Explore the best 2025 4 Star Hotels Hotels in Great Barrington

Name: General Williams Estate House Lenox/Stockbridge
Address: Stockbridge

Top Great Barrington 4 Star hotels

The Wick, Hudson, A Tribute Portfolio Hotel

41 Cross Street, Hudson, NY

Free Cancellation

Reserve now, pay when you stay

$224 nightly

$253 total

Jul 23 - Jul 24

Total includes taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Enjoy free perks like free self parking and an area shuttle.

Pet friendly

Parking included

The Central Downtown Inn & Suites

20 W Housatonic St., Pittsfield, MA

$129 nightly

$144 total

Jul 15 - Jul 16

Total includes 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 offer.

Pet friendly

Parking included

Lakehouse Inn

615 Laurel St., Lee, MA

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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 picnic area are also on offer.

Breakfast included

Parking included

The White Hart

15 Under Mountain Rd, Salisbury, CT

$318 nightly

$366 total

Jul 22 - Jul 23

Total includes 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 like continental breakfast and free self parking.

Breakfast included

Pet friendly

Devonfield Inn B&B

85 Stockbridge Rd., Lee, MA

$429 nightly

$479 total

Jul 16 - Jul 17

Total includes 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 in public areas. A business center, a terrace, and a garden are also on offer.

Pool

Breakfast included

33 Main

33 Main Street, Lenox, MA

$450 nightly

$503 total

Jul 28 - Jul 29

Total includes 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 room, and express check-in are also on offer.

Breakfast included

Parking included

The Old Inn On The Green

134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA

$319 nightly

$350 total

Jul 16 - Jul 17

Total includes 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 WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Pool

Breakfast included

Seven Hills Inn

40 Plunkett Street, Lenox, MA

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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, and a library are also on offer.

Breakfast included

Pet friendly

The Inn at Stockbridge

30 East Street, Lee, MA

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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, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Pool

Breakfast included

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

26 Glendale Road, RR 183, Stockbridge, MA

$472 nightly

$527 total

Jul 15 - Jul 16

Total includes 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 and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.

Pool

Breakfast included

9 Academy

9 Academy St, Salisbury, CT

$563 nightly

$647 total

Jul 15 - Jul 16

Total includes 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 offer.

Parking included

Free WiFi

General Williams Estate House Lenox/Stockbridge

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This vacation home features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

4 Star Hotels Great Barrington

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 Great Barrington 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 Great Barrington 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 Great Barrington, 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.

Great Barrington hotels essential information

Accommodation	1,537 hotels
Lowest Price	$144
Highest Price	$647
Popular hotels	The Wick, Hudson, A Tribute Portfolio Hotel, The Central Downtown Inn & Suites, Lakehouse Inn, The White Hart, Devonfield Inn B&B, 33 Main, The Old Inn On The Green, Seven Hills Inn, The Inn at Stockbridge, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, 9 Academy , General Williams Estate House Lenox/Stockbridge