
Hotels in Stockbridge
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Top-rated hotels in Stockbridge
Guests agree: these hotels are highly rated for location, cleanliness, and more.

Prime Berkshires Gem|Sleeps 4|WiFi|Near 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.

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/

Two Double Beds w/ Micro-Fridge
We’re proud to welcome you to our smoke-free Quality Inn & Suites® Albany Airport hotel. Near Albany International Airport, our location is hard to beat. Get your money’s worth with our signature friendly service and dependable amenities. Each morning begins with a cup of coffee, so you can start your day well-fueled. Whether you’re visiting for business or pleasure, our hotel is prepared to welcome and accommodate your travel needs with the dependable service you’ve come to expect.

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.

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.

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.

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.

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)

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.

Non Smoking Economical - 2 Double beds
Take a break from the road at our Super 8 Latham/Albany Troy Area hotel. Located off I-87, four miles from Albany International Airport (ALB), and just minutes from downtown Albany, our hotel gives you easy access to New York state’s capital city. Capital Region Health Park is next to our hotel, and both GlobalFoundries and GE Knolls Atomic Research facilities are nearby.

The Berkshire Mountain Inn - Federal Room
The Federal Suite is a cozy queen room inside The Berkshire Mountain Inn, our historic 1766 inn refreshed for modern comfort. Plush bedding, blue-and-white touches, and a sunny seating nook set a relaxed mood. Enjoy a desk, streaming TV, and your own in-room fireplace for extra glow and romance—perfect for a Berkshire escape. PLEASE NOTE: NO ELEVATOR. SECOND FLOOR ROOM.

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!
Popular amenities for Stockbridge hotels
Family-friendly hotels

2 Queen Bed with Microwave & Fridge

The Six Bells Countryside Inn

2 Queen Bed with Microwave & Fridge

Room 5 - Second Floor - Twin Gables of Woodstock

Room 8 - Second Floor - Twin Gables of Woodstock

Room 3 - First Floor - Twin Gables of Woodstock

Room 4 - Second Floor - Twin Gables of Woodstock

Room 9 - Third Floor - Twin Gables of Woodstock
Hotels with a pool

Wyndham Bentley Brook 2 BR

Bright 2BR Condo – Perfect for Family or Friends

Berkshires Retreat | 1 Unit |Pool & Fitness Center

2 Family-Friendly Villas l Pool, Games & Fitness

2 Family-Friendly Villas l Pool, Games & Whirlpool

Little Cat Lodge - Double Double

Villa Retreat | Four Rooms, Sauna, Courts & BBQ

Little Cat Lodge - 2 Bed 2 bath Suite - East Suite
Hotels with a patio

Updated motel room near Hunter skiing + Catskill

The White Lily Lodge “Lily Blossom”

Hudson Whaler Hotel - King Deluxe Suite 302

La Chambre Room at the Manor House Inn

Near all lodging alternative cln

The Central Downtown Inn

Perfect room near Hunter Mountain ski area

The Dutchman Room in Catskill Hotel
Quick stats about hotels in Stockbridge

Total vacation rentals
Explore 30 vacation rentals in Stockbridge

Nightly prices starting at
Stockbridge vacation rentals start at ﺩ.ﺇ735 per night before taxes and fees

Verified guest reviews
Over 120 verified reviews to help you choose

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Stockbridge vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Stockbridge rentals

4.6 Average rating
Stockbridge stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Stockbridge's top spots, include Norman Rockwell Museum, Naumkeag, and Berkshire Botanical Garden
Destinations to explore
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- Rentals with a fireplace Stockbridge
- Rentals with pools Stockbridge
- Rentals with a patio Stockbridge
- Rentals with outdoor seating Stockbridge
- House rentals Stockbridge
- Pet-friendly rentals Stockbridge
- Rentals with lake access Stockbridge
- Rentals with a hot tub Stockbridge
- Rentals with a fire pit Stockbridge
- Rentals with a washer and dryer Stockbridge
- Rentals with beach access Stockbridge
- Rentals with breakfast Stockbridge
- Family-friendly rentals Stockbridge
- Fitness-friendly rentals Stockbridge
- Hotel rooms Berkshire County
- Hotel rooms Massachusetts
- Hotel rooms United States
- Hunter Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Windham Mountain
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Ski Sundown
- Norman Rockwell Museum
- Naumkeag
- June Farms
- Opus 40
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery
- Hancock Shaker Village
- New York State Museum




