Explore top 2026 4 Star Hotels in Sandisfield

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Top Sandisfield 4 Star hotels

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $235 total per night from Sep 14 to Sep 15
$235 total
Sep 14 - Sep 15
Total with taxes and fees
The bed & breakfast's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center ...
9.4/10 Exceptional! (1,001 reviews)
"We had a lovely room on the second floor. Staff was friendly and helpful. Some friends stayed in a third floor room and were not happy with the room. The ceiling was low. There was a roof line over the bed and they kept knocking their heads. We also noted a 400 series of rooms that were on the other ..."

Reviewed on Sep 13, 2026

Opens in a new windowSimsbury 1820 House
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Stockbridge MA
$409 nightly
The price is $456 total per night from Sep 14 to Sep 15
$456 total
Sep 14 - Sep 15
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! (106 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"

Reviewed on Aug 30, 2026

Opens in a new windowThe Inn at Stockbridge
The White Hart

The White Hart

4 out of 5
15 Under Mountain Rd Salisbury CT
$344 nightly
The price is $396 total per night from Sep 15 to Sep 16
$396 total
Sep 15 - Sep 16
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...
9.8/10 Exceptional! (154 reviews)
"Restaurant was amazing and staff was awesome"

Reviewed on Sep 8, 2026

Opens in a new windowThe White Hart
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
$358 nightly
The price is $399 total per night from Sep 28 to Sep 29
$399 total
Sep 28 - Sep 29
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 ...
Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Old Inn On The Green

The Old Inn On The Green

4 out of 5
134 Hartsville-New Marlborough Rd Great Barrington MA
$363 nightly
The price is $398 total per night from Sep 14 to Sep 15
$398 total
Sep 14 - Sep 15
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 ...
Opens in a new windowThe Old Inn On The Green
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, ...
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Opens in a new windowSeven Hills Inn
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$409 nightly
The price is $457 total per night from Sep 14 to Sep 15
$457 total
Sep 14 - Sep 15
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! (140 reviews)
"The owners are so nice!!! Tha property is beautiful and the people that play the piano and sing during the day is the most relaxing and incredible experience!!!!"

Reviewed on Aug 4, 2026

Opens in a new windowDevonfield Inn B&B
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
$220 nightly
The price is $246 total per night from Sep 21 to Sep 22
$246 total
Sep 21 - Sep 22
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

Opens in a new windowHampton Terrace Inn
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
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! (76 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

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Opens in a new window33 Main
Lakehouse Inn

Lakehouse Inn

4 out of 5
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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Opens in a new windowLakehouse Inn
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4 Star Hotels Sandisfield

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 Sandisfield 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 Sandisfield 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 Sandisfield, 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 Sandisfield hotel reviews by fellow wanderers

The Yankee Inn

The Yankee Inn

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Loved the pond trail! What a nice shift after a long day on the road."
A verified traveler stayed at The Yankee Inn
The Yankee Inn

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