Wake up to a complimentary full breakfast at this cozy East Canaan B&B. Located near Land of Nod Vineyard and Winery, the inn offers free parking and daily housekeeping. Guests consistently praise the helpful staff for making stays memorable.
Unwind in this peaceful country retreat with a seasonal outdoor pool and complimentary gourmet breakfast. Located near Haystack Mountain State Park, the inn offers free WiFi and parking while helpful staff ensure a memorable stay in Norfolk's quiet surroundings.
This peaceful hotel offers complimentary breakfast, WiFi, and parking, with Mahaiwe Performing Arts Center just moments away. Fitness enthusiasts will appreciate the on-site gym and outdoor activities, while the helpful staff ensures a comfortable stay.
Refresh in the indoor pool at this welcoming Great Barrington hotel. The fitness center adds value to each stay, while free breakfast fuels adventures to nearby Lake Mansfield Park and Housatonic River. Guests rave about the clean rooms and helpful staff.
Escape to the Berkshires in this inviting Sheffield accommodation with complimentary WiFi and parking. Start your day with cooked-to-order weekend breakfast before exploring nearby Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary.
Nestled beside a golf course in Lakeville, this resort offers a seasonal outdoor pool and rejuvenating deep-tissue massages at the spa. Unwind at the bar after dining at the on-site restaurant, or maintain your routine in the fitness center, all while enjoying free WiFi and parking.
This tranquil hotel offers sound-insulated accommodations near Housatonic River and River Walk. Guests love the helpful staff, clean rooms, indoor pool, and 24-hour fitness center. Enjoy free breakfast, WiFi, and parking while exploring Great Barrington's nearby restaurants.
This cozy motel offers complimentary WiFi and parking, making outdoor adventures hassle-free. Explore the nearby Housatonic River and River Walk, or try kayaking and mountain biking. Garden views provide a serene backdrop for your Berkshires escape.
Experience tranquil moments at this countryside retreat near Undermountain Golf Course and Copake Town Park. North Star restaurant serves American cuisine for dinner, while free WiFi and parking add convenience. Guests consistently praise the attentive staff who enhance every stay.
Unwind at this charming Great Barrington retreat featuring complimentary breakfast, WiFi, and parking. The hotel offers a restaurant, welcoming bar, and tranquil outdoor spaces near Questing and New Marlborough Town Library.
Experience comfort and convenience at this motel in Great Barrington, where free WiFi and parking await. Explore nearby Monument Mountain Reservation for hiking, then return to spotless rooms with daily housekeeping and notably helpful staff.
Wake up to complimentary breakfast at this cozy B&B, then explore nearby trails by foot or on free rental bikes. Infinity Music Hall and Norfolk Historical Museum are close, while perks like free WiFi, parking, and a garden enhance your countryside retreat.
Located near Hotchkiss-Fyler House Museum and Warner Theater, this motel offers free WiFi and parking. Enjoy the on-site fitness center or venture to nearby downhill skiing. Clean rooms provide a comfortable base while the exceptionally helpful staff ensures a pleasant stay.
A charming stay in Salisbury at this historic hotel with a welcoming bar and café. Unwind in the peaceful garden or relax on the terrace after exploring nearby Mount Frissell and Hanging Rock Park. Free breakfast, WiFi, and parking enhance your visit.
Experience culinary delights at The Old Inn Fine Dining, featuring American cuisine for breakfast, lunch, and dinner. Cool off in the seasonal pool, then sip drinks at the bar. Nearby attractions Questing and New Marlborough Town Library await your exploration.
Escape to this mountain lodge near Catamount Ski Area, featuring a seasonal outdoor pool and relaxing sauna. After alpine adventures, savor complimentary breakfast before unwinding at the bar. Free WiFi and parking round out this Copake Falls retreat.
This charming hotel offers free breakfast, WiFi, and parking while keeping you near outdoor adventures. Enjoy the fitness center after exploring nearby Sunnybrook State Park or hit local ski slopes in winter. The friendly staff ensures a comfortable stay.
This charming business-friendly B&B offers free full breakfast, WiFi, and parking in scenic Housatonic. Explore nearby Monument Mountain and its reservation, with Pittsfield Municipal Airport just a 28-minute drive away.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Travelers might want a tour of Land of Nod Vineyard and Winery, just one of the places to visit, and located 1.4 mi (2.3 km) from central North Canaan.
Beckley Furnace Industrial Park is 1.9 mi (3 km) from central North Canaan, why not stop by during your stay. Want to stretch your legs some more? Head to Edith Scoville Memorial Sanctuary and Lawrence Field, both nearby.
If museums are on your list of things to see, then you might want to head to C H Pease Museum, located in the heart of Canann Village Historic District.If you want to see more of the museums in Canann Village Historic District, Ashley House isn't far either.
Eddy Field is 0.6 mi (1 km) from central North Canaan, why not stop by during your stay. Want to stretch your legs some more? Head to Lawrence Field and Edith Scoville Memorial Sanctuary, both nearby.
If you like quiet time surrounded by flowers and greenery, then make a stop at Edith Scoville Memorial Sanctuary in the heart of North Canaan. Want to stretch your legs some more? Head to Lawrence Field, just a short walk away.
If museums are on your list of things to see, then you might want to head to Connecticut Railroad Historical Museum, located in the heart of North Canaan.If you want to see more of the museums in North Canaan, Ashley House isn't far either.
Just a beautiful home with clean, comfortable rooms and an amazing Innkeeper.
Breakfasts are elegant and delicious. We stayed here in 2025 and returned in 2026 for Labor Day weekend. Will hopefully repeat in 2027.
We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!
They have a restaurant and it is amazing. If you find yourself in this direction go to the restaurant. It is worth the extra time. It’s worth the extra drive and it’s worth staying there for the restaurant. It was amazing food I will be coming back.
We had a wonderful getaway and loved staying at the Manor. The innkeepers were amazing, our room was gorgeous, comfortable and breakfast was delicious.
I booked a night while out in the Berkshires, and I will definitely be staying here again. What a hidden gem of a place- it’s right on a beautiful lake that is great for fishing, the facilities were well maintained and clean, and the owner - Pete - was extremely professional. This will be my go to for any Berkshires overnight stay for sure!
We loved staying at this b&b. The owners were very accommodating, kind and helpful. Because of the pandemic, they only took us for the weekend. The breakfasts were above and beyond our expectations, simply fantastic. We highly recommend this beautiful place and we will be back for sure.
I was impressed by the historic charm of the hotel. There is even a dedicated room detailing the history of the area, educational significance and courthouse beginnings. The court room restaurant and rooftop bar are definitely worth a visit. The rooms were spacious and clean. We will definitely be back.
We enjoyed our stay - everything was just as expected. The owners were lovely and helpful. they recommended some hiking trails and restaurants nearby that were great. It is close to the town of Kent and Sharon and litchfield with lots of exploring to do.
This is a Classic Old Historic Inn full of Antiques, Art, & Character. The Restaurant & Music in the Basement is Very Good. Remember not to miss the Cozy Fire in the Winter or the Front Porch in the Summer.
Kunal and his family were very hospitable and helpful, making my stay very comfortable in Great Barrington in the heart of Berkshire County!
Their accommodations are quite clean and truly have all you might need for your stay and the price was also the best I found with good quality! They also have a nice continental breakfast...where I met a number of families...traveling for the school vacation week...to be close to the mountains and skiing.
I was traveling for business so Great Barrington...
We have stayed here a half dozen times, and if you are simply looking for a clean place to lay your head for the night with no frills, then this place is perfect! The rooms have always been clean and everything in good working order. So what that they don't have breakfast...there is an AMAZING breakfast spot right across the street. Take HALF the money you saved by avoiding big name hotels and you'll get a much better breakfast! We've never had noise issues, never felt "unsafe", and the staff is...
We enjoyed our stay at the White Hart. We got a room in the back of the building overlooking a garden. We loved sitting out there and relaxing. The room was a nice size and comfortable. The complementary breakfast provided a good selection and was tasty. The lobby is a nice place to have coffee or wine. The chairs are everywhere and make it a nice place to relax. Service was friendly and attentive and Provisions provides excellent sandwiches.
We were also able to park right outside our...
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