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Boutique hotels in Western Massachusetts

Find and book unique boutique hotels on Airbnb

Top-rated boutique hotels in Western Massachusetts

Guests agree: these boutique hotels are highly rated for location, cleanliness, and more.

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Top guest favorite
An inviting loft-style bedroom features a spacious bed flanked by two pendant lights. Cozy seating is arranged beside large windows, providing natural light. Artwork adorns the walls, and a vintage trunk serves as a unique centerpiece at the foot of the bed.
Hotel room in Kingston
4.97 out of 5 average rating, 343 reviews

The Loft at the Historic Benjamin Ten Broeck House

We welcome you to step back in time and enjoy a restful weekend of rural leisure in the welcoming Hudson Valley countryside. The LOFT is a large comfortable very private room with en suite and private entry. The house has been welcoming guest since 1751, and we are happy to share that history of hospitality with you. Our location is right at the cross roads of the Mid Hudson Valley, it literally takes only minutes to drive to; Rhinebeck, the Kingston waterfront or Kingston Stockade District, and 15 minutes to Woodstock or Bard College. Additionally there is another beautifully appointed room available on property for people or families traveling together who need two rooms. Although we are considered a B&B, don't expect breakfast. What you will find in your room - is a bowl of seasonal fruit and some local baked goods along side a Keurig coffeemaker and a compact refrigerator stocked with half and half and yogurt to start your morning off with. Garden space and terrace. We try and stay out of our guests way, often even arranging to leave a key out. We want our guest to be able to arrive whenever they want, with no pressure or time schedule to keep. That being said we are always just a call away and can provide expert advice on what to see, where to be seen, and great places to dine. There is no shortage of things to do in the area, so it is helpful to have a savvy local host help winnow out the options, don't be afraid to ask! The Benjamin Ten Broeck House is located on Flatbush Road, just north of Kingston. With easy access to Rhinebeck and Kingston, the house is also close to Saugerties and Woodstock. Amtrak and Uber now available! 10 minutes from Rhinecliff train station. Exceptional clean, well fitted out with comfortable furniture, British country life motifs abound, quality linens, and perfect privacy abounds. Loose yourself in time, in a space designed for easy comfort and relaxation!

Guest favorite
A well-appointed bedroom features a spacious bed adorned with white linens and decorative pillows. A cozy chair sits in the corner, complemented by a television mounted on the wall. Natural light filters through the windows, highlighting the subtle gray walls and wooden flooring.
Hotel room in Hudson
4.96 out of 5 average rating, 135 reviews

Nest Hudson Boutique Hotel - Suite One

Stay in a beautiful, modern and stylish private suite at Nest Hudson, a newly renovated boutique situated in a charming 100-year-old home. Lounge in the chic rooms featuring hardwood floors and bold blues before heading out the comfortable shared backyard, rocking chair front porch or enjoy a complimentary coffee/tea and relax on the back deck. There are 5 private, well-appointed suites available ideally located in the heart of town. All rooms are beautifully designed and very comfortable with a ensuite private bathroom. The house itself is 100 years old and fully renovated while maintaining local charm and style. Guests have access to the front porch back porch and the common/shared kitchen located towards the back of the house where coffee and snacks are available 24/7. We have put much thought into all the details to make your stay comfortable and special. Guests have access to their own private room & bath. Public spaces include a front porch, back porch and backyard area. We live nearby and may be available as needed. We also have a cleaning team who services guest bedrooms each day. The hotel is located in the center of town making heading out for delicious dining and fun shopping easy and convenient. Take in the local culture on the main street and go for a scenic hike in the beautiful parks nearby. Ideally located in town so you can walk to everything. Street parking available. Please be sure to read parking signs.

Guest favorite
The exterior of a three-story resort building is shown, featuring a light-colored facade and multiple balconies. A tranquil pond reflects the structure, surrounded by well-maintained grass and scattered rocks. Lush greenery is visible in the background, enhancing the peaceful setting.
Hotel room in Lee
4.91 out of 5 average rating, 35 reviews

Cozy 2-bedroom apartment with WiFi, fitness room

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE(WAIVED).  **Additional charge 

Guest favorite
A cozy room features a full size bed with organic linens and two bedside tables, each with a lamp. A compact kitchenette is present, equipped with a microwave, coffeemaker, and mini fridge. Hardwood floors add warmth to the inviting space.
Hotel room in Keene
4.91 out of 5 average rating, 104 reviews

Historic Burrell House Inn, Keene NH, "Birch Room"

The Burrell House Inn has been lovingly restored, combining historic charm with the modern amenities. We're an easy walk to downtown Keene, the heart of the Monadnock region. There are indoor and outdoor common areas for all guests to enjoy. The charming Birch Room offers a full size bed with organic linens, temp control, premium cable, wi-fi, private parking, and a private full bath. Fresh cotton towels, soaps, and shampoos are provided. There is a counter, mini fridge, micro, and coffeemaker.

Guest favorite
An outdoor area is illuminated by string lights, creating a warm ambiance. Several wooden Adirondack chairs are arranged around a central fire pit. The grassy space is bordered by a low building, featuring large windows and a welcoming exterior.
Hotel room in Copake
4.92 out of 5 average rating, 120 reviews

King Room - Boutique Berkshires Lodge in Copake NY

Situated in the foothills of the Berkshires in beautiful Columbia County NY, the Alander is a newly renovated boutique lodge perfectly located for everything this vibrant area offers. Countless activities such as hiking, biking, skiing and shopping await, including nearby Copake Lake for water activities. With the Berkshires and the Hudson Valley both at your doorstep, there is so much to explore and experience. The owners are knowledgeable and passionate about the area and love to share tips!

Superhost
The spacious sleeping area is highlighted by a king bed with a rustic wooden headboard. A bench is positioned at the foot of the bed, and warm light is provided by a nearby lamp. Natural light illuminates the room, which features wooden flooring and a large area rug.
Hotel room in Dover
5 out of 5 average rating, 10 reviews

Luxury King Suite w/balcony in Historic Inn, rm 1

Deluxe King Suite with balcony and living room inside of our newly renovated historic Inn. King bed and a queen pullout sofa. This unit has 1 full bath with double sinks and 1 half bath. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. The expansive balcony has a bistro set for enjoying a coffee or happy hour. This unit also has a mini fridge and Keurig coffee maker. We provide K-cups, tea, sugars and various snacks.  Inn room 1 is not pet friendly.

Superhost
A spacious room features two queen beds, each dressed with white linens and gold accents. Colorful artwork adorns the green walls, complemented by bedside lamps. A cozy armchair is placed near the window, allowing for natural light to enter the room.
Hotel room in Bennington
5 out of 5 average rating, 14 reviews

Harwood Hill Motel - Deluxe Two Queens

Set into the hillside surrounded by an apple orchard on one side and mountains on the other, The Harwood Hill offers respite in the Southern Vermont countryside within a 10-minute drive to Bennington's restaurants, galleries, and museums. Our rooms are modern and fully renovated, with local art inside and out. Relax around the corner on our great lawn, with a hammock, picnic tables, fire ring, and a splendid view of Mount Anthony. On weekends, we provide complimentary continental breakfast.

Superhost
An outdoor patio area is covered with a wooden pergola, featuring seating arrangements with comfortable chairs and small tables. Potted plants add greenery, while a staircase leads to additional accommodations. Umbrellas provide shade, enhancing the inviting atmosphere for guests.
Hotel room in Saugerties
4.89 out of 5 average rating, 66 reviews

Village Inn - Tribeca suite - Saugerties NY

The Village Inn is the ideal hotel alternative. We offer well appointed private suites with a bit of luxury. Both of our accommodations include Cable TV, WiFi, and A/C. The Tribeca suite is a luxurious loft space with original post & beam construction. It features a queen bed, kitchenette, breakfast bar with exposed brick detail, Mudroom, living area with a twin pullout and a private custom tiled bathroom. Private parking lot to accommodate our guests, and all rooms have private entrances.

Superhost
A well-lit room features two spacious queen beds with natural wood headboards, complemented by crisp white linens. A small dining table with black chairs is positioned beside the window, which is framed by light grey curtains. A wall-mounted television is also visible.
Hotel room in Great Barrington
4.86 out of 5 average rating, 7 reviews

Prime Berkshires Studio|WiFi|Sleeps 4|Pet-friendly

Perfect for a family or friend getaway with or without your dog. Featuring two luxury pillow-top queen beds, premium linens, dining table for work or eating, a sparkling clean bathroom with shower and separate sink/vanity area, Roku TV, and individually controlled AC and heat. With full access to East Rock Inn's outdoor dining tables and Adirondack chairs for lounging or enjoying your morning coffee, and our lobby lounge. A $40/day pet fee applies, capped at $160 for stays of 5+ days.

Superhost
A resort-style building with three levels is surrounded by lush greenery and a tranquil pond. The reflection of the structure can be seen in the water, with rocks lining the edge and a wooden walkway visible in the background.
Hotel room in Lee

Cozy 2-bedroom apartment, WiFi in fabulous Lee

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf  • Accommodate up to 6 people  • One guest in the party, must be at least 21 y/o or older.    * U$10 PER NIGHT OF RESORT FEE.  **Additional charge 

Guest favorite
A king-sized bed is framed by a decorative canopy and adorned with vibrant orange and blue bedding. Two nightstands with lamps are positioned on either side. Natural light enters through a window, complementing the pale blue walls and a nearby armchair.
Hotel room in Rhinebeck
4.85 out of 5 average rating, 72 reviews

The Gables of Rhinebeck Inn: Blue Ridge Suite

Welcome to The Gables of Rhinebeck, a 4-suite Inn located 1 block from main street. This historic Inn is a fifteen-gable 1860 Gothic Revival Victorian in the heart of Rhinebeck Village. Guests have full access to our half-acre fenced-in yard with perennial and ornamental gardens, + plenty of indoor space. This room, "Blue Ridge" is a 1 BR King Suite About Your Suite: -King Bed on the 1st floor -Full standing shower and jacuzzi tub https://www.TheGablesRhinebeck.com/

Guest favorite
A spacious queen room is furnished with a comfortable bed, accented by a colorful area rug. A window offers natural light, and a sitting area features a modern chair and side table. A small desk is positioned near the room's entrance.
Hotel room in Hudson
4.91 out of 5 average rating, 65 reviews

The Howard Hotel Hudson - Room 301

The Howard Hotel - RM: 301 – Queen room, windowed sitting area, windowed marble & tiled bath. The Howard Hotel is the most recent addition to the CaMea groups’ boutique properties. Located in the heart of Hudson in the burgeoning BeLo 3rd historic district on Hudson’s famed Warren Street. After an extensive renovation and restoration this historic property has transformed into a modern elegant seven room & suites boutique hotel.

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