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Featured The Berkshires Family Hotels

See all 150 Hotels in The Berkshires
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock
3.5 out of 5.0
4.2 out of 5 (796 reviews)
Good location Close to ski. Kids enjoyed pool and arcade. Kitchens make it easy to plan meals if you are on a budget. Walls are thin but space and convenience are good. Good for families.
  Feb 19, 2018

$105

$105
Holiday Inn Berkshires

Holiday Inn Berkshires

40 Main St, North Adams
3.5 out of 5.0
4.1 out of 5 (454 reviews)
Close to EverythingI stayed at this Holiday Inn while visiting my partner who was attending a residency at Mass MoCA which was perfect. The parking lot is extremely safe for your car as it sits directly across from the town police department and the hotel is in walking distance of everything in town. Staff was extremely ...
  Jan 31, 2018

$99

$99
Berkshire Hills Country Inn

Berkshire Hills Country Inn

1146 Cold Spring Road, Williamstown
3.0 out of 5.0
4.1 out of 5 (83 reviews)
Cozy country motel. Very clean and comfortable. Great staff.
  Feb 20, 2018

$65

$65
Williamstown Motel

Williamstown Motel

295 Main Street, Williamstown
2.5 out of 5.0
3.8 out of 5 (204 reviews)
Comfortable motel, good value for moneyWe enjoyed a 2-day stay. The hotel is well located and comfortable. The breakfast is simple but good and we ate outside. Good access to restaurants.
  Oct 13, 2017
Cozy Corner Motel

Cozy Corner Motel

284 Sand Springs Rd. Rte 7, Williamstown
2.5 out of 5.0
4.0 out of 5 (141 reviews)
Quaint small hotelThis is a quaint, clean hotel with a wonderful man who runs it. Everything was clean and it was nice to have a frig and microwave. Wifi worked well and being by a beautiful river was scenic. We ate at the restaurant in front of the property which was excellent.
  Feb 24, 2018
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

980 Pleasant Street, Lee
2.5 out of 5.0
3.2 out of 5 (171 reviews)
the young lady on staff was super,The man on staff we met later was so so.Overall i guess we would rate it about an 8
  Dec 21, 2017

$42

$42
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock
3.5 out of 5.0
4.0 out of 5 (508 reviews)
Family friendly and courteous staffStaff is so friendly and helpful. Resort is so convenient for families with everything right on the mountain. Would highly recommend for families looking for some fun skiing together!
  Dec 27, 2017

$135

$135
Lantern House Motel

Lantern House Motel

256 Stockbridge Road, Great Barrington
3.0 out of 5.0
4.0 out of 5 (146 reviews)
Used for short visit to the area to see family. A very good value.
  Feb 23, 2018

$60

$60
Hotel On North

Hotel On North

297 North Street, Pittsfield
4.0 out of 5.0
4.8 out of 5 (138 reviews)
Central location - main street - across from the Y
  Feb 17, 2018

$135

$135
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd, West Stockbridge
2.5 out of 5.0
3.4 out of 5 (591 reviews)
Great valueFor the money it was a great value. Clean and comfortable. Staff very nice
  Jan 14, 2018

$40

$40
Hampton Inn & Suites Berkshires Lenox

Hampton Inn & Suites Berkshires Lenox

445 Pittsfield Rd, Lenox
3.0 out of 5.0
4.6 out of 5 (355 reviews)
Wonderful stay at Lenox MA.We enjoyed the in room whirlpool tub. Hampton Inn does not disappoint. But the price quote was not honored.
  Feb 20, 2018
Yankee Inn

Yankee Inn

461 Pittsfield Rd, Lenox
3.0 out of 5.0
3.9 out of 5 (499 reviews)
Visited this past President's Day weekend. To begin, our check-in was quick and easy. We found our room clean and organized with its essentials. As well visited the indoor pool, despite the overwhelm of kids surrounded by the pool, noticed the Jacuzzi being used by adults consuming alcoholic beverages ...
  Feb 21, 2018
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

249 Stockbridge Rd, Great Barrington
3.0 out of 5.0
4.4 out of 5 (224 reviews)
Great LocationFriendly staff. Amazing clean room. Amenities ideal for family trip. Location center from restaurants and local shops.
  Feb 21, 2018

$127

$127
Berkshire Valley Inn

Berkshire Valley Inn

2541 Hancock Rd, Williamstown
3.0 out of 5.0
4.4 out of 5 (169 reviews)
Closest & coziest motel to skiingI am a repeat customer. I left behind some clothes last year & they shipped them to me right away. This is the only place I consider when skiing & I've been coming to Jiminy Peak for 15 years. While the place is not brand new, it's spotless & well maintained. I've only stayed in the winter, but it ...
  Feb 6, 2018

$89

$89
Howard Johnson Express Inn - Lenox

Howard Johnson Express Inn - Lenox

462 Pittsfield Rd, Lenox
2.5 out of 5.0
3.5 out of 5 (569 reviews)
Nice hotel in downtown Lenox with free breakfastThe front desk staff greeted me as soon as I came in and told me the place and hours of breakfast. Room was clean and no odors were present. Our room was very close to office for breakfast.
  Jan 7, 2018
Willows Motel Williamstown

Willows Motel Williamstown

480 Main St, Williamstown
2.5 out of 5.0
3.9 out of 5 (270 reviews)
Clean, quiet, inexpensive, friendlyIt was our anniversary weekend and we wanted to spend it at Mass MoCA. The owner was very welcoming which set a nice tone. Good location for easy access down Route 2 to both Williams College and Mass MoCA. Continental breakfast also includes an unusual array of fruit, yogurt, nuts. There's also a ...
  Nov 25, 2017
Shaker Mill Inn

Shaker Mill Inn

7 Albany Road, West Stockbridge
2.5 out of 5.0
4.7 out of 5 (154 reviews)
They thought of everything...They really do think of everything a traveler would appreciate at the end of the day. From a welcome bottle of wine, to hand warmers, to freshly stocked breakfast food and warm linens... this inn rated our most grateful smiles!
  Feb 16, 2018

$140

$140
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield
3.0 out of 5.0
4.1 out of 5 (443 reviews)
Quiet and relaxingA good hotel for family. Quiet and nice. Not far from ski resorts nearby.
  Feb 21, 2018
The Egremont Village Inn

The Egremont Village Inn

17 Main Streeet, South Egremont
3.5 out of 5.0
4.4 out of 5 (53 reviews)
THE BEST HOSTEnjoyed the little personalized touches. Some of the best sleep I’ve had in a long time!
  Dec 21, 2017
Super 8 Lee/Berkshires/Outlet Area

Super 8 Lee/Berkshires/Outlet Area

170 Housatonic Street, Lee
2.0 out of 5.0
3.6 out of 5 (279 reviews)
Warm, good bed, good tvQuick stay to break up a long drive. Everything fine - quiet room at back of hotel, excellent hard mattress, clean and tv was good. Shower okay ( still miss those heat lamps) and front desk night lady was helpful. They could’ve salted the parking lot as it was very icy getting to my car but other ...
  Jan 20, 2018

$63

$63

Recently booked Family Hotels in The Berkshires

The Orchards Hotel
4.0 out of 5.0
Last booking: 22 minutes ago
Monument Mountain Motel
3.0 out of 5.0
Last booking: 1 hour ago
Wagon Wheel Inn
2.5 out of 5.0
Last booking: 9 hours ago
Pleasant Valley Motel West Stockbridge
2.5 out of 5.0
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Knights Inn Lenox Ma
2.0 out of 5.0
Last booking: 10 hours ago
Northside Motel
2.5 out of 5.0
Last booking: 11 hours ago
Chambery Inn
3.5 out of 5.0
Last booking: 12 hours ago
Black Swan Inn, an Ascend Collection Hotel
3.0 out of 5.0
Last booking: 12 hours ago
The Williams Inn
3.5 out of 5.0
Last booking: 15 hours ago

You're about to take part in the most epic family vacation, so what's stopping you? Gather the little ones! With your clan in tow, you'll see one of the best rated vacation spots in the world: The Berkshires. It's here where you'll come across so many things to do and places to see that your family will remember this trip forever. You and your relatives will find plenty of time to bond and spend quality time together, and who knows, you may even meet some vacationing families or locals during your stay!

Discover the Ultimate The Berkshires Family Hotel

The time has come to pack your bags and book a family hotel in The Berkshires. Here at Expedia.com, we have various hotel options, so you and your loved ones won't be left wanting. Browse through our choices to find your ideal match, whether it's a place with easy access to the local attractions or a hotel with all the amenities you had in mind. Whether your family wants to explore the town from top to bottom or simply kick back and relax at the hotel, the ideal accommodation is waiting for you to book today.

Make no mistake. The Berkshires is making a name for itself as a family-friendly destination. In fact, this destination saw hundreds of sojourners last year, and now you can find helpful tips and recommendations in our review section. You won't believe how many reviewers would recommend the place they stayed! Once you arrive at your accommodation, you'll see why these places received such good ratings. The rooms are clean and tidy, while the property grounds are especially welcoming. Furthermore, the nice staff will warmly welcome you, so you know you're in good hands.

Your family will be so happy with you when you arrange a trip to The Berkshires. Forget day dreaming about your trip. The time is now to book. Click and reserve your The Berkshires family hotel and get ready to accept some major points with your kids!