Our top choices for Western Massachusetts hotels

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

Lenox

Mark

￥19,903 total

includes taxes & fees

Jun 22 - Jun 23

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

charles

￥19,913 total

includes taxes & fees

Jun 22 - Jun 23

37-inch LCD TV with cable channels, TV, iPod dock

Hotel UMass

Amherst

Carl

￥22,717 total

includes taxes & fees

Jul 2 - Jul 3

Fairfield Inn & Suites Springfield Holyoke

Holyoke

Joanne

￥22,732 total

includes taxes & fees

Jul 5 - Jul 6

Tru by Hilton Chicopee Springfield

Chicopee

Geovani

￥20,850 total

includes taxes & fees

Jul 8 - Jul 9

D. Hotel Suites & Spa

Holyoke

Candyce

￥21,212 total

includes taxes & fees

Jun 28 - Jun 29

Holiday Inn Express Ludlow by IHG

Ludlow

Allyson

￥24,176 total

includes taxes & fees

Jun 21 - Jun 22

Hampton Inn Chicopee/Springfield

Chicopee

Rosa

￥20,325 total

includes taxes & fees

Jul 5 - Jul 6

Quality Inn Great Barrington

Great Barrington

Braynd

￥17,719 total

includes taxes & fees

Jun 18 - Jun 19

Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes

Hampton Inn Westfield

Westfield

Lawrence

￥21,881 total

includes taxes & fees

Jun 28 - Jun 29

Inn on Boltwood

Amherst

Aaron

￥35,313 total

includes taxes & fees

Jun 30 - Jul 1

Old Mill Inn

Hatfield

Jeffrey

￥32,123 total

includes taxes & fees

Jul 1 - Jul 2

TownePlace Suites by Marriott Hadley Amherst

Hadley

Nathan

￥32,149 total

includes taxes & fees

Jun 22 - Jun 23

Cozy Corner Motel

Williamstown

Theresa

￥15,958 total

includes taxes & fees

Jun 22 - Jun 23

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

andrew

￥24,898 total

includes taxes & fees

Jun 23 - Jun 24

Hampton Inn & Suites Springfield/Downtown

South End

Scott

￥20,739 total

includes taxes & fees

Jul 5 - Jul 6

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Kathleen

￥24,522 total

includes taxes & fees

Jun 23 - Jun 24

Hampton Inn & Suites Greenfield

Greenfield

Jennifer

￥30,676 total

includes taxes & fees

Jul 8 - Jul 9

Quality Inn Lee - Lenox South

Lee

Cheri

￥24,190 total

includes taxes & fees

Jul 6 - Jul 7

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Kristen

￥30,291 total

includes taxes & fees

Jun 24 - Jun 25

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Vacation Rentals in Western Massachusetts

Condo

Vacation Village in the Berkshires

Williamstown

"Property is great and stay was great"

Apartment

Lakefront Orange Vacation Rental - Pet Friendly!

Orange

"Lovely, very clean, and well appointed. Host was amazing, 2 rocking chairs on front stoop overlooking the water was beautiful, peaceful.The interiorand decor was beautiful and very comfortable. We used our kayaks, which was great. It is an in̈cline downhill to carry your kayak. "

Cottage

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Charlemont

"Loved this old home! Record player and records were fun to listen to. Pickle ball across the street was excellent! Well stocked kitchen great for cooking in. I had a tough time with water pressure and temperature but it could have been user error. Beds were comfortable except for the twin, which was a bit too firm! Would definitely rent here again "

Apartment

Vacation Rental Home in the Berkshires!

Williamstown

"This little guest house is a gem. Charming, comfortable and with a location that can’t be beat as a base for touring the northern Berkshires and southern Vermont. Everything was in good order, check-in was easy, and the place is well equipped with kitchen essentials. The views are gorgeous. "

Cottage

Historic Huntington Home - Walk to Westfield River

Huntington

"Beautiful historical house in a rural setting. We were attending performances at Jacob’s Pillow. This house is approximately 20 minutes away, so very convenient."

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Stay near popular Western Massachusetts attractions

Six Flags New England

4.2/5 (599 reviews)

New England's largest amusement park thrills with 11 roller coasters, including the top-rated Superman The Ride. Experience heart-pounding drops on Wicked Cyclone, or cool off at Hurricane Harbor water park.

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Learn more about Western Massachusetts

Rolling hills and charming towns define this picturesque region, where art lovers flock to MASS MoCA in North Adams. Outdoor enthusiasts can hike Mount Greylock, while history buffs explore Norman Rockwell's studio in Stockbridge.

See all hotels in Western Massachusetts

A panorama of western Massachusetts from the top of Mount Greylock

Top Western Massachusetts Hotel Reviews

The Yankee Inn

10/10 Excellent

"Can not say enough about our stay at The Yankee. Loved it!!!!! Updated, clean, incredibly freindly staff..... we will definitely be back."

The Red Lion Inn

10/10 Excellent

"The Red Lion Inn has so much history and character, it was a wonderful Experience to say the least. With modern amenities, it still Managed to keep its old world charm Food at the Wolf Den Tavern offered some of the best clam chowder I have ever had Enjoyed the hot tub but both hot tub and pool were difficult getting in and out of for someone with mobility issues like me Breakfast in the main dining room was also wonderful with very pleasant staff Upon check in, the only employee at the registration desk was on the phone with a customer for a good 15-20 minutes while the line behind me were all waiting to check in. Since check in time is 4:00, and we were there at 4:30 it seems like there should be more than one employee checking in customers Overall a wonderful stay. One that I would happily do again"