The Berkshires Hotel Guide - Hotels with Childcare in The Berkshires, Massachusetts

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Top The Berkshires Hotels with Childcare

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Recommended hotels in The Berkshires

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (22)
"Really enjoyed my stay here, definitely need a car to get around"
The price is €129
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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, (730)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is €136
includes taxes & fees
10 Sept - 11 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (590)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Wonderful place to stay"
The price is €119
includes taxes & fees
21 Sept - 22 Sept
The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (693)
"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 €153
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold
The Williams Inn
Front of property – evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (488)
"Great stay"
The price is €222
includes taxes & fees
7 Sept - 8 Sept
The Williams Inn
The Porches Inn at Mass MoCA
Suite, 2 Bedrooms

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (411)
"Great well managed property with a unique style and nice amenities. Also, a continental breakfast is included with the stay."
The price is €188
includes taxes & fees
22 Sept - 23 Sept
The Porches Inn at Mass MoCA
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is €121
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout curtains

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1004)
"Great location!"
The price is €137
includes taxes & fees
22 Sept - 23 Sept
Hotel Downstreet, Ascend Hotel Collection
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Loved our visit"
The price is €228
includes taxes & fees
10 Sept - 11 Sept
The Red Lion Inn
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.

Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Very clean, fantastic staff, comfortable bed, robes to use gping to the pool/jacuzzi, plus the large bottles of water in the room. "
Victoria 1-night trip
Posted 10 days 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 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 holidaying family. If you're arranging a trip to Lenox, Holiday Inn Club Holidays Oak 'n Spruce Resort comes highly recommended. This 2-star hotel offers babysitting services, a nightclub and a tennis court. Another family favourite 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 travelling with kiddos!) and you've got yourself a hassle-free holiday 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 accommodation 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.