Explore top 2026 4 Star Hotels in Western Massachusetts

Name: The Old Inn On The Green
Price range: $368 total

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Top Western Massachusetts 4 Star hotels

MGM Springfield

One MGM Way Springfield MA

$169 nightly

$192 total

Apr 5 - Apr 6

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! (1,493 reviews)

Beautiful room and hotel.

Reviewed on Mar 16, 2026

The Williams Inn

101 Spring Street Williamstown MA

Fully refundableReserve now, pay when you stay

$177 nightly

$198 total

Mar 19 - Mar 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! (591 reviews)

Excellent

Reviewed on Mar 16, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$102 nightly

$114 total

Mar 17 - Mar 18

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 ...

8.6/10 Excellent! (359 reviews)

Did not send check-in info via text, when I called they said they sent but never and resent, then gave me the wrong room. I booked double bed but got 1 king bed said double bed booking is not guaranteed and the rooms are sold out. However the worse part is the room is full of smoke smell so badly ...

Reviewed on Feb 21, 2026

Lakehouse Inn

615 Laurel St. Lee MA

$145 nightly

$162 total

Mar 20 - Mar 21

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 terrace, a snack bar/deli, and a ...

9.6/10 Exceptional! (294 reviews)

Friendly staff, great location, beautiful views, cozy room.

Reviewed on Mar 5, 2026

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

26 Glendale Road, RR 183 Stockbridge MA

$335 nightly

$374 total

Mar 29 - Mar 30

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! (110 reviews)

It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!

Reviewed on Oct 27, 2025

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$329 nightly

$367 total

Mar 18 - Mar 19

Total with taxes and fees

An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi ...

10/10 Exceptional! (136 reviews)

Room was great, staff was awesome, amenities were cool

Reviewed on Feb 16, 2026

The Inn at Stockbridge

30 East Street Lee MA

$251 nightly

$280 total

Mar 27 - Mar 28

Total with taxes and fees

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

9.8/10 Exceptional! (99 reviews)

Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again.

Reviewed on Nov 24, 2025

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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The Old Inn On The Green

134 Hartsville-New Marlborough Rd Great Barrington MA

$336 nightly

$368 total

Mar 18 - Mar 19

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 ...

33 Main

33 Main Street Lenox MA

$440 nightly

$492 total

Mar 22 - Mar 23

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! (74 reviews)

Every point of contact I had at 33 Main was friendly, efficient, and accommodating. It’s evident Donna and her team run the inn with love. It’s clean and gorgeously furnished on the inside. You’ll recognize it from the outside, because it’s the most charmingly decorated on the block. I stayed in ...

Reviewed on Oct 24, 2025

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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.