Our top choices for Western Massachusetts hotels

Candlewood Suites West Springfield by IHG

West Springfield

Sherry

RM396 total

includes taxes & fees

14 Dec - 15 Dec

Vacation Village in the Berkshires

Williamstown

Karla

RM523 total

includes taxes & fees

11 Dec - 12 Dec

D. Hotel Suites & Spa

Holyoke

Susan

RM522 total

includes taxes & fees

2 Jan - 3 Jan 2026

8 restaurants, breakfast, lunch, dinner served; American cuisine

MGM Springfield

Metro Center

William

RM789 total

includes taxes & fees

6 Jan - 7 Jan 2026

The Yankee, Trademark Collection by Wyndham

Lenox

Ann

RM344 total

includes taxes & fees

24 Dec - 25 Dec

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Elisabeth

RM465 total

includes taxes & fees

21 Dec - 22 Dec

La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center

Jasmine

RM516 total

includes taxes & fees

14 Dec - 15 Dec

Marriott Springfield Downtown

Metro Center

daniel

RM668 total

includes taxes & fees

18 Dec - 19 Dec

Hotel UMass

Amherst

Shuhui

RM582 total

includes taxes & fees

21 Dec - 22 Dec

Quality Inn West Springfield

West Springfield

George

RM367 total

includes taxes & fees

4 Jan - 5 Jan 2026

Holiday Inn Express Springfield Downtown by IHG

Metro Center

Desiree

RM532 total

includes taxes & fees

15 Dec - 16 Dec

Berkshires Untold

Lenox

William

RM504 total

includes taxes & fees

16 Dec - 17 Dec

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

South Lee

Benjamin

RM552 total

includes taxes & fees

11 Dec - 12 Dec

Blue – A Modern Hotel, an Ascend Collection Hotel

West Springfield

Yovelys

RM557 total

includes taxes & fees

30 Dec - 31 Dec

Hampton Inn & Suites Springfield/Downtown

South End

Haily

RM467 total

includes taxes & fees

29 Dec - 30 Dec

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Frank

RM427 total

includes taxes & fees

14 Dec - 15 Dec

Red Roof Inn PLUS+ West Springfield

West Springfield

Sharee

RM399 total

includes taxes & fees

17 Dec - 18 Dec

Courtyard by Marriott West Springfield

West Springfield

Jessuca

RM557 total

includes taxes & fees

14 Dec - 15 Dec

Individually furnished, desk, blackout curtains, iron/ironing board

Howard Johnson by Wyndham Springfield

Boston Road

Christopher

RM425 total

includes taxes & fees

14 Dec - 15 Dec

Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

North Adams

Krysten

RM492 total

includes taxes & fees

20 Dec - 21 Dec

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Holiday Rentals in Western Massachusetts

Condo

Vacation Village in the Berkshires

Williamstown

"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"

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 "

Cottage

Cavalier Cottage B&B

Shelburne Falls

"Perfect for a quiet, weekend getaway. We went to celebrate our 5 year anniversary and brought our dog, Ollie. Ollie's a very timid and nervous guy, but he felt very comfortable here. We went during the winter, but would be interested in returning in the summer because there seems to be a lot of outdoor activities (white water rafting, fishing, hiking). "

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! "

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. "

Apartment

Cozy Springfield Apartment, Close to Parks!

Memorial Square

"The space was extremely clean and comfortable. I would highly recommend this space to anyone I know who needs a place to stay in the Springfield area."

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Stay near popular Western Massachusetts attractions

Jiminy Peak Mountain Resort

4.3/5 (199 reviews)

Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.

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Six Flags New England

4.2/5 (372 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 Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Great stay there!! Very friendly staff"

Berkshire Mountain Lodge

10/10 Excellent

"I am a cross country traveling nurse. The Berkshire Mountain Lodge was perfect for my needs. A fully functioning well appointed kitchen. Spacious living quarters with excellent views. The best water pressure on a shower that I have ever known. Fantastic after a long day of work or out hiking the many nature trails here. And the bed was so perfectly firm and cozy that I drifted effortlessly to sleep. The grounds, the amenities and the coordinated activities to bring you together in community made me feel included. Definitely a place I will continue to return to for many years."