Explore 46 Luxury Hotels in The Berkshires
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Best Luxury Hotels in The Berkshires

Hotel On North
Reviewed on Jul 21, 2025

The Yankee, Trademark Collection by Wyndham
Reviewed on Jul 22, 2025

Sunset Inn
Reviewed on Jul 13, 2025

Wagon Wheel Inn
Reviewed on Jul 6, 2025

1896 House Country Inn & Motels
Reviewed on Jul 21, 2025

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Reviewed on Jul 27, 2024

The Orchards Hotel
Reviewed on Mar 9, 2020

Lantern House Motel
Reviewed on Nov 22, 2021
More 4 star hotels in The Berkshires

General Williams Estate House Lenox/Stockbridge
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.
The Berkshires hotels essential information
Accommodation | 1,114 hotels |
---|---|
Lowest Price | $77 |
Highest Price | $523 |
Popular hotels | The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Orchards Hotel, Lantern House Motel, Wagon Wheel Inn, Hotel On North, 1896 House Country Inn & Motels, The Yankee, Trademark Collection by Wyndham, Sunset Inn |
Popular Luxury Stays in The Berkshires
Recent The Berkshires Hotel Reviews By Fellow Wanderers

Holiday Inn & Suites Pittsfield-Berkshires by IHG
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An attraction
- Hotels near Tanglewood Music Center
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Williams College
- Hotels near National Shrine of the Divine Mercy
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Mount Greylock
- Hotels near The Clark Art Institute
- Hotels near Ski Butternut
- Hotels near Norman Rockwell Museum
- Hotels near The Mount
- Hotels near Lee Premium Outlets
- Hotels near Bousquet Ski Area
- Hotels near Hancock Shaker Village
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Ventfort Hall Mansion and Gilded Age Museum
- Hotels near Williamstown Theatre Festival
- Hotels near Naumkeag Museum
- Hotels near Berkshire Botanical Garden
- Hotels near Otis Reservoir
- Hotels near Mahaiwe Performing Arts Center
- Hotels near Taconic Golf Club
- Hotels near Housatonic River Walk
- Hotels near Shakespeare and Company
- Hotels near Natural Bridge State Park
- Hotels near Berkshire Museum
- Hotels near Berkshire Mountain Country Store
- Hotels near Pyramid Lake
- Hotels near Sterling and Francine Clark Art Institute
- Hotels near Colonial Theater
- Hotels near Lake Mansfield Park
- Hotels near Windsor Lake Park
- Hotels near Kennedy Park
- Hotels near Wyndhurst Golf & Club
- Hotels near Ashintully Gardens
- Hotels near Herman Melville's Arrowhead
Types of Hotels
- Hotels with Air Conditioning in The Berkshires
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- Hotels with Pools in The Berkshires
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- Hotels with Balconies in The Berkshires
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- Hotels with a Gym in The Berkshires
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- Hotels with an Indoor Pool in The Berkshires
- Hotels with Room Service in The Berkshires
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- Hotels with Kitchenettes in The Berkshires
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- Hotels with a Lazy River in The Berkshires
- Casino Resorts & Hotels in The Berkshires
Areas of The Berkshires
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- Greenfield Hotels
- Westfield Hotels
- Bloomfield Hotels
- Torrington Hotels
- Appalachian Mountains Hotels
- Avon Hotels
- Hancock Hotels
- Kent Hotels
- Coxsackie Hotels
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- Simsbury Hotels
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- Millerton Hotels
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