Explore top 2025 4 Star Hotels in Cummington

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Top Cummington 4 Star hotels

The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
$191 nightly
The price is $214 total per night from Nov 23 to Nov 24
$214 total
Nov 23 - Nov 24
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! (532 reviews)
Didn’t have the breakfast. Only drawback was the beds. Mattresses made our backs hurt.

Reviewed on Oct 31, 2025

Opens in a new windowThe Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
$107 nightly
The price is $120 total per night from Nov 6 to Nov 7
$120 total
Nov 6 - Nov 7
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! (338 reviews)
Very helpful staff, clean and spacious rooms. Has everything you need - well equipped.

Reviewed on Nov 3, 2025

Opens in a new windowThe Central Downtown Inn & Suites
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St., Lee, MA
$170 nightly
The price is $189 total per night from Nov 6 to Nov 7
$189 total
Nov 6 - Nov 7
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! (287 reviews)
A charming inn in the center of the Berkshires.

Reviewed on Oct 29, 2025

Opens in a new windowLakehouse Inn
Seven Hills Inn

Seven Hills Inn

4 out of 5
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, ...
Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!

Reviewed on Oct 30, 2023

Opens in a new windowSeven Hills Inn
General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge

4 out of 5
Stockbridge
This vacation home features a garden, laundry facilities, and barbecue grills.
Great Place!
This was a great place to house our family of 12 during the weekend of our daughter’s wedding. There was plenty of space for everyone to gather. The beds were comfortable and all the bedrooms upstairs had their own bathroom - so nice! The house made our weekend extra special. Definitely ...

Reviewed on Nov 19, 2022

Opens in a new windowGeneral Williams Estate House Lenox/Stockbridge
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd., Lee, MA
$369 nightly
The price is $412 total per night from Nov 21 to Nov 22
$412 total
Nov 21 - Nov 22
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 ...
9.8/10 Exceptional! (133 reviews)
Great place!!!

Reviewed on Oct 12, 2025

Opens in a new windowDevonfield Inn B&B
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street, Lee, MA
$289 nightly
The price is $322 total per night from Nov 9 to Nov 10
$322 total
Nov 9 - Nov 10
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, ...
9.6/10 Exceptional! (98 reviews)
We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!

Reviewed on Feb 18, 2025

Opens in a new windowThe Inn at Stockbridge
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street, Lenox, MA
$285 nightly
The price is $318 total per night from Nov 11 to Nov 12
$318 total
Nov 11 - Nov 12
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 ...
Beautiful historic house in a great location. Responsive owner. Great visit!

Reviewed on May 21, 2022

Opens in a new windowHampton Terrace Inn
33 Main

33 Main

4 out of 5
33 Main Street, Lenox, MA
$445 nightly
The price is $498 total per night from Dec 4 to Dec 5
$498 total
Dec 4 - Dec 5
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 ...
9.8/10 Exceptional! (73 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

Opens in a new window33 Main
Garden Gables Inn

Garden Gables Inn

4 out of 5
135 Main St, Lenox, MA
A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like cooked-to-order breakfast ...
Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again.

Reviewed on Feb 6, 2022

Opens in a new windowGarden Gables Inn
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4 Star Hotels Cummington

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 Cummington 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 Cummington 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 Cummington, 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.

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