Title: TOP Luxury Hotels in Great Barrington, MA for 2026 - Great Barrington Upscale Hotels | Expedia.co.uk [Great Barrington Travel Guide](https://expedia.co.uk/Great-Barrington.dx110336)[Hotels in Great Barrington](https://expedia.co.uk/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)[Holiday Rentals in Great Barrington](https://expedia.co.uk/Great-Barrington-Holiday-Rentals.d110336.Travel-Guide-HolidayRentals)[Flights to Great Barrington](https://expedia.co.uk/Cheap-Flights-To-Great-Barrington.d110336.Travel-Guide-Flights)[Great Barrington Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Great-Barrington.d110336.Car-Hire-Guide)[Great Barrington Holidays](https://expedia.co.uk/Great-Barrington.d110336.Holidays-City-Breaks) ![Great Barrington showing signage and night scenes](https://images.trvl-media.com/place/110336/4c3d827f-8ba1-4754-a7a1-6fe14b81f0f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Great Barrington, MA - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Great Barrington Luxury Hotels Tonight [6 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2025-12-06&endDate=2025-12-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [7 Dec - 8 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2025-12-07&endDate=2025-12-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Great Barrington Luxury Hotels ![Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/90de0046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/8a8cd518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/267d369d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 194, 1 Queen bed, 1 Sofa bed, Courtyard View with balcony | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/d3c12b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Inn On The Green Great Barrington 9.2/10 Wonderful (90) "Beautiful Inn and outstanding chef" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine £276 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/84c5ab19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/21cb26fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 Bedroom, Private Bathroom, Lake View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/b4a4e013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse Inn Lee 9.6/10 Exceptional (289) "A charming inn in the center of the Berkshires." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny £164 includes taxes & fees 12 Dec - 13 Dec [](https://www.expedia.co.uk/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Interior Suite- NO PETS ALLOWED | Individually furnished, iron/ironing board, cots/infant beds](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/88509527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/99b13181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/d28e6aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Central Downtown Inn & Suites Pittsfield 8.6/10 Excellent (346) "Very helpful staff, clean and spacious rooms. Has everything you need - well equipped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn £75 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/edd6aeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/3eac4fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gilded Stage in the Mainhouse | 1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/76b1fb3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/1f3ef87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Stockbridge Lee 9.8/10 Exceptional (99) "Well-run and elegant property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven £231 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information) ![John Harney Suite | Minibar, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/04d25b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/cccc903a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/e0e21a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/1ed9f4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The White Hart Salisbury 9.6/10 Exceptional (143) "Great charming place, friendly, helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £244 includes taxes & fees 9 Dec - 10 Dec [](https://www.expedia.co.uk/Torrington-Hotels-The-White-Hart.h16725119.Hotel-Information) ![The Parlor Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/b4671c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Parlor Suite | Private kitchen | Stovetop, dishwasher, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/b8c74868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/0b5f32ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Loft Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/7bbc5c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 9 Academy Salisbury 9.0/10 Wonderful (10) "Nice room. " ![South Korea](https://a.travel-assets.com/egds/marks/flags/kr.svg) JeongHoon £426 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/8494e5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6fb5c35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/2d151170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6cbad311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Devonfield Inn B&B Lee 10/10 Exceptional (134) "The inn has an excellent location and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher [](https://www.expedia.co.uk/Lee-Hotels-Devonfield-Inn-BB.h1575232.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (RedBird Suite) | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ab46e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (RedBird Suite) | View from room](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/5312662c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood Stockbridge 9.2/10 Wonderful (110) "Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £347 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/b3e61239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/c5994ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/cfdb82a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Premium bedding, individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/2028495b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 33 Main Lenox 10/10 Exceptional (74) "Beautiful place. Wonderful owner and staff. Our stay there was a total delight." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £358 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/Lenox-Hotels-33-Main.h20033760.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/8d18b6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/057b9dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marion Slocomb Suite, Cottage | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/cd8fcdd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1220000/1213500/1213437/175edf77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Terrace Inn Lenox 9.0/10 Wonderful (43) "Beautiful historic house in a great location. Responsive owner. Great visit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abby £220 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Lenox-Hotels-Hampton-Terrace-Inn.h1213437.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-12-21&endDate=2025-12-22®ionId=110336&adults=2&sort=LUXURY&star=50&openPlayBack=true) ## Find out more about Great Barrington ### Great Barringtonand its attractions for luxury travelers Great Barrington, Massachusetts, offers a blend of natural beauty and cultural richness that luxury travellers will find irresistible. Begin your exploration at the stunning Mahaiwe Performing Arts Center, where you can enjoy a diverse range of performances in an elegant, historic setting. For a touch of leisure, the nearby Butternut Ski Area provides excellent skiing and snowboarding options during the winter months, with upscale amenities to ensure a comfortable experience. Art enthusiasts will appreciate the contemporary works on display at the Berkshire Museum, which also features a charming café perfect for a leisurely lunch. Outdoor lovers can hike the picturesque trails of Monument Mountain, offering breathtaking views that are especially delightful in the autumn foliage. Finally, the vibrant downtown area boasts an array of boutique shops and gourmet restaurants, ideal for indulging your palate after a day of exploration. For a luxurious stay, consider the hotels located in the heart of Great Barrington. Here, you can expect personalised service and thoughtfully designed accommodations that cater to your every need. Imagine unwinding in a plush suite with views of the surrounding hills, followed by a delightful dinner at a nearby fine dining hotel, where farm-to-table cuisine and exquisite wines await. With its unique blend of culture, nature, and elegance, Great Barrington is a destination that promises to pamper and inspire. ### Find the best luxury hotels and resorts in Great Barrington For travelers seeking an upscale experience in Great Barrington, Massachusetts, these two hotels offer unparalleled luxury and comfort. Each hotel boasts exquisite amenities designed to elevate your stay. [**The Old Inn On The Green**](https://www.expedia.co.uk/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information) - **Why it's great for a luxury retreat:** The Old Inn On The Green is a luxurious haven for travellers, a perfect review rating of 9.2\. Guests are treated to lavish amenities like deep soaking bathtubs and premium bedding, ensuring ultimate relaxation after a day of exploring. The inviting fireplace creates a cosy atmosphere, making it an ideal spot for a romantic getaway or peaceful retreat. - **Other amenities:** Beyond its sumptuous accommodations, The Old Inn On The Green features a beautiful terrace, perfect for enjoying fresh air and scenic views. Guests can indulge in complimentary breakfast options, including a continental spread, while the garden offers a tranquil space to unwind. Self-parking is available for ease of access, and daily housekeeping ensures a well-maintained environment throughout your stay. Each room also benefits from air conditioning and toiletries to enhance your comfort. - **Nearby attractions:** Questing - 4.1 km, Dry Hill - 4.5 km, New Marlborough Town Hall - 5.4 km [**Gedney Farm**](https://www.expedia.co.uk/Great-Barrington-Hotels-Gedney-Farm.h41178000.Hotel-Information) - **Why it's great for a luxury retreat:** Gedney Farm stands out as a luxurious retreat, receiving an impressive guest review rating of 9.2\. This charming hotel features upscale amenities such as air conditioning and a warm fireplace, creating a perfect ambiance for relaxation. Guests can enjoy meals at the on-site restaurant with stunning garden views, ensuring a delightful dining experience in a serene setting. - **Other amenities:** In addition to its luxurious offerings, Gedney Farm provides a range of features to enhance guests' stays. The hotel includes a lovely terrace for outdoor relaxation, alongside free daily breakfast options to start your day right. For those interested in winter sports, snowshoeing and skiing are available nearby, while self-parking ensures convenience during your stay. Daily housekeeping and complimentary toiletries add to the overall comfort and attention to detail that guests can expect. - **Nearby attractions:** Questing - 4.5 km, Dry Hill - 4.8 km, New Marlborough Town Hall - 5.8 km ## Top Great Barrington Hotel Reviews ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "We stay here every year and it never disappoints " [](https://expedia.co.uk/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "It was all well cared for." [](https://expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Staff were awesome. Will stay again." [](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 10/10 Excellent "The rm was perfect. Bed, table and chairs, tv, and good size bath. Was here 3 days to see family. Very friendly,comfortable bed and very clean. Walking distance to supermarket and dining and bowling. I will rent again." [](https://expedia.co.uk/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Travelodge by Wyndham Great Barrington Berkshires](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51_y.jpg) ### Travelodge by Wyndham Great Barrington Berkshires 10/10 Excellent "Very nice people at the desk, room was very nice" [](https://expedia.co.uk/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![The Little Lion](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef_y.jpg) ### The Little Lion 10/10 Excellent "The check-in was easy and the room was ready and clean. It was nice having our dogs with us. " [](https://expedia.co.uk/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your Great Barrington holiday? ### When can I expect good weather in Great Barrington? ### What's there to see and do in Great Barrington? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [4 Star Hotels in The Berkshires ](https://www.expedia.co.uk/4Star-The-Berkshires-Hotels.s40-0-d6047665.Travel-Guide-Filter-Hotels) - [Alford Hotels ](https://www.expedia.co.uk/Alford-Hotels.d3000421226.Travel-Guide-Hotels) - [Hotels near Animagic Museum of Animation ](https://www.expedia.co.uk/Animagic-Museum-Of-Animation-Hotels.0-l553248621560926701-0.Travel-Guide-Filter-Hotels) - [Housatonic Hotels ](https://www.expedia.co.uk/Housatonic-Hotels.d3000441135.Travel-Guide-Hotels) - [B&B in Lee ](https://www.expedia.co.uk/Lee-Bed-And-Breakfasts.d8572-aaBedAndBreakfasts.Travel-Guide-Accommodation) - 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