Our top choices for Western Massachusetts hotels

Berkshires Untold

Lenox

Payton

Rp1.324.632 total

includes taxes & fees

31 Mar - 1 Apr

Basic Room, 1 Queen Bed, Valley View | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Windmill Motel Restaurant

Bernardston

James

Rp2.271.257 total

includes taxes & fees

1 Apr - 2 Apr

Element Lenox Berkshires

Lenox

Izabela

Rp2.636.367 total

includes taxes & fees

5 Apr - 6 Apr

Berkshire Mountain Lodge

Pittsfield

Casey

Rp2.022.291 total

includes taxes & fees

27 Apr - 28 Apr

Holiday Inn Express Ludlow by IHG

Ludlow

Allyson

Rp2.010.466 total

includes taxes & fees

5 Apr - 6 Apr

D. Hotel Suites & Spa

Holyoke

Larry

Rp2.424.420 total

includes taxes & fees

15 Apr - 16 Apr

TownePlace Suites by Marriott Hadley Amherst

Hadley

mandeep

Rp2.885.777 total

includes taxes & fees

6 Apr - 7 Apr

Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Great Barrington

Raymond

Rp1.135.113 total

includes taxes & fees

5 Apr - 6 Apr

Studio Suite, Multiple Beds | Desk, laptop workspace, free WiFi, bed sheets

River Valley Inn

West Hatfield

Desiree

Rp1.877.699 total

includes taxes & fees

30 Mar - 31 Mar

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

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Kristina

Rp2.021.656 total

includes taxes & fees

1 Apr - 2 Apr

The Yankee, Trademark Collection by Wyndham

Lenox

Marie-Pascale

Rp1.860.668 total

includes taxes & fees

30 Mar - 31 Mar

Quality Inn Great Barrington

Great Barrington

James

Rp1.273.612 total

includes taxes & fees

12 Apr - 13 Apr

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Ilia

Rp1.902.356 total

includes taxes & fees

29 Apr - 30 Apr

Shaker Mill Inn

West Stockbridge

Mark

Rp2.030.349 total

includes taxes & fees

30 Mar - 31 Mar

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Michael

Rp2.294.966 total

includes taxes & fees

6 Apr - 7 Apr

Comfort Inn & Suites Hadley - Amherst

Hadley

Barbara

Rp2.451.912 total

includes taxes & fees

1 Apr - 2 Apr

Blue – A Modern Hotel, an Ascend Collection Hotel

West Springfield

Thomas

Rp2.328.340 total

includes taxes & fees

20 Apr - 21 Apr

Fairfield Inn & Suites Springfield Holyoke

Holyoke

Joanne

Rp2.313.931 total

includes taxes & fees

26 Apr - 27 Apr

Inn on Boltwood

Amherst

Richard

Rp4.762.550 total

includes taxes & fees

6 Apr - 7 Apr

Standard Room, 2 Queen Beds, Non Smoking | Pillow-top beds, desk, laptop workspace, blackout curtains

Baldwin Inn & Suites, SureStay Collection by Best Western

West Springfield

Terry

Rp1.969.986 total

includes taxes & fees

12 Apr - 13 Apr

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Holiday Rentals in Western Massachusetts

Condo

Vacation Village in the Berkshires

Williamstown

"Clean rooms, and very friendly staff"

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

28-inch flat-screen TV with satellite channels, TV, DVD player

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

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

Lee

"What a charming home! The bathrooms and bedrooms were updated beautifully. The downstairs was updated enough while keeping the character."

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

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

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

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

Ashley Falls

"Nice location. Spacious with ample bedrooms. Would have been nice if there was a second bathroom on the second floor. It might be time to freshen the furniture in the sitting area."

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Stay near popular Western Massachusetts attractions

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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Tanglewood Music Center

4.8/5 (235 reviews)

Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.

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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

Berkshires Untold

10/10 Excellent

"I spent 2 lovely nights here on my way through the Berkshires. Everyone was so kind, helpful and professional. Flatbread was delicious and a cup of tea in the cozy fire nook was perfect. "

Marriott Springfield Downtown

10/10 Excellent

"Breakfast was cooked perfectly. Coffee not too strong not too weak. All the staff we encountered were very polite. Check in was a little had to understand because of the accent. Bar/restaurant closes a 11pm, just as we walked in from a concert. Nothing within walking distance was open at that time to eat."

The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Room was comfortable and quiet. Staff accommodated a request to change rooms after check-in as we discovered there was someone next door who was constantly on the phone speaking loudly in a voice that carried on something business related. Relocating us was very appreciated."

Hotel UMass

4/10 Poor

"The room temp can’t be controlled by the guest. Room was blazing hot and windows can’t be opened. The nice staff did give us two fans but really need new hvac system that guests can control. Bathroom so small that impossible to not bump door. Lobby filled with students hanging out no room for guests. The plus is that it’s on campus and near food. Very old rooms and bathrooms that are hard to clean after years of use. There was coffee and pastries in the morning that was nice. I would not stay again as there are many hotels also close to campus since we had business there."