Western Massachusetts Hotels with Adjoining Rooms

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 Western Massachusetts Hotels with connecting rooms

Our top choices for Western Massachusetts hotels with connecting rooms

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, (102)
"Great staff super nice beautiful hotel lots of parking "
United States
Yovelys
The price is RM487
RM557 total
includes taxes & fees
30 Dec - 31 Dec
Blue – A Modern Hotel, an Ascend Collection Hotel
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, (1008)
"Great stay there!! Very friendly staff"
United States
Ann
The price is RM308
RM344 total
includes taxes & fees
24 Dec - 25 Dec
The Yankee, Trademark Collection by Wyndham
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is RM449
RM493 total
includes taxes & fees
11 Dec - 12 Dec
Shaker Mill Inn
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, (707)
"Great hospitality "
United States
regina maria
The price is RM420
RM469 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Outdoor pool, pool 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)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is RM622
RM878 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Red Lion Inn
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1001)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is RM441
RM492 total
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, 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, (1001)
"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is RM359
RM407 total
includes taxes & fees
22 Dec - 23 Dec
Tru by Hilton Chicopee Springfield
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)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is RM417
RM465 total
includes taxes & fees
21 Dec - 22 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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, (984)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is RM382
RM427 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Down duvets, desk, blackout curtains, soundproofing
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (877)
"Friendly staff, great breakfast, comfy beds"
United States
Lori
The price is RM754
RM842 total
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn & Suites Greenfield
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 Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Great stay there!! Very friendly staff"
Ann 2-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels with connecting rooms in Western Massachusetts cost?
You'll pay somewhere from RM344 to RM878 per night for hotels with connecting rooms in Western Massachusetts. No matter your budget, a terrific stay is a click away on Expedia. 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 connecting rooms in Western Massachusetts?
Western Massachusetts offers multiple hotels with connecting rooms, with a total average guest review rating of 8.8. Organising a trip to Springfield? Book a stay at Residence Inn Springfield Chicopee, a popular 3-star option with a swimming pool and a barbecue grill. Another recommended choice with connecting rooms is Fairfield Inn & Suites Springfield Holyoke. It has a 2.5-star rating and conveniences that include a swimming pool and a tennis court.
How many hotels with adjoining rooms are there in Western Massachusetts?
Pick from 62 hotels with adjoining rooms in Western Massachusetts. Whether you're on a trip with your family or a group of friends, and wherever you want to go, Expedia will help you find the ideal space.
Are there any family-friendly hotels with connecting rooms in Western Massachusetts?
You'll find a variety of family-friendly hotels with connecting rooms in Western Massachusetts. If you're visiting Springfield, look up Hampton Inn Chicopee/Springfield. With connecting rooms and conveniences such as a nearby theme park and complimentary breakfast, your crew will feel relaxed and comfy at this 2.5-star hotel. Hampton Inn & Suites Springfield/Downtown is also a great choice for families in Springfield. This 2.5-star option features a nearby theme park, a nearby zoo and connecting rooms. Springfield has tons of family-friendly attractions when you're ready to explore. Six Flags New England and Naismith Memorial Basketball Hall of Fame has something for all ages.
Why book your hotel with connecting rooms in Western Massachusetts with Expedia?
Booking a hotel with connecting rooms in Western Massachusetts is as simple as deciding on your travel dates and choosing a place that checks your boxes. Seeking something affordable or upmarket, or a property that also comes with a pool and free WiFi? Use Expedia's search filters to further narrow your search results and find the ideal fit.
How can I find cheap hotels with connecting rooms in Western Massachusetts?
With Expedia's user-friendly filter tool, locating cheap hotels with connecting rooms in Western Massachusetts is a cinch. To view properties that'll make your wallet happy, narrow your search results by star rating, amenities and budget.
What is there to do in Western Massachusetts near my hotel with connecting rooms?
No matter your interests, there are countless things to keep you busy in Western Massachusetts. If you're bound for Springfield, swing by Naismith Memorial Basketball Hall of Fame, Titanic Museum and Springfield Science Museum. Packing your bags for Amherst? Emily Dickinson Museum, Amherst Farm Winery and Mead Art Museum are popular sights here.