, be sure to visit the Blue Steps and grove of white birch trees, the Afternoon Garden, Tree Peony Terrace, Rose Garden, Chinese Garden, and of course, the home, which appears almost exactly as it was left in 1958. Save Begin your Tai Chi journey: Traditional Movements for Health / Rejuvenation to your collection. Its considered the most popular year-round cultural attraction in the Berkshires. Youre in luck! Let the fun begin! Save Manifest Destiny Workshop 2023 by Billy Carson to your collection. The trails are mostly flat and perfect for all ages. Outdoor patios were open. We ignored that advice and popped back over to the Red Lion Inn for a dip in the pool. Two are within 15 minutes and the others within 45. You can Whether you're a local, new in town or just cruising through we've got loads of great tips and events. Looking for things to do in Stockbridge? Well, yes and no. There's so much to love about the town of, Wellfleet was first settled in the 1650s, so it's brimming with local history. The whole hike took just over an hour, perfect for a pre-breakfast workout. For some rich chamber music, consider attending a performance at St. James Place or see a live comedy performance at the Mahawie Theater. Price: $20 /person for 2 hours. First of all, I believe it is closing or has Stockbridge, Massachusetts is such an exciting city to visit but lets be frank, there are almost too many choices for where to lay your head.Having lived in the city for many years and visited countless times, we are always asked where is the best area to stay in Stockbridge, Massachusetts?. RESERVE Opens Availability Calendar Window, 36 acres of land with 2 hiking trails and an outdoor fire pit. While youre there, give yourself a little tour of the inn. Heres a quick at-a-glance summary of our weekend itinerary for Stockbridge, Massachusetts! Bring out your inner child and consider sledding and tubing! Follow us on social media for more road trip itineraries! During her residence, Mabel Choate collaborated with esteemed landscape architect Fletcher Steele to create exquisite formal gardens. Relax by the firepit, chat with your traveling neighbors, and tuck in early so youre ready for another day of exploring the Berkshires. Things to do In Stockbridge, Massachusetts. Make sure to discover Stockbridge, Massachusetts hidden gems before others do! Time to work off lunch! Also, make sure to see it from above at Olivias Overlook! in Stockbridge, Massachusetts, Click Here. Thats a huge window! Get ready for a fun weekend in the Berkshires! Car Rentals: While we use our own car most often for road trips, we also enjoy flying into major airports and then renting a car for more regional road trips. Advance timed tickets are required. You can downhill ski, cross country ski, snowshoe and snowboard all within minutes of Brook Farm Inn and then enjoy music, theater, and dance. Also, if you happen to visit at certain times of the year you can book ahead and reserve tickets to the popular shows where they transform the grounds. From plays to concerts and even movie premiers, a summer night with the Berkshire Theatre Group is the way to go! Where can I rent cross country skis in Stockbridge, MA? In a city as big as Stockbridge, Massachusetts, the opportunities for fun dates are pretty much endless. When it comes to unique, Rockport is a sleepy little seaside town in the winter, but that doesn't mean you should skip it. The brewing, distilling, and winemaking scene in the Berkshires ensures youll have myriad choices when youre ready to toast your winter adventures. On winter Fridays and Saturdays, Berkshire Mountain Distillers in Sheffield offers tours of the first distillery opened in the Berkshires since Prohibitions repeal. to your collection. Flights: We always find great flights using Skyscanner and Kayak. No matter what time it is, theres always something exciting to keep you entertained and out of trouble. If cross-country skiing is your passion, check out our Winter Trekking package. Ill admit that I didnt actually know who Daniel Chester French was when I started planning things to do in Stockbridge, but Im glad that I found out and made the trip to Chesterwood. Therefore, we created this guide. Save 15th Bubbles & Truffles, Wine, Beer Tasting, and Chocolate Extravaganza to your collection. You might as well start off your trip to town at one of the First, we search for hotels on TripAdvisor so we can read reviews from other travelers. Take a tour of Arrowhead farm, Herman Melvilles former home, or Wheatleigh, a regal 19th-century mansion. One of the best things to do in Stockbridge MA is to grab a drink, sit on the porch, and let the day pass you by. If I lived in Stockbridge, I would spend each day and most of my money at Lost Lamb Patisserie. If you are traveling with a dog, choosing the Briarcliff is a no-brainer. Within a 5 to 30 minute drive, downhill skiing choices include Butternut, Jiminy Peak, Bousquet, or Catamount. Come play in the snow with us! This hook-shaped peninsula is infused with stunning scenery, coastal beauty, and small-town Plenty of these things to do are free or cheap so keeping children happy neednt break the bank. Have any questions on Stockbridge Massachusetts or want to share your own favorite things to do in Stockbridge MA? Youll find everything from jewelry and souvenir stores to local chocolate and wine! We The Medicine - Healing Our Inner Child 2023. They all have great food, but also offer a fantastic experience: great staff, a cool space, maybe a leafy terrace. In addition to hosting weddings and private events, the Berkshire Botanical Gardens has workshops, classes, and numerous exhibits. Devonfield Inn 2023. Skiing. Read our guide for the lowdown on the events, parties, cultural happenings, and things to do taking place in Stockbridge, Massachusetts in December 2021. Find what to do today, this weekend, or in January. In researching my trip to Stockbridge, MA, I read about a young graduate of Cordon Bleu in Paris, who opened a patisserie in downtown Stockbridge. It is open from Thursday to Monday, 10 am to 5 pm. Price: $50/person for 1 hour. If only there was a place where you could find the very best affordable events, activities and experience this fun city has to offer. What Massachusetts ski and snowboard shops are near me? Phone: (413) 298-3926. WebRestaurants near Schantz Galleries Contemporary Glass - by appointment, Stockbridge on Tripadvisor: Find traveler reviews and candid photos of dining near Schantz Galleries Contemporary Glass - by appointment in Stockbridge, Massachusetts. These are the kind of places that are well known to locals, and really pleasant to visit, but hardly ever make it on travel guides or itineraries. The Guthrie Centre & Foundation The Guthrie Center and Foundation runs a library, a bookstore, and a sculpture park. Hand in hand with art and culture comes history. No matter how long your stay, you'll quickly fall in love with this, Stockbridge will steal your heart in any season. Naumkeag: Formal Gardens Surrounding a 44-Room Cottage in Stockbridge, MA; Lunch: Six Depot Coffee in West Stockbridge, MA; TurnPark: Outdoor Sculptures Stockbridge, Massachusetts is a lively city that stays busy almost all hours of the day. If a full lunch feels like just too much food, try the next best thing ice cream! Dont miss this insiders guide to exploring the city after dark. Naumkeag is a stunning public garden and historic home sitting on 48 acres. If we are planning on hiking, we also purchase a Falcon guide in the Best Easy Day Hikes series.Outdoor Gear: We are REI Co-Op members. Winter offers sparkling skies and crisp, clean air when winter sports are available and the cultural offerings of the summer are extended although with a less ambitious schedule! Unicorn Theatre Theatres 12. Things To do Guide for Traveller with Family / Kids in Stockbridge, Massachusetts, CLICK HERE, Romantic Hotels in Stockbridge, Massachusetts. Other Things to do in Lenox MA 6) Enjoy the Outdoor Beauty Among Lenox MA attractions, getting outdoors to enjoy the local beauty for walks or hikes is highly recommended! A potpourri of winter activities and romance awaits you at the Devonfield Inn here in the Berkshires! The Berkshires have many parks, preserved land, and public hiking trails through the mountains, trails, and hills. But there are plenty of places to explore without spending any money at all. Save Boots & Belles Father-Daughter Dance! Its a small restaurant, but what it lacks in size, it makes up for in flavor! Park anywhere along the main strip or surrounding streets and go for a leisurely stroll through Stockbridge MA. Heres our take on some of the best outdoor activities to do in Stockbridge, Massachusetts right now. Whether youre skiing, skating, snowshoeing or winter horseback riding, add a little romance by staying in one of our suites complete with a wood-burning fireplace and jetted bath! Save room for dessert too! Deerfield might just be one of the, The former home of (you guessed it) Norman Rockwell makes a fantastic winter getaway. It was established in 1934 and features dozens of display areas with an emphasis on plants that thrive in the Northeast. While the above article mentions charming winter towns to experience, its also true that the Bay State is stunning in the summer. Back Road Ramblers shares practical and in-depth road trip itineraries, small-town travel ideas, and easy outdoor adventures for the wanderer in everyone. One of our favorite summertime getaways in Massachusetts is Cape Cod. Sleds & Tubes are provided as well as lifts up to the hilltop. Dashing through the snow and sliding through the cool air riding on a sled, toboggan, or tube is an exhilarating way to spend the day. There's fun for all the family wherever you wander in Stockbridge. We hiked clockwise on Mohican Monument Trail, to Peeskawso Peak Trail, to Hickey Trail. Top 37 Things to do in Stockbridge, Massachusetts, CLICK HERE, Where to stay in Stockbridge, Massachusetts And if you dont have a dog of your own, you can certainly enjoy the company of others! If youre a glutton for eating out when youre on vacation (looking in the mirror), head back to the Red Lion, where you can order a bowl of New England Clam Chowder and an RLI turkey sandwich. Compare prices on Kayak before choosing a snazzy convertible that is perfect for Berkshires living. Things to Do in Stockbridge, Massachusetts: See Tripadvisor's 11,448 traveller reviews and photos of Stockbridge tourist attractions. Consider visiting the Norman Rockwell Museum, The Clark, MassMOCA, or the Berkshire Museum. Visit Berkshire Botanical Garden in 2022: The DetailsThe gardens are open May 1 through October 31, from 9 am 5 pm daily. She currently blogs at Back Road Ramblers and Vermont Explored, where she shares travel tips, adventure destinations, and vacation ideas for the wanderer in everyone. Prove me wrong! We promise. Things to Do in Stockbridge with Kids. Historic cottages with elaborate gardens, world-class museums,and mountain vistas that are worth a scramble to get to. It is directly 9. Ventfort Hall Gilded Age Mansion, and Naumkeag. Bundle up and take a picturesque walk down Main Street, which simply radiates old-fashioned charm. Visit Chesterwood in 2022: DetailsChesterwood will be open for the 2022 season on May 5! Guided Meditation. Leashed dogs are permitted. TurnPark is convenient to downtown West Stockbridge and includes 16 acres of outdoor art installations and exhibitions. Plan your winter getaway today. Unique Activities in Stockbridge, Massachusetts. My favorite stop of the whole trip was my tour of the elaborate gardens at Naumkeag. Western Massachusetts is a four-season destination, and its worthy of a weekend getaway just about anytime. See also 27 Best and Fun Things to Do in Greenwood Indiana Address: 9 Glendale Rd, Stockbridge, MA 01262 #7. Explore the city on sightseeing tours, soak up culture at museums and galleries, or choose from the many free things to do. Theres no better way to enjoy the ample snow in Great Barrington, MA than by sledding or tubing down a scenic hill. From nearby resorts to local rental shops, here's how to make the most of your winter in the great outdoors in Stockbridge. What are you waiting for? It allows us to explore the outdoors, cook our own food, and save money. Monument Mountain Reserve is right across the road. Stockbridge, Massachusetts seamlessly combines 21st-century modernity with Old World charm and beauty. Indulge at the Prime Italian Steakhouse and Barwith tender steak and seafood entrees. The home was built for Joseph Choate and his family in 1884. You may recogine one in particular on your trip to the museum. Briarcliff Motel was our home base for the weekend, and we couldnt have asked for a better spot to relax each night. Youll come across secret historical sights, a hidden oasis, epic street art and more seriously Instagrammable spots on this tour around the city centres hidden gems. Save Comedy @ Bright ideas Brewing! Theres no better way to enjoy winter in the Berkshires than through cross-country skiing or snowshoeing. Try the Rhode Island calamari with charred red pepper sauce or the Korean barbecue pork spare ribs. The pancakes are served with real maple syrup, which I can never resist (true Vermonter!) At night, sip mulled cider by the fire at the Lion's Den Pub. We hope youve found something to your liking, which is highly probable, especially considering how unique and innovative some of the activities listed here are. *Hot Tip: Looking for something relaxing yet still heart-pumping for the evening? Skiing and snowshoeing are two favorite things to do in the Berkshires in winter.