Title: TOP Romantic Hotels in Great Barrington, MA for 2025 - Great Barrington Romantic Getaways | 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 which includes cbd](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105630-Great-Barrington.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic 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 Romantic Hotels Tonight [4 Nov - 5 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [5 Nov - 6 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=110336&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Great Barrington Romantic Hotels ![Front of property](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/6d6c1dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually furnished, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/3c75b29c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/985aaf3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, garden views ](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/720e4e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gedney Farm Great Barrington 9.2/10 Wonderful (132) "We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynda [](https://www.expedia.co.uk/Great-Barrington-Hotels-Gedney-Farm.h41178000.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/207845f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a25612d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/6b95ddf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG Pittsfield 8.0/10 Very good (939) "Spotless and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nikisha £87 includes taxes & fees 6 Nov - 7 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f43c89bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Fireplace | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/4ea5ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham Lenox 9.0/10 Wonderful (1030) "Great place. Friendly staff and very well located. Great breakfast options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abiezer £99 includes taxes & fees 5 Dec - 6 Dec [](https://www.expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/9b4c64ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Untold Lenox 9.0/10 Wonderful (789) "Easy parking, great community spaces, beautiful decor! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry £79 includes taxes & fees 5 Nov - 6 Nov [](https://www.expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Firehouse) | 1 bedroom, Frette Italian sheets, hypo-allergenic bedding, desk](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/71ef2331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d969459c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds (Main Inn) | 1 bedroom, Frette Italian sheets, hypo-allergenic bedding, desk](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/5f2e6b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn Stockbridge 8.8/10 Excellent (1028) "Food was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily £149 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/6349c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/52bc8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/e7ac793d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackberry River Inn Norfolk 9.4/10 Exceptional (152) "The highlight of our 10 day trip through the northeast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bruce £144 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/dbbfdf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/bd69c93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Lakeside | Terrace/patio](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/6575d812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Woodside, Pet Friendly) | Terrace/patio](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/30d59e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Interlaken Inn & Resort Lakeville 8.2/10 Very good (267) "The staff is courteous and accommodating especially the restaurant staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian £192 includes taxes & fees 6 Nov - 7 Nov [](https://www.expedia.co.uk/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/afbb4318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/614a1cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/9becd207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/8c4366ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Village Carriage House - Super Private!! Lanesborough 9.8/10 Exceptional (264) "This VRBO was perfect for what I needed. The property was gorgeous, the house was clean, and it had everything I needed for a nice stay. Thank you! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Britt F. £163 includes taxes & fees 6 Nov - 7 Nov [](https://www.expedia.co.uk/Lanesborough-Hotels-Berkshire-Village-Carriage-House.h25808208.Hotel-Information) ![Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/48ea2807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Victorian Room) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/49947e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Private Bathroom (Tanglewood Suite) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/c348a91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/eb4406db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Farm Inn Lenox 9.4/10 Exceptional (162) "This is our second stay at the Brook Farm Inn and we enjoyed it just as much as our first stay! Maureen and Joe are fantastic inn keepers. They are polite, full of knowledge and provide a wonderful experience. Our room was cozy and comfortable. The breakfast was delicious. We couldn’t ask for a better weekend away! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John [](https://www.expedia.co.uk/Lenox-Hotels-Brook-Farm-Inn.h1196186.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/3a11949f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/90960292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/4dfb268a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33700000/33696800/33696708/febcf9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Nest Hudson Hudson 9.6/10 Exceptional (207) "What a beautiful stay right in the heart of Hudson. Cute, cozy, super clean with everything you need! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kseniya [](https://www.expedia.co.uk/Hudson-Hotels-The-Nest-Hudson.h33696708.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=2025-11-18&endDate=2025-11-19®ionId=110336&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Great Barrington ### Great Barrington attractions for couples Great Barrington, Massachusetts, is a charming town brimming with activities that cater to discerning travellers. Start your day with a visit to the Norman Rockwell Museum, where you can admire an extensive collection of the artist’s work and gain insight into his life. For those who enjoy the great outdoors, a hike up Monument Mountain offers spectacular views of the Berkshires, making it an energising experience for the whole family. Afterward, unwind at Lake Mansfield Park, where you can swim, kayak, or simply relax by the water's edge. Food enthusiasts will delight in dining at the renowned Prairie Whale, known for its farm-to-table menu featuring local ingredients. Lastly, indulge in a little retail therapy at the charming shops along Main Street, where you can discover unique crafts and artisanal goods. For a comfortable stay, consider the picturesque downtown area, which boasts boutique hotels like The Briarcliff Motel. Here, you'll find attentive service and a warm atmosphere that complements your exploration of this delightful town. ### Find the best romantic hotels in Great Barrington For couples seeking a romantic escape in Great Barrington, these charming hotels offer inviting atmospheres and delightful amenities to enhance your stay. [Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://www.expedia.co.uk/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) - **Why it's great for a couples retreat:** Ideal for a romantic getaway, the Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires boasts an impressive guest review rating of 9.4. Guests can indulge in a refreshing dip in the indoor pool or enjoy a complimentary breakfast together, setting the stage for a delightful day ahead. The surrounding mountains provide a picturesque backdrop, perfect for intimate hikes or peaceful strolls. - **Other amenities:** Additional amenities include free self-parking, a fitness centre for those who wish to stay active, and a snow tubing location nearby for a touch of adventure. The hotel also features inviting seating areas and a daily housekeeping service, ensuring a comfortable and stress-free stay. With easy access to the area's skiing and hiking opportunities, this hotel truly caters to couples looking to explore the natural beauty of the Berkshires together. - **Nearby attractions:** Housatonic River - 0.5 km, Housatonic River Walk - 2.1 km, Mahaiwe Performing Arts Center - 2.6 km [Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://www.expedia.co.uk/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) - **Why it's great for a couples retreat:** The Holiday Inn Express Hotel & Suites offers a charming stay for couples with a review rating of 8.8. Guests can start their day with a complimentary breakfast before exploring the nearby mountains or enjoying a romantic swim in the indoor pool. The inviting atmosphere and thoughtful amenities make it a perfect choice for a romantic getaway. - **Other amenities:** This hotel also features air conditioning for comfort, along with a fitness facility for those wanting to stay active. Guests can enjoy separate living areas with sofa beds, along with suites that offer additional privacy. With easy access to local ski areas and hiking trails, couples can create memorable experiences in the great outdoors. - **Nearby attractions:** Housatonic River - 0.1 km, Housatonic River Walk - 2.9 km, Mahaiwe Performing Arts Center - 3.4 km [Monument Mountain Motel](https://www.expedia.co.uk/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) - **Why it's great for a couples retreat:** The Monument Mountain Motel is a charming option for couples seeking a cozy retreat, with a solid review rating of 8.8. Guests can enjoy the tranquility of the motel while being surrounded by nature, making it perfect for romance. The hotel offers daily housekeeping to keep the space comfortable and tidy, ensuring couples can focus on each other. - **Other amenities:** Additional features include free self-parking and air conditioning for a pleasant stay. Each room is equipped with a microwave for late-night snacks or breakfast in bed. The nearby ski areas add an adventurous element to your stay, allowing couples to indulge in winter sports or simply enjoy the stunning views together. - **Nearby attractions:** Housatonic River - 0.3 km, Housatonic River Walk - 2.1 km, Mahaiwe Performing Arts Center - 2.6 km [The Little Lion](https://www.expedia.co.uk/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) - **Why it's great for a couples retreat:** The Little Lion is a charming hotel that captures the essence of romance with its budget-friendly offerings and a review rating of 8.6. Guests can revel in the peaceful garden setting, creating an idyllic backdrop for romantic evenings. The hotel features premium bedding for a restful night's sleep and daily housekeeping, allowing couples to focus on each other during their stay. - **Other amenities:** Additional features include free self-parking and air conditioning for comfort. The hotel also offers easy access to nearby ski locations, perfect for adventurous couples. With cozy rooms equipped with microwaves, late-night snacks are just a moment away, making it a perfect choice for a warm and intimate getaway. - **Nearby attractions:** Housatonic River - 2.1 km, Schantz Galleries - 5.2 km ## Top Great Barrington Hotel Reviews ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "We truly enjoyed our stay. Our room was spacious, beds comfy and the charm and history of the inn is truly enchanting. " [](https://expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Great Barrington? > If you and your partner need a romantic holiday, we've got just the ticket. Our guests also love Great Barrington for its hiking, skiing and array of dining options. If you want to explore the area, you might head to Housatonic River Walk, Housatonic River or Mahaiwe Performing Arts Center. If you're interested in staying near a certain attraction, you can sort properties by neighbourhood or distance to top sights, so you and your partner will get to see everything on your list. ### When is the best time of year for a romantic getaway to Great Barrington? > If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Great Barrington: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm of snowfall. ### What is there to do in Great Barrington? > There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Great Barrington has to offer. Couples looking for a little of everything will enjoy Great Barrington for its live music, theatre scene and restaurants. You might consider a visit to Housatonic River Walk, Housatonic River or Mahaiwe Performing Arts Center. ### What's the best way to get to Great Barrington and around town during my romantic getaway? > This information about transportation options in Great Barrington might help your romantic trip get off to a smooth start: If you're looking to fly to Great Barrington, the closest major airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 16.2 mi (26.1 km) from the city centre. 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