Hotels with Childcare in The Berkshires, Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Nov 4 - Nov 5
Tomorrow
Nov 5 - Nov 6
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Top The Berkshires Hotels with Childcare

We don't have any properties that match your exact search
See all properties in The Berkshires

Recommended hotels in The Berkshires

Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1030)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is P6,374
P7,119 total
includes taxes & fees
Dec 6 - Dec 7
The Yankee, Trademark Collection by Wyndham
Lobby
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2122)
"Good location; reasonable price; very clean and quiet - would definitely return"
United States
Steven
The price is P5,393
P6,669 total
includes taxes & fees
Nov 12 - Nov 13
Vacation Village in the Berkshires
Front of property - evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (791)
"Clean modern place in town, good value. Room on street side was a little noisy at night, ask for back room if light sleeper. Restaurant was not good value. "
United States
Michael
The price is P7,790
P8,701 total
includes taxes & fees
Nov 20 - Nov 21
Hotel On North
Property amenity
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (585)
"Fabulous place"
United States
Mary
The price is P7,467
P8,340 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Lenox Berkshires
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (940)
"Spotless and friendly staff"
United States
Nikisha
The price is P6,056
P6,764 total
includes taxes & fees
Nov 7 - Nov 8
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (746)
"Great stay, perfect "
United States
Lawrence
Berkshire Mountain Lodge
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (688)
"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "
United States
Tina
The price is P6,291
P7,027 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1000)
"We had a lakeside room which was wonderful!"
United States
Nancy
The price is P6,447
P7,201 total
includes taxes & fees
Nov 25 - Nov 26
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (791)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is P5,447
P6,084 total
includes taxes & fees
Nov 6 - Nov 7
Berkshires Untold
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
9.0 out of 10, Wonderful, (777)
"Lovely spot, great accommodations, friendly staff, and great location."
United States
Joanne
The price is P6,879
P8,504 total
includes taxes & fees
Nov 12 - Nov 13
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
"We truly enjoyed our stay. Our room was spacious, beds comfy and the charm and history of the inn is truly enchanting. "
Lori 1-night trip
Posted 1 day ago
The Red Lion Inn

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels with childcare in The Berkshires cost?
Rates for hotels with childcare in The Berkshires range between and 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 , 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 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.