Hotels with Childcare in Western Massachusetts, Massachusetts

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Check availability on Western Massachusetts Hotels with Childcare

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4
No exact matches found, but these alternatives could be just right

Recommended hotels in Western Massachusetts

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"Very friendly and good Breakfast."
United States
Jesse
The price is P4,486
P5,010 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Berkshire Hills Inn & Suites
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
West Springfield
9.6 out of 10, Exceptional, (112)
"New and still working some kinks out but overall a great stay. "
United States
Jesse
The price is P6,950
P7,955 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Blue – A Modern Hotel, an Ascend Collection Hotel
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
United States
Lori
The price is P8,765
P12,419 total
includes taxes & fees
Jan 26 - Jan 27, 2026
The Red Lion Inn
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (998)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is P5,180
P5,786 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is P5,450
P6,088 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Yankee, Trademark Collection by Wyndham
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is P6,099
P6,812 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1004)
"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is P5,252
P5,958 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Tru by Hilton Chicopee Springfield
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is P7,929
P8,856 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Element Lenox Berkshires
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (710)
"Great hospitality "
United States
regina maria
The price is P6,284
P7,020 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Front of property
The Ellery

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (928)
"Clean, lovely staff and breakfast "
United Kingdom
MICHAEL
The price is P7,227
P8,073 total
includes taxes & fees
Jan 26 - Jan 27, 2026
The Ellery
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 Western Massachusetts Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Yes"
Richard 3-night trip
Posted 7 days ago
The Red Lion Inn

Frequently asked questions

How much do hotels with childcare in Western Massachusetts cost?
Hotels that offer childcare in Western Massachusetts range between P5,010 and P12,419 per night. This means you can catch up on some quality "me" time at a price that's friendly on the pocket. 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.
How many hotels with childcare are there in Western Massachusetts?
Look up our 6 hotels with childcare in Western Massachusetts and then select your favorite. Whether you want to leave the little ones to enjoy "me" time or socialize with other adults, Expedia has got you covered.
Why book your hotel with childcare in Western Massachusetts with Expedia?
Getting away with the family should be hassle-free, so if you're searching for a hotel with childcare in Western Massachusetts, Expedia can help. Save those pennies and look for a lower-rated stay with babysitting. Or choose a 5-star hotel where the kids will be supervised while you put your feet up at the spa. Our search filters make it simple to find a place that suits your needs and budget.
How can I find cheap hotels with childcare in Western Massachusetts?
If you're eager to find exciting deals on hotels with childcare in Western Massachusetts, add several filters to your search. Select our "family friendly" filter to compare stays that have the amenities and services you need, like babysitting. Then, set your budget and preferred hotel star rating. You can also sort your search results by price so that the most affordable options are displayed first.
What is there to do in Western Massachusetts near my hotel with childcare?
No matter your interests, there are loads of things to keep you on the go in Western Massachusetts. If you're making your way to Springfield, drop by Naismith Memorial Basketball Hall of Fame, Titanic Museum and Springfield Science Museum. Escaping to Amherst? Emily Dickinson Museum, Amherst Farm Winery and Mead Art Museum are among the top sights here.

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