Hotels with Childcare in The Berkshires, Massachusetts

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Hotels with Childcare

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5

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

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2009)
"All around loved everything about the place! "
The price is P3,469
P4,501 total
includes taxes & fees
Sep 24 - Sep 25
Vacation Village in the Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby sitting area

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (40)
"Hotel was clean, the rooms had good space, the breakfast was excellent and the team there was very friendly and accommodating "
The price is P7,226
P8,072 total
includes taxes & fees
Sep 25 - Sep 26
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1010)
"The staff and location make it excellent"
The price is P7,226
P8,072 total
includes taxes & fees
Sep 29 - Sep 30
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (725)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is P6,825
P7,623 total
includes taxes & fees
Sep 21 - Sep 22
Berkshires Untold
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Nice area to visit "
The price is P6,741
P7,530 total
includes taxes & fees
Oct 1 - Oct 2
The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (648)
"Clean, bright, great value, love the hot tub and pool!"
The price is P6,150
P8,145 total
includes taxes & fees
Oct 20 - Oct 21
Berkshire Mountain Lodge
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (771)
"Hotel on North punches above its weight. It's a great hotel in an OK downtown. "
The price is P9,072
P10,133 total
includes taxes & fees
Sep 28 - Sep 29
Hotel On North
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (736)
"Thank you for nice hospity. Staff was very friendly and professional."
The price is P9,072
P10,133 total
includes taxes & fees
Sep 24 - Sep 25
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1004)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is P6,646
P9,654 total
includes taxes & fees
Sep 22 - Sep 23
The Cornell Inn, Lenox & The Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (879)
"Our stay was very pleasant "
The price is P6,219
P6,947 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Inn & Suites Pittsfield-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 place have stayed several times, and hope to return."
john 1-night trip
Posted 6 days ago
The Red Lion Inn

Explore a world of travel with Expedia

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.