Berkshire County

Culture4.9/5

Clark Art Institute

Ready to embark on an art-lover's treasure hunt? Look no further than Clark Art Institute in Williamstown! Nestled amidst scenic beauty, this cultural gem houses an extraordinary collection of French Impressionist pieces, Renaissance masterworks, and more. Don't forget to stroll through their stunning grounds and check out their vibrant exhibitions. With something for every art aficionado, Clark Art Institute is a must-visit!

Culture4.1/5

Berkshire Scenic Railway Museum - Lenox Station Museum

Step aboard the Berkshire Scenic Railway Museum at Lenox Station Museum, where history comes alive on the tracks! Located at 10 Willow Creek Rd in Lenox, MA, this charming destination offers a whimsical journey into the past. Delight in the vintage train cars, soak in the picturesque Berkshire scenery, and learn about the region's railway heritage. All aboard for a delightful adventure!

Landmark4.7/5

Boyd-Quinson Theater: Barrington Stage Company

Step into the vibrant world of Barrington Stage Company! Located in the heart of Pittsfield, this energetic theater on Union St brings you the best of the performing arts scene. From jaw-dropping plays to toe-tapping musicals, this hot spot offers a thrilling experience for all. Let the dazzling lights, talented cast, and mesmerizing stage transport you to new worlds of excitement and wonder!

Shop4.3/5

Lee Premium Outlets

Welcome to shopaholics paradise - Lee Premium Outlets! This retail mecca in Lee, MA boasts 60+ designer and premium brands offering huge discounts. From fashion to home decor, find your heart's desire here. With ample parking, delightful food options, and a picturesque New England setting, shopping has never been so exhilarating! So pack your bags, grab your wallet, and get ready for a retail therapy extravaganza!

Landmark4.6/5

Jacob's Pillow

Welcome to Jacob's Pillow in beautiful Becket, MA! Get ready for a dance lover's dreamland. This historic landmark features breathtaking performances from incredible artists around the globe. With stunning landscapes and cozy theaters, this is the ultimate destination for anyone looking to discover the magic of dance. So kick off your shoes and let your feet follow the rhythm at Jacob's Pillow!

Landmark4.6/5

Bash Bish Falls State Park

Mt. Washington's Bash Bish Falls drops in twin streams through a gorge, Massachusetts' highest waterfall. A shaded trail leads to an overlook above the plunge, where water divides around a central rock.

Landmark4.6/5

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!

Landmark4.8/5

Mass Audubon's Pleasant Valley Wildlife Sanctuary

Lenox's wildlife sanctuary has trails through ponds, woods and gardens. A path around a pond passes beaver dams close enough to inspect.

Culture4.4/5

Berkshire Museum

Welcome to Berkshire Museum, where creativity and curiosity collide! Located at 39 South St, Pittsfield, MA, this vibrant cultural hotspot invites you to uncover a world of captivating art, interactive exhibits, and fascinating artifacts. Immerse yourself in captivating history, marvel at stunning works of art, and embark on an adventure filled with endless wonder. Don't miss this gem in Pittsfield!

Landmark4.3/5

Bousquet Mountain Ski Area

Nestled in the picturesque Berkshires, Bousquet Mountain Ski Area is a winter wonderland for thrill-seekers and snow-sport enthusiasts. With its perfectly groomed slopes and diverse terrain, it's a paradise for skiers and snowboarders of all levels. Zip down the slopes, catch some air, and soak in breathtaking views. Whether you're a seasoned pro or a first-time visitor, Bousquet promises endless adventure and unforgettable memories!

Eat4.6/5

Mezze Bistro + Bar

Mezze Bistro + Bar in scenic Williamstown, MA is a delightful culinary escape. Nestled on Route 7, this vibrant spot offers an eclectic menu featuring farm-to-table dishes bursting with flavors. From local ingredients to globally-inspired cocktails, Mezze Bistro + Bar is a must-visit for foodies seeking a memorable dining experience.

Eat$$$4.3/5

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!

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$$$4.5/5

Brava

This Lenox tapas restaurant pairs shareable plates with wine, beer and cocktails. Its patio welcomes dogs, and servers help match wines to your taste.

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!

Eat3.9/5

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.

Stay4.05/5

The Red Lion Inn

Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options. We are only a short distance from area points of interest. The Red Lion Inn elegantly combines old-world charm including antiques, tea pots and a birdcage lift with many modern amenities, including free Wi-Fi. Guests at the hotel can also enjoy the year-round outdoor pool and hot tub and an on-site gift shop. While staying at the Red Lion, guests can enjoy delicious on-site dining options at the hotel's restaurants, The Main Dining Room & Widow Bingham's Tavern both serving classic American cuisine. The Red Lion Inn offers convenient access to a number of area attractions, including the Norman Rockwell Museum. Historic homes, antique shops, boutiques and beautiful gardens are also nearby.

Stay$$$$4.45/5

Gateways Inn

Gateways Inn in Lenox offers family rooms with air-conditioning, private bathrooms, and free WiFi. Each room includes a tea and coffee maker, hairdryer, refrigerator, and free toiletries. Guests can enjoy a bar and free on-site private parking. Additional amenities include a spa bath, fireplace, and work desk. Electric vehicle charging and interconnected rooms are available. A full English or Irish breakfast is served daily, complemented by American options. Located 78 km from Albany International Airport, the inn is a short walk from Devries Fine Art. Nearby attractions include Cranwell Spa & Golf Club and Tanglewood. Highly rated by guests.

Stay$$$$4.25/5

Hampton Terrace Inn

Hampton Terrace Inn in Lenox is housed in a historic building, offering a unique and charming atmosphere. Guests enjoy a sun terrace, garden, restaurant, bar, tennis court, seasonal outdoor swimming pool, and free WiFi. Rooms feature air-conditioning, private bathrooms, and amenities such as a hot tub, pool with a view, and garden views. The traditional, romantic restaurant serves American cuisine with vegetarian, vegan, gluten-free, and dairy-free options. Located 78 km from Albany International Airport, nearby attractions include Devries Fine Art (8-minute walk) and Tanglewood (2.6 km).

Stay4.9/5

The Inn at Stockbridge

Get ready for a wicked awesome stay at The Inn at Stockbridge! Located in the heart of Stockbridge, MA, this charming inn is perfect for exploring the scenic Berkshires. Cozy rooms, scrumptious breakfast, and friendly staff - it's like staying with your quirkiest Aunt Mabel. Plus, nearby attractions like Tanglewood and Norman Rockwell Museum will have you saying "Wowza!" Book your stay now!

Stay4.5/5

Canyon Ranch Lenox

Welcome to Canyon Ranch Lenox, a breathtaking wellness retreat nestled in the charming town of Lenox, Massachusetts. Prepare to be pampered with luxurious spa treatments, enjoy farm-to-table cuisine, engage in invigorating fitness classes, and soak up the natural beauty of the Berkshires. With a focus on mind, body, and spirit, this vibrant haven is the ultimate destination for rejuvenation and self-discovery.

Stay4.3/5

Wyndhurst Golf & Club

Looking to up your golf game amidst breathtaking scenery? Look no further than Wyndhurst Golf & Club in Lenox, MA! Nestled on 100 acres, this golfer's paradise offers challenging fairways, pristine greens, and stunning views of the Berkshires. With a charming clubhouse, pro shop, and friendly staff, you're guaranteed a tee-rific time! So grab your clubs, dust off your golf shoes, and come swing into fun at Wyndhurst Golf & Club!

Stay3.9/5

Seven Hills Inn

Nestled in the charming town of Lenox, Seven Hills Inn is a delightful retreat for adventurous souls seeking a memorable getaway. With its picturesque location and stunning views, this hidden gem offers a perfect blend of rustic charm and modern comforts. Relax by the pool, explore beautiful hiking trails, and indulge in delicious local cuisine. Your dream vacation awaits at Seven Hills Inn!