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 Aug 2 to Aug 3
$235 total
Aug 2 - Aug 3
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 ...
Opens in a new windowSimsbury 1820 House
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Stockbridge MA
$415 nightly
The price is $463 total per night from Aug 4 to Aug 5
$463 total
Aug 4 - Aug 5
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! (99 reviews)
"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."

Reviewed on Jul 26, 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
$343 nightly
The price is $395 total per night from Aug 2 to Aug 3
$395 total
Aug 2 - Aug 3
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! (151 reviews)
"It’s an exceptional place in every aspect."

Reviewed on May 14, 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 Aug 12 to Aug 13
$399 total
Aug 12 - Aug 13
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! (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."

Reviewed on Jul 14, 2026

Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$528 nightly
The price is $608 total per night from Aug 11 to Aug 12
$608 total
Aug 11 - Aug 12
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on ...
9.4/10 Exceptional! (13 reviews)
"Our suite was spectacular! There was a spacious indoor living and dining area, as well as a beautiful porch overlooking the woods and the yard below. The bed was comfortable , the bathroom suite was perfection with a gorgeous tub and a separate waterfall shower -- everything in this hotel is first ..."

Reviewed on Jun 19, 2026

Opens in a new window9 Academy
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
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 Aug 2 to Aug 3
$398 total
Aug 2 - Aug 3
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
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$666 nightly
The price is $744 total per night from Aug 16 to Aug 17
$744 total
Aug 16 - Aug 17
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

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
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 Aug 27 to Aug 28
$457 total
Aug 27 - Aug 28
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! (139 reviews)
"Grea"

Reviewed on Jul 11, 2026

Opens in a new windowDevonfield Inn B&B
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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 Whitlock

The Whitlock

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"a great choice if you want to stay in the heart of Lenox. It's a quiet place and had everything you needed. The people who worked there are kind. It's no frills, comfortable and affordable."
A verified traveler stayed at The Whitlock
The Whitlock

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