Best Bars near Chesterwood

Experience the charm of The Olde Heritage Tavern in Lenox, where delicious food meets a cozy atmosphere, perfect for unwinding after a day of exploration.

Discover Firefly Gastropub in Lenox, MA, where modern American cuisine meets a warm bistro atmosphere for a memorable dining experience.

Discover the charm of Mooncloud, a cozy bar in Great Barrington, where local flavors and a warm ambiance create the perfect evening retreat for tourists.

Discover Bogies Restaurant & Pub in Great Barrington: a perfect blend of steakhouse elegance and cozy pub vibes for an unforgettable dining experience.

Discover the best of American and seafood cuisine at 101 Restaurant & Bar in Pittsfield, MA – a perfect blend of flavor and hospitality.

Patrick's Pub: A delightful Irish pub in Pittsfield, MA, offering hearty dishes, local brews, and a vibrant atmosphere for sports fans.

Experience the charm of Thistle & Mirth, a cozy pub in Pittsfield, offering delicious pizza and a vibrant local atmosphere.

Explore District Kitchen & Bar in Pittsfield for a memorable American dining experience with innovative dishes and a vibrant atmosphere.

Experience the finest wines and craft beers at Uncorked Wine & Beer Lounge in Pittsfield, MA – a cozy retreat for every beverage enthusiast.

Discover the lively ambiance and local flavors at Sideline Saloon, a top bar in Pittsfield, MA, perfect for unwinding after your adventures.

Discover Cim's Tavern in Pittsfield, MA: A vibrant sports bar and pub offering great food, drinks, and a lively atmosphere for sports fans and casual diners.

Experience the warmth of Crossroads Cafe in Pittsfield, where comfort food and a friendly atmosphere await every visitor.

Discover a chic bar and lounge in Pittsfield, MA, offering exquisite cocktails, delicious tapas, and a lively atmosphere perfect for any night out.

Experience the rustic charm and exquisite dining at The Old Inn On The Green, a historic inn and bar in New Marlborough, Massachusetts.

Discover Zen's Pub: Your go-to spot for delicious food, sports excitement, and fun in Pittsfield, MA.

Savor the best of American cuisine at Hangar Pub and Grill in Pittsfield, where great food, craft beers, and a lively atmosphere await.

Discover the warmth and flavor of O'Laughlin's Pub in Pittsfield, where hearty meals and local brews await you in a cozy atmosphere.

Experience the warmth of Route 8 Pub in Becket, MA, where delicious comfort food meets a cozy atmosphere and local brews.

Experience savory grilled dishes and a welcoming atmosphere at Tavern At The A, a must-visit culinary gem in Pittsfield, Massachusetts.

Experience the unique blend of a marina, bar, and live music at Rusty Anchor Marina & Pub Club in Pittsfield, Massachusetts.

Discover Vanderbilt Lakeside Bar Room & Guesthouse, a charming bar and guesthouse in Hudson NY, offering lakeside views, delicious food, and unforgettable events.

Discover Lakeside Bar & Grill, a family-friendly restaurant in Lanesborough offering American cuisine and fresh seafood with beautiful lakeside views.

Experience the charm of Dewey's Public House, where delicious grilled dishes meet a cozy atmosphere in Dalton, Massachusetts.

Discover the breathtaking views and diverse trails of Bear Mountain in Salisbury, Connecticut - a perfect escape for nature lovers and adventure seekers.

Discover the heart of American cuisine at Olde Forge Restaurant, where tradition meets flavor in a cozy Lanesborough setting.

Experience the best of local cuisine at Industry Kitchen & Bar, a must-visit restaurant in Canaan, Connecticut, offering fresh ingredients and a vibrant atmosphere.

Experience the rich flavors of New England at Bluebird & Co, a cozy restaurant in Hancock, Massachusetts, known for its locally sourced seasonal dishes.

Experience New England charm at The White Hart in Salisbury, CT, where exceptional dining meets cozy accommodations in a picturesque setting.

Experience the best of Italian cuisine at Neo Restaurant & Bar in Salisbury, where every meal is a celebration of flavor and tradition.

Experience the charm of Norfolk at The Norfolk Pub, where delicious American fare meets a cozy atmosphere in the heart of the Historic District.

Discover the unique flavors and inviting ambiance of The Hereafter, Hudson's premier cocktail bar, perfect for a cozy night out with friends.

Discover the flavors of American cuisine at Wunderbar Bistro, Hudson's favorite spot for burgers, wings, and vibrant dining experiences.

Indulge in organic flavors and artisanal spirits at Grazin' Spirits, Hudson's must-visit tasting room and restaurant for food enthusiasts.

Discover the unique blend of creativity and dining at Poured Candle Bar, where you can craft your own candles and enjoy exceptional vegan cuisine.

Discover Governor's Tavern: A Cozy Grill and Pub Offering Delicious American Cuisine in the Heart of Hudson, NY.

Experience the charm of Hudson at Bar Bene, where exquisite wines and a warm atmosphere come together for a truly memorable visit.

Discover the charm of Padrona, a delightful cocktail bar in Hudson offering innovative drinks and delicious dishes in a cozy atmosphere.

Experience the best of modern American cuisine at Swoon Kitchenbar in Hudson, NY, where every dish celebrates local flavors and seasonal ingredients.

Experience the vibrant flavors of Hudson at BackBar, where culinary creativity meets a lively atmosphere.

Discover The Maker Lounge in Hudson, NY - a stylish retreat offering artisanal cocktails and a cozy ambiance for a memorable night out.

Experience the vibrant flavors and inviting atmosphere at Red Dot Restaurant & Bar in Hudson, NY, a perfect dining spot for all occasions.

Experience the charm of The Maker Hotel in Hudson, NY, where vintage elegance meets modern comfort in a unique Prohibition Era themed setting.

Discover Le Perche in Hudson, NY: a delightful blend of French bistro, bakery, and wine bar offering a unique culinary experience.

Experience delightful flavors in a cozy setting at 225 Warren Bar and Grill, Hudson's favorite spot for grill cuisine and local craft drinks.

Experience the vibrant atmosphere of WYLDE Hudson, where coffee culture meets live music and unique shopping in the heart of Hudson, NY.

Discover the flavors of New American cuisine at Wm. Farmer and Sons, a charming bar and restaurant in Hudson, NY, offering a delightful dining experience.

Experience the culinary delights of The Wick Restaurant and Lobby Bar in Hudson, where local flavors and a cozy atmosphere await every visitor.

Discover the local favorite for authentic pizza and a vibrant bar atmosphere in Hudson, NY, at Half Moon.

Experience Kitty's in Hudson: Where Delicious Food Meets a Vibrant Bar Atmosphere and Local Market Delights.

Discover Hudson Brewing Company: A vibrant brewery offering craft beers, delicious food, and live music in the heart of Hudson, New York.

Experience the exquisite flavors of Woodland Restaurant in Lakeville, CT, where seasonal ingredients meet innovative culinary artistry for a memorable dining experience.

Discover the charm of Mountainside Cafe in Falls Village, CT, where delicious American breakfast meets a cozy atmosphere for an unforgettable dining experience.

Experience the vibrant atmosphere of Red's Viking Pub in Adams, MA, where delicious food meets great drinks and lively entertainment.

Discover the historic Bascom Lodge atop Mount Greylock, offering stunning views and a cozy retreat for outdoor enthusiasts and travelers alike.

Enjoy delicious American cuisine and a friendly atmosphere at AJ's Trailside Pub in charming Adams, Massachusetts.

Experience the flavors of Plainfield at Pub 116, where delicious grilled dishes and a welcoming atmosphere await every visitor.

Experience the vibrant atmosphere of Back Bar Beer Garden & The Cabin in Pine Plains, NY – a perfect spot for craft beer lovers and live entertainment.

Discover the perfect blend of relaxation and camaraderie at Original Seed Cigar & Lounge, your go-to spot for premium cigars in Adams, MA.

Discover the vibrant atmosphere of Hemlock, a charming bar in Catskill, NY, offering handcrafted cocktails and local entertainment.

Discover the vibrant fusion of live music, Korean cuisine, and fine wines at The Avalon Lounge in Catskill, NY.