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Find and Compare The Berkshires Luxury Hotels

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Best Luxury Hotels in The Berkshires

Price for 1 night 2 adults*

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The Orchards Hotel

The Orchards Hotel

3.5 out of 5.0 222 Adams Rd, Williamstown, MA
3.8/5
(6 Reviews)
This hotel features a fitness center and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
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1862 Seasons on Main Bed and Breakfast

1862 Seasons on Main Bed and Breakfast

4.5 out of 5.0 47 Main Street, Stockbridge, MA
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center, laundry service, and airport shuttle. A restaurant, a garden, and a library are also provided.
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Stockbridge Country Inn

Stockbridge Country Inn

4.5 out of 5.0 26 Glendale Road, RR 183, Stockbridge, MA
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.
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The Berkshires Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the The Berkshires luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in The Berkshires to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in The Berkshires will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in The Berkshires, and plan your next opulent escape.


Recent The Berkshires Hotel Reviews By Fellow Wanderers

Yankee Inn

5.0 Travelocity Verified Review
We got a free upgrade to fireplace room. Pool was nice
4 days ago by A verified traveler
Open Yankee Inn hotel guest reviews

Hampton Inn & Suites Berkshires Lenox

5.0 Travelocity Verified Review
Away from busy road. But close to everything . Large clean room
2 months ago by A verified traveler from Sayreville NJ
Open Hampton Inn & Suites Berkshires Lenox hotel guest reviews

Vacation Village in the Berkshires

3.0 Travelocity Verified Review
The fireplace in the building did not work. We're we're not offered any alternative. A fireplace was a must a have in my search for a room. They really weren't apologetic in the the situation.
2 months ago by A verified traveler from Boston
Open Vacation Village in the Berkshires hotel guest reviews

Holiday Inn & Suites Pittsfield-Berkshires

5.0 Travelocity Verified Review
Wonderful location and staff. Terry at the front desk was kind and accommodating.
2 months ago by A verified traveler
Open Holiday Inn & Suites Pittsfield-Berkshires hotel guest reviews

The Black Swan Lee - Lenox, Ascend Hotel Collection

5.0 Travelocity Verified Review
very nice corner room, very nice view and VERY comfortable bed! Only there for one nite, wish it was a longer stay (next time).
2 months ago by A verified traveler from Boston
Open The Black Swan Lee - Lenox, Ascend Hotel Collection hotel guest reviews

1896 House Country Inn & Motels

3.0 Travelocity Verified Review
We were placed in a room that was near either heating or plumbing facilities and heard banging on the other side of the wall that lasted for 2 to 10 min every 1-2 hrs throughout the night . We were told it was due to some sort of problem and they would look into it .
3 months ago by A verified traveler from Williamstown Ma.
Open 1896 House Country Inn & Motels hotel guest reviews

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.