
Hotels in Lenox
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Top-rated hotels in Lenox
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Welcome to Woodford Rest!
You won’t want to leave this charming, one-of-a-kind place. Our centrally located private suite is perfect for the outdoor enthusiast. Woodford Rest is located 1 mile from Prospect Mountain Ski Area, 2 miles from the Appalachian Trail/Long Trail, near snowmobile entry points, and 8 miles from Bennington. Toy hauler parking included! Enjoy an outdoor fire nestled in the national forest or relax in our cozy suite with all of our upgraded amenities. We look forward to seeing you at Woodford Rest!

King Studio w/ Kitchen + Free Breakfast & Pool
Whether you're visiting for a few nights or an extended stay, Residence Inn West Springfield is a top choice for travelers seeking spacious accommodations and thoughtful amenities. Conveniently located between I-91 and U.S. Route 5, our hotel is just minutes from Six Flags New England, the Naismith Memorial Basketball Hall of Fame, and Westover Air Force Base. Enjoy complimentary Wi-Fi, a daily hot breakfast, and the welcoming service that makes us your home away from home in Massachusetts.

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/

1 Double Bed, Non Smoking Room
Budget-friendly and clean place with a 1 Double bed for long term guests with many other room types! We are in Latham, near Albany, Troy, Schenectady, Clifton Park, Rensselaer East Greenbush area! Albany airport, -Amtrak Train Station. We are easy to access to Government offices, Medical treatment places, the major colleges in the area, as well as highway Rt 7, Rt 2, I-87, I-90, and 787. We are a short drive to CNY fertility, the Regeneron pharmaceutical Co & the Government offices.

#23 *Newly Renovated!* Two-room SUITE! Horizon Inn
This stylish suite has a living room with couch and a 50” Roku TV with kitchenette! Although no stovetop, there’s an air-fryer, toaster, crock-pot, blender and microwave! A private bedroom space is the second room with two full-size beds and a desk. There’s a queen-size murphy-bed, plus the couch! The Horizon Inn is being renovated, so the outside, is getting some final touches, and the lobby is closed. Construction will not effect your stay!

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.

Near Bradley Airport + Breakfast. Kitchen. Pool.
Stay just minutes from Hartford at Residence Inn Hartford Windsor. Perfect for business or leisure, enjoy spacious suites with full kitchens, free breakfast, and a seasonal outdoor pool. Fire up the grill, hit the 24-hour gym, or explore Windsor’s parks and trails. With pet-friendly rooms, on-site parking, and easy access to I-91 and Bradley Airport, this all-suite stay feels like home near the heart of Connecticut.

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.

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!

Modern hotel room by Kaaterskill Falls + skiing
Enjoy access to the best of the Hudson Valley and Catskills from our prime location just outside the Village of Catskill. Our hotel offers 13 stylish & sparklingly clean rooms with a contactless check-in process.
Popular amenities for Lenox hotels
Family-friendly hotels

Room 5 - Second Floor - Twin Gables of Woodstock

New, modern hotel in Enfield, CT RM1 2 Queens

Room 3 - First Floor - Twin Gables of Woodstock

Room 9 - Third Floor - Twin Gables of Woodstock

Superior Main Lodge Room

Room 6 - Second Floor - Twin Gables of Woodstock

Room 7 - Second Floor - Twin Gables of Woodstock

The Raven - Private Cabin
Hotels with a pool

Wyndham Bentley Brook 2 BR

Peaceful Berkshires Escape – 2BR Resort Condo

Suite at Hideaway Inn Mt. Snow

Crafts Inn, Hotel Suite with pool and hot tub.

Berkshires Retreat | 1 Unit |Pool & Fitness Center

Brook Bound Inn-Main Lodge-Two Bedroom Suite 102

Knotty Pine Motel - King Suite w/Kitchenette

Queen Suite w/ Kitchen + Free Breakfast & Pool
Hotels with a patio

Updated motel room near Hunter skiing + Catskill

The White Lily Lodge “Lily Blossom”

Brook Bound Inn-Main Lodge-King Room 201-2nd Floor

La Chambre Room at the Manor House Inn

Near all lodging alternative cln

Hudson Whaler Hotel - Queen Deluxe 103

Hudson 4 at The Argus Hotel

The Central Downtown Inn
Quick stats about hotels in Lenox

Total vacation rentals
Explore 30 vacation rentals in Lenox

Nightly prices starting at
Lenox vacation rentals start at $249 CAD per night before taxes and fees

Verified guest reviews
Over 200 verified reviews to help you choose

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Lenox vacation rentals include wifi access

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

4.6 Average rating
Lenox stays receive an average rating of 4.6 out of 5 from guests
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- Rentals with a fireplace Lenox
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- 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
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- 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
- Opus 40
- June Farms
- Naumkeag
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery
- Hancock Shaker Village




