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
$194 nightly
The price is $223 total per night from Nov 1 to Nov 2
$223 total
Nov 1 - Nov 2
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! (1,000 reviews)
"1820 was great but the room needed a new mattress. Very clean but needed a comfortable bed"

Reviewed on Oct 28, 2026

Opens in a new windowSimsbury 1820 House
The White Hart

The White Hart

4 out of 5
15 Under Mountain Rd Salisbury CT
$298 nightly
The price is $343 total per night from Nov 23 to Nov 24
$343 total
Nov 23 - Nov 24
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! (156 reviews)
"Y"

Reviewed on Oct 24, 2026

Opens in a new windowThe White Hart
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
$369 nightly
The price is $412 total per night from Nov 4 to Nov 5
$412 total
Nov 4 - Nov 5
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! (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."

Reviewed on Sep 14, 2026

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

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
$230 nightly
The price is $257 total per night from Nov 1 to Nov 2
$257 total
Nov 1 - Nov 2
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
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
$414 nightly
The price is $462 total per night from Nov 14 to Nov 15
$462 total
Nov 14 - Nov 15
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
$319 nightly
The price is $350 total per night from Nov 1 to Nov 2
$350 total
Nov 1 - Nov 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 ...
9.2/10 Wonderful! (96 reviews)
"Our room was very nice and quiet. We especially liked our dinner and the light from candles only was a great touch!"

Reviewed on Oct 29, 2026

Opens in a new windowThe Old Inn On The Green
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! (77 reviews)
"The breakfast was outstanding and it changed every day. You pre-ordered the night before. We had a lovely room."

Reviewed on Oct 26, 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
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Stockbridge MA
$383 nightly
The price is $428 total per night from Nov 12 to Nov 13
$428 total
Nov 12 - Nov 13
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 ...
9.6/10 Exceptional! (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."

Reviewed on Oct 20, 2026

Opens in a new windowThe Inn at Stockbridge
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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

Berkshires Untold

Berkshires Untold

5 out of 5
Posted 22 hours ago
Travelocity Verified Review
"Good"
A verified traveler stayed at Berkshires Untold
Berkshires Untold

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