Hotels with Childcare in The Berkshires, Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with Childcare

Tonight
Mar 28 - Mar 29
Tomorrow
Mar 29 - Mar 30
Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12
No exact matches found, but these alternatives could be just right

Recommended hotels in The Berkshires

Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (881 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is P4,208
P4,700 total
includes taxes & fees
Mar 29 - Mar 30
Berkshires Untold
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is P5,727
P6,397 total
includes taxes & fees
Apr 8 - Apr 9
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (888 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is P5,220
P7,176 total
includes taxes & fees
Apr 26 - Apr 27
Berkshire Mountain Lodge
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is P5,911
P6,603 total
includes taxes & fees
Mar 29 - Mar 30
The Yankee, Trademark Collection by Wyndham
Exterior

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,317 reviews)
"Clean rooms, and very friendly staff"
United States
Amr
The price is P5,843
P7,191 total
includes taxes & fees
Mar 29 - Mar 30
Vacation Village in the Berkshires
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (24 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is P8,375
P9,355 total
includes taxes & fees
Apr 5 - Apr 6
Element Lenox Berkshires
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (752 reviews)
"This is not my first stay. Great hotel to stay for ski trips "
United States
Michael
The price is P6,688
P7,471 total
includes taxes & fees
Apr 15 - Apr 16
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby lounge

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay, great breakfast"
United States
Peter
The price is P6,249
P6,981 total
includes taxes & fees
Apr 5 - Apr 6
Hampton Inn & Suites Berkshires-Lenox
Front of property - evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (601 reviews)
"Amazing place to stay."
United States
Augusta
The price is P15,672
P17,506 total
includes taxes & fees
Apr 5 - Apr 6
The Williams Inn
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (858 reviews)
"Great place to enjoy with the whole family!!!"
United States
Elizabeth
The price is P6,779
P8,750 total
includes taxes & fees
Mar 31 - Apr 1
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.
View all properties

Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"great customer service"
Edward 2-night trip
Posted 1 month ago
The Red Lion Inn

Frequently asked questions

How much do hotels with childcare in The Berkshires cost?
Rates for hotels with childcare in The Berkshires range between P4,520 and P17,506 per night. Whatever your budget, you'll find a comfy place with babysitting at an affordable price. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with childcare in The Berkshires?
Enjoy some "me" time while the kids get taken care of in one of The Berkshires's multiple hotels with childcare. With a total average guest review rating of 9.1, there's a place to suit every vacationing family. If you're arranging a trip to Lenox, Holiday Inn Club Vacations Oak 'n Spruce Resort comes highly recommended. This 2-star hotel offers babysitting services, a nightclub and a tennis court. Another family favorite in this popular destination is Seven Hills Inn. It has a 2-star rating and features a swimming pool and childcare services.
How many hotels with childcare are there in The Berkshires?
Pick from 5 hotels with childcare in The Berkshires. At these retreats, you can slip away for some "me" time while someone else entertains and supervises the kids!
Why book your hotel with childcare in The Berkshires with Expedia?
Book with Expedia and get access to the most popular hotels with childcare in The Berkshires at fabulous prices. Add on exclusive member discounts and free cancellation on many hotels (because flexibility matters, especially when traveling with kiddos!) and you've got yourself a hassle-free vacation to look forward to.
How can I find cheap hotels with childcare in The Berkshires?
If you're on the hunt for amazing deals on hotels with childcare in The Berkshires, implement a few filters into your search. Click on our "family friendly" filter to compare accommodations that have the services and amenities you need, like babysitting. Then, choose your budget and preferred hotel star rating. You can also sort your results by price so that the cheapest options show up first.
What is there to do in The Berkshires near my hotel with childcare?
One of the best travel accessories for your The Berkshires adventure is a well-designed itinerary! Sterling and Francine Clark Art Institute, Williams College Museum of Art and Hopkins Observatory are among the leading sights if you're bound for Williamstown. Pittsfield is also home to superb attractions, such as Bousquet Ski Area. Want to explore more? Stop by Barrington Stage Company and Berkshire Museum too.

Explore a world of travel with Expedia