Title: TOP Luxury Hotels in Western Massachusetts, MA for 2025 - Western Massachusetts Upscale Hotels | Expedia.co.uk [Western Massachusetts Travel Guide](https://expedia.co.uk/Western-Massachusetts.dx6234063)[Hotels in Western Massachusetts](https://expedia.co.uk/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels)[Holiday Rentals in Western Massachusetts](https://expedia.co.uk/Western-Massachusetts-Holiday-Rentals.d6234063.Travel-Guide-HolidayRentals)[Flights to Western Massachusetts](https://expedia.co.uk/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights)[Western Massachusetts Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Western-Massachusetts.d6234063.Car-Hire-Guide)[Western Massachusetts Holidays](https://expedia.co.uk/Western-Massachusetts.d6234063.Holidays-City-Breaks) ![The Berkshires featuring snow as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/71000/71827-The-Berkshires.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Western Massachusetts, 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 Western Massachusetts Luxury Hotels Tonight [23 Oct - 24 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6234063&startDate=2025-10-23&endDate=2025-10-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [24 Oct - 25 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6234063&startDate=2025-10-24&endDate=2025-10-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6234063&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6234063&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Western Massachusetts Luxury Hotels ![Business centre](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/2e09a8f3.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) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood Stockbridge 9.2/10 Wonderful (108) "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 £280 includes taxes & fees 5 Nov - 6 Nov [](https://www.expedia.co.uk/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/fe4b5272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed | Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/0750cd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/080950ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/0d0e7da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Northampton Northampton 9.2/10 Wonderful (1000) "Best place around, I would definitely recommend to anyone. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) James [](https://www.expedia.co.uk/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8800/8739/9f24830b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/1000000/10000/8800/8739/36aa7821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/8800/8739/802fba0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/8800/8739/e0d92284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Orchards Hotel Williamstown 8.6/10 Excellent (442) [](https://www.expedia.co.uk/Williamstown-Hotels-The-Orchards-Hotel.h8739.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/12000000/11540000/11537600/11537599/74a22cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11540000/11537600/11537599/7b1e7c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/12000000/11540000/11537600/11537599/859f5f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/12000000/11540000/11537600/11537599/15d50d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lantern House Motel Great Barrington 8.2/10 Very good (455) "The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen [](https://www.expedia.co.uk/Great-Barrington-Hotels-Lantern-House-Motel.h11537599.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/75f1ed66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/aca96762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | View from room](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/6d6cf248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/1ddc8409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wagon Wheel Inn Lenox 7.0/10 Good (636) "Beautiful area. Close to Mt. Greylock, Octobrr Mountain and Pleasant Valley Audubon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin £58 includes taxes & fees 27 Oct - 28 Oct [](https://www.expedia.co.uk/Lenox-Hotels-Wagon-Wheel-Inn.h1730144.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/651f878e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/9e766351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North Pittsfield 9.6/10 Exceptional (784) "Nice hotel. Very friendly and professional staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Magen £82 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/19000000/18680000/18670300/18670223/ed652faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/19000000/18680000/18670300/18670223/d7cd7f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/19000000/18680000/18670300/18670223/ba469908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room, Ensuite (Early American Suite 201)](https://images.trvl-media.com/lodging/19000000/18680000/18670300/18670223/366b65ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1896 House Country Inn & Motels Williamstown 6.6/10 (448) "The price is good. It's a classic motel from the '50's, but gets the job done." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) edson [](https://www.expedia.co.uk/Williamstown-Hotels-1896-House-Country-Inn-Motels.h18670223.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) ![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) ![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) ![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham Lenox 9.0/10 Wonderful (1017) "Good breakfast King rooms are the best facing the mountains Recently remodeled " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan M £106 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | 1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/b005a67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/a37fc75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### D. Hotel Suites & Spa Holyoke 9.4/10 Exceptional (2257) "The staff is wonderful both at the hotel and dining ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurette £101 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/219cd416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout curtains, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/d1430bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/049cb490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/483e190d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Inn Lee 7.6/10 Good (407) "That can be reserved at any time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Felicita £74 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Lee-Hotels-Sunset-Inn.h3025486.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=2025-11-06&endDate=2025-11-07®ionId=6234063&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Western Massachusetts ### Western Massachusettsand its attractions for luxury travelers Western Massachusetts is a paradise for luxury travellers seeking both adventure and tranquillity. Begin your exploration in the charming town of Lenox, home to the renowned Tanglewood Music Center, where you can enjoy enchanting summer concerts amidst stunning natural scenery. Then, immerse yourself in the beauty of the Norman Rockwell Museum in Stockbridge, showcasing the iconic artist's work and offering a glimpse into classic Americana. For outdoor enthusiasts, the breathtaking landscapes of the Berkshires are perfect for hiking and cycling, with trails that offer both challenge and stunning vistas. Golf aficionados can indulge at the prestigious Cranwell Spa & Golf Resort, which combines a world-class course with exquisite spa services. Lastly, unwind in the cultural hub of Northampton, known for its eclectic shops and vibrant arts scene, where you can experience fine dining at upscale restaurants. For a luxurious stay, consider the historic Wheatleigh Hotel in Lenox, where opulent rooms and impeccable service set the stage for an unforgettable retreat. Each experience in Western Massachusetts is designed to pamper and delight, ensuring that your every need is met and your adventures are as enriching as they are relaxing. ## Top Western Massachusetts Hotel Reviews ![Hilton Garden Inn-Springfield, MA](//images.trvl-media.com/lodging/1000000/900000/892100/892040/2726a1b6_y.jpg) ### Hilton Garden Inn-Springfield, MA 10/10 Excellent "Love staying here when in town ! This hotel has an excellent staff!" [](https://expedia.co.uk/Springfield-Hotels-Hilton-Garden-Inn-Springfield.h892040.Hotel-Information) ![D. Hotel Suites & Spa](//images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "We’ve stayed here every fall for the past 3 years, and will continue doing so. Suite is spacious, breakfast is good, employees are kind and respectful. " [](https://expedia.co.uk/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![Red Roof Inn PLUS+ South Deerfield – Amherst](//images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg) ### Red Roof Inn PLUS+ South Deerfield – Amherst 10/10 Excellent "Nice and comfortable " [](https://expedia.co.uk/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "Staff was very welcoming and friendly! They provided great tips on restaurants and things to do in are." [](https://expedia.co.uk/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Marriott Springfield Downtown](//images.trvl-media.com/lodging/1000000/10000/6300/6279/c4768c07_y.jpg) ### Marriott Springfield Downtown 10/10 Excellent "A varied menu and very reasonable prices." 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