Great Barrington

Outdoor4.8/5

Monument Mountain Reservation

Unleash your inner adventurer at Monument Mountain Reservation in Great Barrington! Hike through lush forests, scramble up rocky cliffs, and soak in breathtaking views of the Berkshires. Don't forget your camera and sense of wonder as you explore this hidden gem in Western Massachusetts.

Outdoor4.6/5

Lake Mansfield

Looking for a place to chill and unwind? Look no further than Lake Mansfield in Great Barrington, MA! This beautiful lake is surrounded by lush greenery, perfect for a leisurely stroll or a relaxing picnic. With activities like fishing, kayaking, and paddleboarding available, Lake Mansfield is a traveler's paradise for a fun-filled day outdoors.

Landmark

Great Barrington Historical Society & Museum

Step back in time at Great Barrington Historical Society & Museum! Discover the fascinating history of this charming town through interactive exhibits, artifacts, and guided tours. Located at 817 S Main St, Great Barrington, MA, it's a must-visit for history buffs and anyone looking to learn more about this picturesque New England gem.

Landmark4.7/5

Mahaiwe Performing Arts Center

Step into the magical world of Mahaiwe Performing Arts Center! Located in the charming town of Great Barrington, this historic venue hosts a variety of entertaining performances, from concerts to theater productions. With its stunning architecture and cozy atmosphere, Mahaiwe is the perfect spot to catch a show and immerse yourself in the local arts scene.

Outdoor4.5/5

Berkshire Botanical Garden

Nestled in the charming town of Stockbridge, Berkshire Botanical Garden is a paradise for plant lovers. With over 24 acres of stunning gardens, educational programs, and special events, this hidden gem is a must-visit for those seeking a peaceful and colorful escape. Don't miss the vibrant blooms and lush greenery that make this garden a true botanical wonderland!

Eat$$$4.3/5

The Prairie Whale

Located in the heart of Great Barrington, The Prairie Whale is a cozy farm-to-table restaurant serving up delicious seasonal dishes. With a focus on local ingredients and a charming rustic atmosphere, this spot is a must-visit for foodies exploring the Berkshires. Don't miss out on the tasty cocktails and friendly service!

Eat$$$4.6/5

Alta

Alta in Lenox, MA is a charming boutique filled with unique gifts, art, and home decor. Located at 34 Church St, this cozy store is a treasure trove for travelers seeking special souvenirs. From handmade jewelry to local pottery, there's something for everyone to remember their visit to the Berkshires. Don't miss out on this hidden gem!

Eat$$4.4/5

Baba Louie's Sourdough Pizza

Embark on a culinary adventure at Baba Louie's Sourdough Pizza in Great Barrington! Indulge in their crispy, perfectly charred sourdough crust topped with fresh, locally sourced ingredients. Located at 42/44 Railroad St, this cozy spot is a must-visit for all pizza lovers in Massachusetts. Bon appétit!

Cafe$$$4.3/5

Fuel Coffee

Looking for a jolt of energy in Great Barrington? Look no further than Fuel Coffee on Main St! This cozy spot serves up delicious brews and pastries to fuel your adventures. Don't miss their signature lattes and friendly vibes. Perfect pit stop for caffeine lovers on the go!

Eat4/5

Rubiner's Cheesemongers

Craving a taste of local cheese heaven in Great Barrington, MA? Swing by Rubiner's Cheesemongers on Main St.! Here, cheese lovers can indulge in a selection of handcrafted cheeses, charcuterie, and gourmet pantry items. With friendly staff eager to offer recommendations, it's the perfect spot to satisfy your cheesy cravings while exploring the charming town.

Eat$$$4.5/5

The Well Restaurant + Bar

Nestled in the heart of Great Barrington, The Well Restaurant + Bar is a must-visit spot for travelers looking to unwind with delicious food and drinks. The cozy atmosphere and friendly staff make it the perfect place to relax after a day of exploring the charming town. Don't miss their signature cocktails and mouthwatering appetizers!

Eat$$$4.2/5

Barrington Brewery & Restaurant

Unwind and sip on craft brews at Barrington Brewery & Restaurant in Great Barrington. The cozy atmosphere, delicious pub fare, and rotating selection of house-made beers make it a must-visit spot in Massachusetts. Don't miss out on their seasonal brews and tasty bites while enjoying the lively vibes of this local hotspot!

Cafe$$4.5/5

Marketplace Kitchen Table

In the heart of Great Barrington, Marketplace Kitchen Table offers a vibrant dining experience with locally-sourced ingredients and a cozy atmosphere. Enjoy delicious farm-to-table dishes and sip on craft cocktails while taking in the charming surroundings of the Berkshires. Don't forget to check out their eclectic marketplace for unique finds!

Stay4.4/5

Fairfield by Marriott Inn & Suites Great Barrington Lenox/Berkshires

Looking for a cozy spot in the Berkshires? Look no further than Fairfield Inn & Suites! Nestled in Great Barrington, MA, this hotel is the perfect home base for exploring Lenox and all the beauty the Berkshires have to offer. Unwind in modern rooms, fuel up with a complimentary breakfast, and make a splash in the indoor pool. Enjoy your stay!

Stay4.35/5

Holiday Inn Express & Suites

Looking for a cozy stay in the Berkshires? Look no further than Holiday Inn Express & Suites! Located on Stockbridge Road in Great Barrington, MA, this hotel offers modern amenities, complimentary breakfast, and a convenient location near Lenox attractions. Perfect for exploring the area's natural beauty or just kicking back and relaxing. Happy travels!

Stay3.05/5

Travelodge by Wyndham Great Barrington Berkshires

Welcome to Travelodge by Wyndham Great Barrington Berkshires! Nestled in the heart of the Berkshires, this convenient hotel offers cozy rooms, free breakfast, and a refreshing swimming pool. Perfect for exploring nearby attractions like Tanglewood and the Norman Rockwell Museum. Plus, with friendly staff and affordable rates, you'll feel right at home during your stay.

Stay4.7/5

Thornewood Inn

Nestled in the charming town of Great Barrington, Thornewood Inn is a cozy retreat for weary travelers. With its quaint rooms, delicious breakfast spreads, and friendly staff, this historic inn is the perfect place to unwind after a day of exploring the Berkshires. Don't forget to snag a selfie with the resident cat, Mr. Whiskers!

Stay4.6/5

The Barrington Bed and Breakfast

Step into The Barrington Bed and Breakfast, a charming oasis on 281 Main St in Great Barrington, MA. Nestled on the 3rd floor, this cozy spot offers a perfect blend of comfort and convenience. Just a stone's throw away from local attractions, it's the ideal resting place for any traveler looking to explore the area.

Stay4.5/5

The Egremont Village Inn

The Egremont Village Inn is a charming retreat in South Egremont, MA. Nestled on Main Street, this cozy inn offers comfortable rooms, delicious dining options, and a friendly atmosphere. With its convenient location and rustic charm, it's the perfect spot for adventurers looking to explore the Berkshires. Come for a stay and let the relaxation begin!