The Briarcliff Motel is located on a busy stretch of Route 7 between Stockbridge and Great Barrington. Look no further than Northampton, which is arguably the best winter town in the state. First, we search for hotels on TripAdvisor so we can read reviews from other travelers. It surprises us that not many people view Stockbridge, Massachusetts as a nighttime city. Theres enough to do in Stockbridge, MA to keep you busy for a full weekend or longer, and as much as we love a good road trip, we also dont want you to spend all your time in the car. We have the low-down on the best cross-country ski rental shops and retailers in MA. 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. You can Im partial to spring when the apple trees are blooming, and just about everyone is shaking off the cobwebs and getting outside. Save Manifest Destiny Workshop 2023 by Billy Carson to your collection. It is directly 11. I toured during the Daffodil and Tulip Festival, which is a popular event, but the gardens are just as lovely in the summer and fall. RESERVE Opens Availability Calendar Window, 36 acres of land with 2 hiking trails and an outdoor fire pit. From plays to concerts and even movie premiers, a summer night with the Berkshire Theatre Group is the way to go! Looking to purchase your own gear? Insider Tip: Weve created a free printable version of this 3-day itinerary for Stockbridge, Massachusetts. Time to work off lunch! Another option: Did you know that were kind of crazy about glamping? Price: $38/person Thursday thru Sunday, and includes all three activities and equipment. Unicorn Theatre Theatres 12. Heres our take on some of the best outdoor activities to do in Stockbridge, Massachusetts right now. 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. We hiked clockwise on Mohican Monument Trail, to Peeskawso Peak Trail, to Hickey Trail. 13 contributions. Watch the snow fall outside as you take a sip in the cozy tasting room. Explore a late-night museum, book a night-time tour, or see a high-quality performance. All Rights Reserved 2023. Relax by the firepit, chat with your traveling neighbors, and tuck in early so youre ready for another day of exploring the Berkshires. No matter how long your stay, you'll quickly fall in love with this, Stockbridge will steal your heart in any season. 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. Spending the afternoon at Chesterwood is such an interesting activity if youre looking for what to do in Stockbridge MA. Stroll through town which is right at your doorstep, or simply watch the day pass you by while sipping on drinks on the front porch. The beds are comfy, and each room comes with a seating area, a desk, and a small fridge. Visit TurnPark in 2022: The DetailsThe grounds at Turn Park are open from Wednesday to Monday, 10 am-5 pm (closed Tuesdays). Save Boots & Belles Father-Daughter Dance! Theres even a cool teapot collection! Treat yourself on famous shopping streets or celebrate special occasions at world-class theatre shows, restaurants and bars. Save We The Medicine - Healing Our Inner Child 2023. Visit top-rated & must-see attractions. We ignored that advice and popped back over to the Red Lion Inn for a dip in the pool. The Guthrie Centre & Foundation The Guthrie Center and Foundation runs a library, a bookstore, and a sculpture park. Today, touring the grounds is a must when looking for what to do in Stockbridge MA. French is considered one of the most successful artists of the late 19th and early 20th centuries, producing more than 100 works of public sculpture for the world to enjoy. Visit Berkshire Botanical Garden in 2022: The DetailsThe gardens are open May 1 through October 31, from 9 am 5 pm daily. Now's the time to hit the slopes in Ice Skating Guide. Grab a granola bar and pack your daypack for a hike followed by pastries, and yes, another garden tour. Visit the 19th-century Lyman Conservatory's Palm House, browse Raven Used Books, and feast on Rooster Rolls at The Roost. If you couldnt tell already, there is an abundance of great nature activities in Stockbridge Massachusetts. You can also download an audio tour on your phone to help you navigate and explore. Hiking trails are abundant in the Berkshires, as are eclectic restaurants, fancy clothing boutiques, antique stores, historic homes, art museums, and lush gardens. Our weekend itinerary will give you just a small taste of this enchanting area. 5 West Stockbridge Road. 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. You will never feel like you are in a corporate hotel. Take a look at all this stuff going on across town. Located on 122 acres of woods and meadows, Chesterwood was the summer estate of the esteemed sculptor Daniel Chester French. Its very close to all of the attractions and restaurants that Ill be covering in this post, and its also dog-friendly. TripBuzz found 64 things to do with kids in or near Stockbridge, Massachusetts, including 59 fun activities for kids in nearby cities within 25 miles like Pittsfield, Lenox, Hudson and Great Sign up for our newsletter, and well send you the printable itinerary straight to your inbox. And all of its charms are nestled in one of the most beautiful natural settings youll ever lay eyes on. Unfortunately, due to its age, Naumkeag is not ADA compliant, but there is accessible parking in front of the main house, as well as an accessible bathroom. Brook Farm Innis the perfect retreat for your holiday season getaway. Flights: We always find great flights using Skyscanner and Kayak. Stockbridge, Massachusetts seamlessly combines 21st-century modernity with Old World charm and beauty. I am not exaggerating when I say that our weekend in Stockbridge was pure, unadulterated bliss. Then, we use Booking.com to make reservations (they have the best prices, plus a flexible cancelation policy).Camping: Camping is one of our favorite things to do on long road trips. We seek out unique lodgings whenever we travel, so when I discovered the Briarcliff Motel during my online research, I immediately made reservations. Theres no better way to enjoy the ample snow in Great Barrington, MA than by sledding or tubing down a scenic hill. Photography by Jumping Rocks Photography. Rockwells studio, which was moved to the museum property, can be toured between May and October, and theres a path down to the Housatonic River below. There are some incredible food trucks, bars and lots of historical importance that cannot be missed on your trip here. Read our guide for the lowdown on the events, parties, cultural happenings, and things to do taking place in Stockbridge, Massachusetts in December 2021. Secondly, what is there to do? Hudson Brewing Company Hudson, NY. Speaking of history Did you know Stockbridge Massachusetts was home to one of the most famous American painters? Boots & Belles Father-Daughter Dance! In addition to its artistic community, Great Barrington also has a thriving downtown area with restaurants What ski & snowboard resorts are near me in Stockbridge, MA? 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. Offering an endless number of attractions, museums, historical buildings, and entertainment options. Book a tour of Fenway Park in Boston, skip the line at the Empire State Building in NYC, or go on a Sea Cave Kayak Tour in La Jolla California! Flights: We use Kayak to search out flight deals. Youll find everything from jewelry and souvenir stores to local chocolate and wine! Visit Chesterwood in 2022: DetailsChesterwood will be open for the 2022 season on May 5! REI also has a great return policy.Check out our complete guide for planning a road trip on a budget, The Perfect 5-Day Road Trip on Oregon Coast Highway 101, Discover the Sunnyslope Wine Trail in Caldwell, Idaho. We book glamping properties through Tentrr, Hipcamp, and Airbnb. email | website Heres a cool bit of literary history as documented by the Trustees, who manage to property: On August 5, 1850, Nathaniel Hawthorne and Herman Melville enjoyed a well-chronicled picnic hike up Monument Mountain. Visit Naumkeag in 2022: The DetailsThe Daffodil and Tulip Festival at Naumkeag will start on April 11 and run through May. Where Can You Find the Best Antiques in Sheffield? Exploring Stockbridge, Massachusetts for free. So where to begin? Not ready to commit? If youve visited Stockbridge, Massachusetts before, or are planning to in the future, then you may already know just how pricey Stockbridge, Massachusetts can be. These cool restaurants in Stockbridge, Massachusetts offer something different and make for some of the best dinner spots in the city. Skiing. Sat, Feb 11, 8:00 PM + 11 more events. Leave us a comment below! Here are a few ideas! Read Next: The Best Day-Hikes in the Berkshires. Jiminy Peak offers night skiing between 3-10pm. Make sure to discover Stockbridge, Massachusetts hidden gems before others do! Since our weekend itinerary is based in Stockbridge (population 1,947), youll want to secure lodging nearby. Romantic Activity in Stockbridge, Massachusetts. Hand in hand with art and culture comes history. Every year, Stockbridge, Massachusetts is blessed with 27 million visitors to show off its many wonders. Tours: Check out Get Your Guide for hundreds of activities around the country. Now, I know Im biased but Stockbridge, Massachusetts really is an epic city! The home was built for Joseph Choate and his family in 1884. You will be full and happy, promise. Yelp helps you discover popular restaurants, hotels, tours, shopping, and nightlife for your vacation. From local paths to huge trail systems, find all of the best places to cross-country ski in near Stockbridge, MA. * Berkshire Theater Group offers theatrical performances with three stages in Stockbridge and Pittsfield. What cross country ski trails are near me in Stockbridge, MA? accessibility | privacy | site map. For more information on things to do near Brook Farm Inn seasonally and year-round, download our free Berkshires vacation guide! The city has many activities for you to do to make your day enjoyable. This way you can plan your trip around the cheapest and most direct routes. 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. Conversations on Race, Equity, & Belonging, Thu, Jan 19, 2023 5:00 PM EST (-05:00) + 10 more events. For more places to stay in the Berkshires youcan explore the latest prices here! We earn a commission from affiliate links that may be included in this post. Bundle up and take a picturesque walk down Main Street, which simply radiates old-fashioned charm. All just very Beautiful,and very Professionally done!, Your presentation made me feel like I was just there with you!, Looks like a really nice place to spend some good quality time!! Looking for things to do in Stockbridge? Theres plenty of skiing near Stockbridge, MA. Your Guide to the Best West Stockbridge, MA Attractions, 10 of the Best Things to Do in the Berkshires in Winter, download our free Berkshires vacation guide, Tanglewood Increases Capacity & offers additional tickets for sale. I discovered Turn Park by accident and explored the grounds before they opened for the season. Save Cocktails, Dinner and Culprits to your collection. The good news, however, is that there are fun things for kids in Stockbridge, Massachusetts that dont cost a penny. Not only is this area a haven for creatives authors, painters, poets, and sculptors, but it also draws in lots of people from away, who come to explore the abundant culture and natural beauty and then find that they never want to leave! He enjoyed a long and successful career as an illustrator and lived in Stockbridge for the last 25 years of his life. Have as much fun as you can, and dont forget to like the article. There are many wonderful Lenox restaurantsthat feature exquisite food to slake your hunger and satisfy your tastebuds. old time charm and history. Bloom Meadows Williamstown, MA. Luckily for you, we know Stockbridge, Massachusetts like the back of our hand, and we actually think that some of the best things to do in the city do actually take place outside. This. During her residence, Mabel Choate collaborated with esteemed landscape architect Fletcher Steele to create exquisite formal gardens. You can explore by location, what's popular, our top picks, free stuff you got this. What Massachusetts ski and snowboard shops are near me? Price: $20 /person for 2 hours. Broke as a joke is a phrase that gets thrown around on the reg in Stockbridge, Massachusetts; everybody feels it, everybody knows the pain and even if youre lucky enough to have money, it doesnt last for long. Where can I rent skis and snowboards in Stockbridge, MA? Today, were not wasting any time. 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. Rental Car: We use Discover Carswhen traveling. If youre looking for a day at the beach, head to Lighthouse Beach in Chatham. Thats why were suggesting a centrally located, budget-friendly motel. If youre visiting Stockbridge NA in the Fall dont miss the annual Harvest Festival. 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. It might surprise you to hear that there are even hidden gems in central Stockbridge, Massachusetts, concealed by the hustle and bustle of all the major city attractions which distract passers-by from giving these spots the attention they clearly deserve. Historic HotelRed Lion Inn This historic hotel is a landmark in the town of Stockbridge. In addition to 24 acres of gardens, be sure to check out the galleries. While many of the towns and villages in the Berkshires can be accessed via public transportation, most of the attractions mentioned here are hard to get to by bus. Save Comedy @ Bright ideas Brewing! cant go wrong with dessert for breakfast! Grab a Drink at the Red Lion Inn. 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. Whether you're a local, new in town or just cruising through we've got loads of great tips and events. Choate was a prominent lawyer in New York City, and the 44-room home was his summer retreat. While youre there, give yourself a little tour of the inn. Which places would you add to the list? Posted in: Come winter, the world is hushed and washed in white, as snow coats the slopes of the mountains, including Mount Greylock, which is the highest peak in Massachusetts. 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. However, there are plenty of places to visit in winter in Massachusetts, particularly its picturesque towns. Visit the town of Stockbridge that is like stepping into a winter scene by Norman Rockwell. The picturesque town was used by Rockwell once lived in the Berkshires and used Stockbridge as inspiration when he painted. Looking for an interesting and unique dining spot for your next night out, or planning ahead for Christmas? Heres a quick at-a-glance summary of our weekend itinerary for Stockbridge, Massachusetts! These lesser-known spots in Stockbridge, Massachusetts city centre make for a great self-guided walking tour (perhaps with one or two tube journeys to rest your feet) as they are each located between Mayfair and Tower Bridge. Where in the world are we? Winter weather doesn't mean outdoor activities have to come to a halt in Stockbridge, MA. The good news is that there are also plenty of fun free things to do in Stockbridge, Massachusetts with kids. As Im not a meat-eater, I went with the grilled veggie ravioli, and was delighted! Youll also be just a few miles from attractions such a Tanglewood and Butternut Ski Resort. 10. Main Street is full of life, and plenty of great cafes and local restaurants. The large-scale art installations were created from felled trees at Chesterwood and harmonized beautifully with the wild surroundings and peaceful landscape. You could explore the Berkshires for the rest of your life and still find unique places that you didnt know existed! 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