Explore top 2026 4 Star Hotels in Western Massachusetts

Name: Hampton Terrace Inn
Price range: $245 total
Rating: 9

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Top Western Massachusetts 4 Star hotels

MGM Springfield

One MGM Way Springfield MA

$179 nightly

$203 total

Aug 20 - Aug 21

Total with taxes and fees

This hotel features a casino and 8 restaurants. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking. There's a seasonal outdoor ...

9/10 Wonderful! (1,544 reviews)

"Everything was clean and lovely. Just way smaller space than other hotels. It wasn't an issue for us, just noting it for people it would bother. Room was about half the size of a normal American hotel room. We won a little in the casino, spent it on room service. The food was good."

Reviewed on Aug 13, 2026

The Williams Inn

101 Spring Street Williamstown MA

Fully refundableReserve now, pay when you stay

$254 nightly

$284 total

Aug 19 - Aug 20

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference ...

9.6/10 Exceptional! (655 reviews)

"The dinner we had was very good, excellent bar, great wait staff. On the whole it was very satisfying."

Reviewed on Aug 12, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$91 nightly

$102 total

Sep 3 - Sep 4

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...

The Inn at Stockbridge

30 East Street Stockbridge MA

$396 nightly

$442 total

Sep 13 - Sep 14

Total with taxes and fees

This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free ...

9.8/10 Exceptional! (101 reviews)

"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another ..."

Reviewed on Aug 3, 2026

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183 Stockbridge MA

$358 nightly

$399 total

Aug 31 - Sep 1

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...

9.2/10 Wonderful! (114 reviews)

"Very lovely beautiful Room and property The outside pool was not available"

Reviewed on Jul 30, 2026

Seven Hills Inn

40 Plunkett Street Lenox MA

This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free on-the-go breakfast each morning. A terrace, a garden, ...

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33 Main

33 Main Street Lenox MA

$707 nightly

$790 total

Sep 2 - Sep 3

Total with taxes and fees

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A lobby fireplace, a communal living ...

10/10 Exceptional! (75 reviews)

"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion ..."

Reviewed on Jul 27, 2026

The Old Inn On The Green

134 Hartsville-New Marlborough Rd Great Barrington MA

$351 nightly

$385 total

Sep 1 - Sep 2

Total with taxes and fees

This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free ...

Hampton Terrace Inn

91 Walker Street Lenox MA

$219 nightly

$245 total

Sep 10 - Sep 11

Total with taxes and fees

This hotel features an outdoor tennis court and a seasonal outdoor pool. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free ...

9/10 Wonderful! (44 reviews)

"Hot tub in the cottage was wonderful. The provided guide was very comprehensive and we appreciated all the amenities available in the main and carriage house."

Reviewed on Mar 3, 2026

Lakehouse Inn

615 Laurel St. Lee MA

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a snack bar/deli, and a ...

9.6/10 Exceptional! (303 reviews)

"Our stay at the Lakehouse was fabulous--even though a cold and rainy weekend in May. I want to return to be able to take advantage of the kayaks on the beautiful Lake Laurel! Everything was perfect: lovely room, delicious breakfast, great location near Melville's house at Pittsfield and the Hancock ..."

Reviewed on Jun 22, 2026

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4 Star Hotels Western Massachusetts

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Western Massachusetts 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Western Massachusetts will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Western Massachusetts, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Western Massachusetts hotel reviews by fellow wanderers

Berkshire Mountain Lodge

5 out of 5

Posted 2 hours ago

Travelocity Verified Review

"A real gem. Wonderfully situated. Spacious rooms. Friendly service. I forgot a camera battery charger in the room and the hotel staff kept it for my son to pick up. So very efficient and honest staff. We will definitely consider staying here again."

A verified traveler stayed at Berkshire Mountain Lodge