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Williamstown
The Williams Inn has a fitness centre, shared lounge, a restaurant and bar in Williamstown. Located around 24 km from Bennington Battle Monument, the hotel with free WiFi is also 46 km away from Cranwell Spa & Golf Club. The accommodation offers a 24-hour front desk and a concierge service for guests. Super nice staff Very clean Large bedroom and bathroom Great breakfast
Great Barrington
Located in Great Barrington, 19 km from Cranwell Spa & Golf Club, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires offers express check-in and check-out and free WiFi throughout the property. Boasting family rooms, this property also provides guests with a children's playground. The property is non-smoking and is set 12 km from Norman Rockwell Museum. Clean and comfortable. Very nice lobby
Williamstown
Located 14 miles from skiing on Jiminy Peak, this Williamstown motel is also 3 minutes’ drive from Williams College. Guests can enjoy a continental breakfast each morning and have access to free Wi-Fi. Very comfortable room and amazing breakfat with a lot of fresh season fruits.. People very nice and friendly.
Hancock
Located in Hancock just 35 miles from Norman Rockwell Museum, this hotel features an indoor and outdoor pool. Tennis courts and a hot tub are located on site. A full kitchen is featured in all suites.
A game room complete with billiards offers recreational fun at Bentley Brook Wyndham. A picnic area featuring BBQ facilities is available. After a day of exploring, guests can relax in the sauna.
of having a snow rink at my bedroom door
Williamstown
Nestled among the Berkshires, this 3 acre property boasts mountain views and free WiFi access. This Williamstown, Massachusetts motel is less than half a mile from Williams College.
Each guest room at the Maple Terrace Motel features cable TV with DVD player, a writing desk, and a refrigerator. A telephone and coffee-making facilities are also available.
Beds were extremely comfortable - most important feature when traveling. Bravo!
Lenox
Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee machines. Many rooms feature fireplaces and private balconies. The Boston Symphony Orchestra's Tangle wood Institute is five minutes away, and the restaurants of Lenox are 1 minute away. The brownies were yummy and staff great!
North Egremont
Set in North Egremont, 18 km from Norman Rockwell Museum, Prospect Berkshires offers accommodation with free bikes, free private parking, an outdoor swimming pool and a garden. Among the various facilities are a terrace, a bar, as well as water sports facilities. Offering free WiFi throughout the property, the non-smoking hotel features a sauna and evening entertainment. Great swim in the lake! Beautiful hut, very relaxing.
Lenox
Situated in Lenox, 2.4 km from Tanglewood Musical Center, Doctor Sax House features accommodation with a shared lounge, free private parking, a terrace and a restaurant. With a bar, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property is non-smoking and is located 2.4 km from Cranwell Spa & Golf Club. Lenox is one of the most inviting towns in the Berkshires and the beautifully restored Dr Sax House is a gem in its center. We arrived on the coldest day of winter to celebrate our wedding anniversary, but Brian and Kelly and their solicitous staff gave us the warmest welcome and most delightful stay we have had anywhere. I don't think we've ever encountered a bedroom and bathroom with so many thoughtful amenities: not just toiletries but everything you might have forgotten, not just a yoga mat but a gym bag filled with small weights and accessories. Their cozy restaurant Dulu is en suite with a beautifully appointed bar. The menu is imaginative and my baked halibut was the most delicious I have enjoyed - ever. With temperatures in the single digits it was a plus for us to be able to simply hang out at the Inn, but under balmier conditions all the artistic and culinary attractions that Lenox has to offer are right outside the door. It's also a perfect base for Tanglewood and many other local cultural activities. We look forward to our return soon!
Sheffield
Located in Sheffield, within 25 km of Norman Rockwell Museum and 31 km of Cranwell Spa & Golf Club, Wilder House Berkshires provides accommodation with a garden as well as free private parking for guests who drive. The property features garden views and is 32 km from Tanglewood Musical Center and 32 km from Tanglewood. Holley Williams House Museum is 23 km from the bed and breakfast and Haystack Mountain State Park is 23 km away. I will never forget this magical accommodation. I felt like I was in a fairy tale house. Great breakfast with homemade products that the owner Brad prepared himself.
Hancock
2 Bed Berkshire Getaway minutes to Jiminy Peak Ski is situated in Hancock, 33 km from Tanglewood Musical Center, 33 km from Tanglewood, and 34 km from Cranwell Spa & Golf Club. The property is around 35 km from Rensselaer Polytechnic Institute, 37 km from Norman Rockwell Museum and 38 km from Albany-Rensselaer Amtrak. There is an outdoor fireplace and guests can make use of free WiFi and free private parking.
For guests with children, the apartment features outdoor play equipment. Guests at 2 Bed Berkshire Getaway minutes to Jiminy Peak Ski can enjoy skiing nearby, or make the most of the garden.
Building is cute and easy to find. Parking was excellent being right in front of the door of this apartment. very clean, well stocked, modern space. Comfy living room for hanging out, large kitchen with everything you need to cook, a clean bathroom with soap, shampoo and toothbrushes and a big shower. It was cool I’m the house and easy to adjust the temperature. Location was good. Reasonably close to all the things we wanted to do, including Tanglewood, The Clark, Mass MoCA, the Mount, Lenox, Great Barrington, plus hiking, and skiing and horses next door! And a great cheese shop down the road (Four Fat Fowl).
Family Hotel in South Lee
Popular with guests booking family hotels in The Berkshires
Family Hotel in Lenox
Popular with guests booking family hotels in The Berkshires
Family Hotel in Hancock
Popular with guests booking family hotels in The Berkshires
Family Hotel in Pittsfield
Popular with guests booking family hotels in The Berkshires
Family Hotel in Williamstown
Popular with guests booking family hotels in The Berkshires
Family Hotel in Lenox
Popular with guests booking family hotels in The Berkshires
Whistler's Inn, The Ponds at Foxhollow and Club Wyndham Bentley Brook have received great reviews from guests in The Berkshires regarding the views from these family hotels
Guests staying in The Berkshires also spoke highly of the views from these family hotels: Maple Terrace Motel, Berkshire Mountain Lodge and Wilder House Berkshires.
The average price per night for a family hotel in The Berkshires for this weekend is US$456, based on current Booking.com prices.
There are 48 family hotels in The Berkshires you can book on Booking.com.
The Williams Inn, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires and Maple Terrace Motel are some popular family hotels in The Berkshires.
In addition to these family hotels, Willows Motel, Club Wyndham Bentley Brook and The Cornell Inn, Lenox & The Berkshires are also popular in The Berkshires.
Couples travelling in The Berkshires loved staying at Harbour House Inn B&B, Prospect Berkshires and The Inn at Richmond.
Similarly, these family hotels in The Berkshires are highly rated by couples: Wilder House Berkshires, Eastgate Inn B&B and The Williams Inn.
Many families visiting The Berkshires loved staying at The Trail in Adams - Berkshires' Art Hotel, 2 Bed Berkshire Getaway minutes to Jiminy Peak Ski and Prospect Berkshires.
Similarly, Eastgate Inn B&B, Harbour House Inn B&B and The Williams Inn are also popular among family travellers.
We make it quick and easy to book a family hotel in The Berkshires. Here’s what we offer:
• Free cancellation on most stays
• We Price Match
• 24/7 customer support in 40+ languages
Most family hotels on Booking.com offer free cancellation.
Beautiful views, very clean property, super family friendly, and friendly staff.
We chose to stay here for the walkability to Tanglewood. This property is so gorgeous we can't wait to come back with our toddler to explore and relax!
Restaurants on site. Historical beauty and large porch with rocking chairs. Staff was great. Food was very good.
Love how cozy and affordable this place is
Very relaxed atmosphere, staff super kind and friendly. Great place for families.
Whistlers is the classic old school bed and breakfast - a house filled with antiques and memories and lots of character. It is family run and they care about the guests. This is standard NOT box hotel but if you enjoy sitting in the reading room with a glass of sherry this is your place
This was an overnight stop and was fine for that. Room/ beds were comfortable; bathroom very nice.with a great shower. Good location for exploring the area and outside space for kids to play.
This was a lovely facility. It was very clean and comfortable. The guest extras - bottled water, chocolates and pastry - were a fun bonus for two tired travelers. I would enjoy seeing the lovely grounds in the spring/summer months. We were surprised how quiet the rooms were in spite of the nearness of the road to the facility.