Our top choices for Western Massachusetts hotels

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

The Yankee Inn

Lenox

Mark

฿4,066 total

includes taxes & fees

16 Jun - 17 Jun

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

฿4,212 total

includes taxes & fees

18 Jun - 19 Jun

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

Hotel UMass

Amherst

Carl

฿4,639 total

includes taxes & fees

2 Jul - 3 Jul

Fairfield Inn & Suites Springfield Holyoke

Holyoke

Joanne

฿4,644 total

includes taxes & fees

13 Jul - 14 Jul

Tru by Hilton Chicopee Springfield

Chicopee

Geovani

฿3,935 total

includes taxes & fees

5 Jul - 6 Jul

D. Hotel Suites & Spa

Holyoke

Candyce

฿4,659 total

includes taxes & fees

21 Jun - 22 Jun

Holiday Inn Express Ludlow by IHG

Ludlow

Allyson

฿4,936 total

includes taxes & fees

21 Jun - 22 Jun

Hampton Inn Chicopee/Springfield

Chicopee

Rosa

฿4,122 total

includes taxes & fees

21 Jun - 22 Jun

Quality Inn Great Barrington

Great Barrington

Braynd

฿3,439 total

includes taxes & fees

18 Jun - 19 Jun

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

Hampton Inn Westfield

Westfield

Lawrence

฿4,467 total

includes taxes & fees

28 Jun - 29 Jun

Inn on Boltwood

Amherst

Aaron

฿7,117 total

includes taxes & fees

16 Jun - 17 Jun

Old Mill Inn

Hatfield

Jeffrey

฿6,562 total

includes taxes & fees

1 Jul - 2 Jul

TownePlace Suites by Marriott Hadley Amherst

Hadley

Matthew

฿6,564 total

includes taxes & fees

21 Jun - 22 Jun

Cozy Corner Motel

Williamstown

Theresa

฿3,258 total

includes taxes & fees

17 Jun - 18 Jun

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

andrew

฿5,349 total

includes taxes & fees

22 Jun - 23 Jun

Hampton Inn & Suites Springfield/Downtown

South End

Scott

฿3,898 total

includes taxes & fees

5 Jul - 6 Jul

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Kathleen

฿5,009 total

includes taxes & fees

23 Jun - 24 Jun

Hampton Inn & Suites Greenfield

Greenfield

Jennifer

฿6,266 total

includes taxes & fees

30 Jun - 1 Jul

Quality Inn Lee - Lenox South

Lee

Cheri

฿4,942 total

includes taxes & fees

9 Jul - 10 Jul

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Kristen

฿6,806 total

includes taxes & fees

21 Jun - 22 Jun

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Holiday Rentals in Western Massachusetts

Condo

Vacation Village in the Berkshires

Williamstown

"Property is great and stay was great"

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

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. "

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."

Cottage

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Sandisfield

"We had an amazing experience! Such a beautiful home and amazing host! We loved it! Definitely staying here again. Highly recommend! Thank you! "

Cottage

Ashley Falls Home w/ Fire Pit: Hike & Ski!

Ashley Falls

"We had a great stay! We will definitely be back again."

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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 Harbour 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 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"

Berkshires Untold

10/10 Excellent

"I stayed for a short time, this had everything I needed and was reasonably priced. Room was a clean, had a comfy bed, was quiet, and very friendly staff to greet me both when I checked in and out… with yummy coffee in the morning. It’s a basic stay, but everything you need. Would definitely recommend!"

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"This is a wonderful modern hotel in a very center of North Adams. A view from 7th floor is picturesque. It is very clean. The room is spacious; the beds are comfortable. The pool looks good, although we didn't try that. There are a coupe of nice art exhibitions on the first floor. The coffee is good, the breakfast pastries and fruits are nice, but these are all it is for breakfast. And the road to Greylock mountain starts in 2 minutes drive from the hotel. We loved it!"

La Quinta Inn & Suites by Wyndham Springfield MA

10/10 Excellent

"For me entering a hotel a have welcoming staff it’s essential. It a great feeling to be greeted and answered all questions. I was amazed that the ladies at the front desk both speak Spanish. Isha explained everything with so much patience and then our room was excellent. Looked like a small apartment with mini kitchen and even a dishwasher. Breakfast was included and to my surprise it was a complete breakfast. Large variety of waffles, eggs and bacon, oatmeal with all the fixings, yogurt, cereal , fresh fruit coffee and tea. The ladies working at the breakfast area Leyda and Erica are amazing, they are what good customer service means. We are now planning to go back."

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"Rooms are large, beds are comfortable, everything clean. Plenty to do on the property and beautiful nearby towns to visit. Style and amenities are a bit dated, but that hardly matters,considering the value. Ideal for families."