Hotels in Stockbridge

Hotel room in Great Barrington

A well-appointed room is presented with two spacious beds, complemented by premium linens. A round dining table with chairs is positioned near a window, allowing natural light to fill the space. A wall-mounted TV is visible, enhancing the room's functionality.

5 out of 5 average rating, 6 reviews

Prime Berkshires Gem|Sleeps 4|WiFi|Tanglewood

Perfect for a family or friend getaway, this property features two luxury pillow-top queen beds, premium linens, a dining table and chairs for work or eating, a sparkling clean bathroom with a shower and a separate sink/vanity area, Roku Smart TV, and individually controlled AC and heat. Quiet, comfy, and comes with full access to East Rock Inn's outdoor dining tables and Adirondack chairs for lounging or enjoying your morning coffee while listening to birdsong. Only 1 mile to Ski Butternut.

4.94 out of 5 average rating, 88 reviews

A brightly painted room features a spacious queen bed adorned with a colorful patterned throw. Wooden flooring complements a decorative rug. Natural light enters through nearby windows, and a ceiling fan enhances air circulation. A small bedside lamp and framed artwork add character to the space.

Hotel room in Rhinebeck

The Gables of Rhinebeck Inn, Sugarloaf Suite

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. "Sugarloaf" is a 1BR Suite at The Gables of Rhinebeck. About Your Room: -Queen Bed, Cable TV, Full Bath on the 2nd floor with claw foot tub. AC'd in the summer https://www.TheGablesRhinebeck.com/

5 out of 5 average rating, 8 reviews

A spacious living area features modern furniture, including a gray sofa, white chairs, and a round coffee table. Natural light filters through large windows, highlighting colorful artwork on the walls. A dark archway leads to a cozy nook with additional seating for relaxation.

Hotel room in Adams

The Trail in Adams - Entire Inn (9 guest rooms)

Welcome to "The Trail in Adams" - Berkshires’ Art Hotel on the Ashuwillticook Rail Trail in Adams. "The Trail in Adams" is a 9-room boutique inn located in the heart of Adams. Nestled among world-renowned arts institutions, our artist-decorated boutique inn offers an intimate lodging experience that connects the art, culture, and nature of the Berkshires. Each guest room has its own ensuite bathroom and electronic door lock. Find out more about us on social media @theTrailinAdams

A well-lit room features a spacious bed with crisp white linens, complemented by a patterned bedspread. Framed artwork adorns the red walls, while a desk with a chair and a television are positioned opposite the bed. A microwave and mini-fridge are visible in the corner.

4.63 out of 5 average rating, 16 reviews

Central Albany Hotel w/Breakfast Next to Downtown

Welcome to your cozy Albany retreat! Enjoy a comfortable stay in this well-appointed space, perfect for travelers looking for convenience and relaxation. Your booking includes free parking and a complimentary breakfast to start your day right. Located near shops, restaurants, and downtown Albany, this home offers easy access to local attractions. Whether you’re here for business or leisure, you’ll love the comfort and convenience of this stay. Book now for a relaxing experience!

Hotel room in New Ashford

A spacious bedroom showcases a comfortable king-sized bed with a plush green headboard. A round marble table and two chairs offer a cozy dining area. Large glass doors provide natural light and access to an outdoor patio, with decorative plants adding a touch of greenery.

Springs Motel Honeymoon Suite

Experience retro charm and modern comfort in our Honeymoon Suite at The Springs Motel. This beautifully designed suite features a spacious king bedroom, a cozy living area with a pull-out couch, and a dining space, all adorned with unique vintage decor. Enjoy the convenience of two full retro-tiled bathrooms, a private patio, and access to our seasonal front lawn lounge. You’ll love the stylish decor of this charming place to stay.

Hotel room in Stockbridge

4.8 out of 5 average rating, 5 reviews

New England Landmark + 4 Dining Spots Onsite. Pool

Step into a living legend at The Red Lion Inn—welcoming travelers since 1773. In the heart of walkable Stockbridge, you're just 2 miles from the Norman Rockwell Museum, minutes to local shops, and surrounded by art, live music, and unforgettable food. Sip tea on the iconic front porch, dip into the year-round heated pool, catch a speakeasy show downstairs, or bike through town. It's all here—classic New England with a twist.

A warm sitting area features a wooden fireplace with a glowing fire. Two blue armchairs are positioned beside a round coffee table, while a potted green plant adds a touch of nature. Large windows with blue drapes allow natural light to fill the space.

Hotel room in Hudson

5 out of 5 average rating, 3 reviews

Hudson Whaler Hotel - Queen Deluxe 103

Beautifully designed with a queen bed, desk, modern bathroom with a multi-spray spa shower and bathtub. All of our suites have an electric fireplace, Smart TV, Cable, Complimentary WiFi, Refrigerator, Keurig Coffeemaker, In-room Safe, Heat/AC and an Iron/board. Enjoy Soap/Shampoo/Conditioner, Lux Bedding, Towels, En-suite Bathrooms, firm euro-pillow top mattress, and in-room amenities for purchase.

5 out of 5 average rating, 3 reviews

A mid-century building features a wooden balcony overlooking a vibrant green lawn. Surrounding colorful foliage, including tall evergreens and rich red bushes, adds to the landscape's beauty under a clear blue sky. Natural stone accents provide a rustic touch to the exterior.

Hotel room in Red Hook

The Reclaimed Motel, Hudson Valley - Three Farmers

Moving the past forward The Reclaimed Motel was built in 1960, and we wanted to respect its mid-century bones while making thoughtful modern upgrades. And the list of upgrades was long! From a new roof, to all new plumbing and electric, we've kept the integrity of this Red Hook landmark while investing in meaningful improvements to make this motel appealing and memorable for the modern traveler.

A spacious bed with a light duvet is framed by a modern four-poster design. Nearby, a stylish bedside table holds a lamp, and a private bathroom is visible in the background, featuring dark cabinetry and a marble countertop.

4.67 out of 5 average rating, 3 reviews

Hudson 4 at The Argus Hotel

Hudson 4 is a first floor queen room with private bathroom. Each room is equipped with a SmartTV and Apple TV as well as a desk. This room is pet friendly. Complimentary Services: Continental Breakfast Onsite Parking Electric Parking Wi-Fi & Apple TV Keyless Entry Ensuite Guest Rooms Paid Services: Cocktails Meeting Space Rentals Pets (If applicable) Early Checkin (1PM) Late Checkout (12PM)

A studio suite features a spacious king bed dressed in crisp white linens. An orange curtain adds a pop of color, while a functional work desk and ergonomic chair are positioned nearby. A cozy seating area is visible, enhancing the room's comfortable layout.

4.83 out of 5 average rating, 6 reviews

Unwind in Style and Comfort! Pool, Free Breakfast!

With a prime location near the airport, our hotel allows for seamless travel and easy access to all that Albany has to offer. Explore nearby attractions such as the Watervliet Shaker National Historic Site and Pruyn House, immersing yourself in the rich local history. For those seeking outdoor activities, Westland Hills Park and Clifton Park Ice Arena are just a short distance away.

A soft, white robe is displayed on a wooden hanger against a dark wall. A small emblem is positioned on the robe's front. A door with a window and a minimalist handle is visible in the background.

Hotel room in Hillsdale

5 out of 5 average rating, 3 reviews

Little Cat Lodge -King room

Merging the rustic charm of an alpine lodge with the magic of mid-century Berkshires, our 400 sq. ft. King rooms are lined in mushroom wood, outfitted with a custom twin daybed, and accented by original artwork. Built in storage and a private terrace or patio ensure you can make the most of your mountain stay. Mini fridge and Keurig included!

5 out of 5 average rating, 7 reviews

The exterior of a multi-story resort building is featured, with a combination of stone and siding. Balconies with sliding glass doors are visible, as well as well-maintained landscaping that includes small evergreen trees. The mountains rise majestically in the background.

Hotel room in Hancock

Wyndham Bentley Brook 2 BR

Ski-In/Ski-Out Plus Year-Round Mountainside Fun. The Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts.

Popular amenities for Stockbridge hotels

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly hotels

4.86 out of 5 average rating, 36 reviews

A cozy seating area features a round table accompanied by two stools. A leather chair is positioned nearby, complemented by a small plant. Framed art hangs on the wall, and large plants add greenery, enhancing the intimate atmosphere of the room.

Hotel room in Catskill

Updated motel room near Hunter skiing + Catskill

A bright guest room features a double bed with a patterned blanket. Natural light enters through a window, accompanied by a view of the surroundings. A large cityscape photograph decorates the wall, and two bedside lamps are positioned beside the bed.

4.62 out of 5 average rating, 55 reviews

1 Double Bed, Non Smoking Room

The room features two spacious beds with patterned bedspreads, positioned opposite a large wall mural depicting a Saratoga festival. A bedside table sits between them, while a desk is located in the corner, providing a functional workspace.

4.6 out of 5 average rating, 5 reviews

2 beds w/Microwav-Fridge-No-Smoking for Long stay

4.78 out of 5 average rating, 23 reviews

A cozy sitting area features a dark blue accent wall and a plush sofa with checkered pillows. A coffee table is positioned on a plaid rug, accompanied by an open book. A large potted plant adds a natural touch, complemented by warm lighting from a pendant lamp.

Hotel room in Catskill

Modern hotel room by Kaaterskill Falls + skiing

4.85 out of 5 average rating, 20 reviews

A cozy kitchenette and dining space feature a wooden table paired with two chairs, positioned beside a leather armchair. Bright light filters through a large window, accentuating the warm tones of the cabinetry and the colorful area rug on the floor.

Hotel room in Catskill

Cozy chic hotel room near Catskils ski areas

The exterior of the Microtel Inn by Wyndham is depicted, showcasing a two-story building with light-colored siding. A welcoming entrance is highlighted by a central portico. Lush green shrubs are arranged along the front, with clear blue skies above and a flagpole displaying the American flag.

4.51 out of 5 average rating, 100 reviews

1 Queen Bed with Microwave & Fridge

A well-lit hotel room features two beds with patterned bedding. A large window allows natural light to fill the space, while a desk and chair are positioned nearby. Air conditioning is provided through a wall unit, and artwork adorns the walls.

4.63 out of 5 average rating, 24 reviews

Non Smoking Economical - 2 Double beds

A spacious sleeping area is presented with a queen bed layered in crisp white linens. Two bedside lamps on black nightstands complement light-colored walls and large windows allowing natural light to fill the space. A wooden dresser is partially visible in the background.

Hotel room in Kingston

Prime Location! Near Kingston Point Beach

Hotels with a pool

An indoor swimming pool is shown, featuring clear blue water and a smooth tiled border. Brightly colored lounge chairs in orange and green are arranged around the pool, complemented by large windows that allow natural light to fill the space.

3 Pet-Friendly Units! Pool, Free Breakfast!

Hotel room in Lee

Peaceful Berkshires Escape – 2BR Resort Condo

Hotel room in Lee

Bright 2BR Condo – Perfect for Family or Friends

A bright and modern studio suite is depicted, featuring a fully equipped kitchen with contemporary cabinetry and essential appliances, including a microwave and refrigerator. A dining table is positioned nearby, accompanied by ergonomic seating. A large television is mounted on a wooden media console, enhancing the functional living space.

Hotel room in Stockbridge

Cityscape Charm: FREE Parking and Breakfast!

Stockbridge Views | Dining. Pool + Full Kitchen

Two double beds are arranged symmetrically against a wooden accent wall. Each bed is dressed in a yellow checkered coverlet and accompanied by a small nightstand featuring a simple lamp. A modest flower arrangement adds a touch of color to the room.

Hotel room in Hillsdale

4.67 out of 5 average rating, 3 reviews

Little Cat Lodge - Double Double

A well-appointed bedroom features a spacious bed with layered bedding, flanked by windowed walls allowing natural light. A wooden dresser and a seating area with a coffee maker provide convenient amenities. The adjoining bathroom is visible through a doorway, enhancing overall functionality.

Hotel room in Hillsdale

Little Cat Lodge - 2 Bed 2 bath Suite - East Suite

Hotel room in Stockbridge

Walkable Stockbridge + Headed Pool & Bike Rentals

Hotels with a patio

A bright room features a four-poster bed with crisp white linens. A desk and chair are positioned nearby, illuminated by a bedside lamp. Large windows allow natural light to fill the space, while soft carpet adds comfort to the room.

4.33 out of 5 average rating, 6 reviews

Hudson 5 at The Argus Hotel

A multi-story building is showcased with a light exterior and decorative window features. Green landscaping surrounds the entrance, which is framed by symmetrical shrubs and planters. A spacious outdoor deck is visible on the rooftop, enhancing the building's overall aesthetic.

Hotel room in Pittsfield

The Central Downtown Inn&Suites

A light-filled suite showcases a spacious bed adorned with a blue throw blanket. Wooden furnishings, including a dresser and a small desk, complement the room. Large windows, framed with blue shades, provide views of the surrounding area, while light wood paneling adds warmth.

Hotel room in Hudson

Hudson Whaler Hotel - King Deluxe Suite 202

The exterior of a well-maintained two-story building is featured, showcasing a light-colored facade with decorative window features. The entrance is approached by a wide pathway, bordered by neatly trimmed shrubs and flower beds. A balcony area is visible on the rooftop, surrounded by trees.

Hotel room in Pittsfield

Home a while

A spacious room features a four-poster bed with crisp white linens. Natural light filters in through two large windows, complemented by sheer white curtains. Nightstands with lamps are positioned on either side of the bed, creating a balanced and inviting atmosphere.

Hudson 2 at The Argus Hotel

A king bed is dressed in crisp white linens and layered with a blue throw blanket. Two bright sconces are mounted above the bed, and a framed nautical artwork hangs on the wall, adding a touch of color and character to the room.

Hotel room in Hudson

Hudson Whaler Hotel - King Deluxe Suite 302

Hotel room in Norfolk

La Chambre Room at the Manor House Inn

A spacious room features a four-poster bed with fresh linens. Two brown leather armchairs provide seating, positioned near mirrored accent tables. Large windows allow natural light to fill the space, while soft curtains frame the view, enhancing the room's calm ambiance.