Hotels in Lenox

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Top-rated hotels in Lenox

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Top guest favourite
A compact kitchen area is equipped with modern appliances, including a gas stove, microwave, and refrigerator. A small table with four black chairs is positioned near a window, allowing natural light to brighten the space. Light cabinetry contrasts with the granite countertops.
Hotel room in Woodford
5 out of 5 average rating, 15 reviews

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!

Hotel room in West Springfield
4.84 out of 5 average rating, 25 reviews

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.

Guest favourite
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.
Hotel room in Great Barrington
5 out of 5 average rating, 7 reviews

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.

Guest favourite
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
4.94 out of 5 average rating, 89 reviews

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/

Superhost
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.
Hotel room in Colonie
4.63 out of 5 average rating, 57 reviews

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.

Guest favourite
This cozy living area features a comfortable couch and a coffee table atop a soft rug. A wall-mounted 50” Roku TV is visible, alongside a kitchenette equipped with modern appliances. Green walls contribute to a soothing environment, complemented by decorative plants and wall art.
Hotel room in Wilmington
4.89 out of 5 average rating, 89 reviews

#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!

Superhost
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.
Hotel room in New Ashford

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 Windsor
4.87 out of 5 average rating, 15 reviews

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.

Superhost
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
5 out of 5 average rating, 3 reviews

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.

Hotel room in Great Barrington
5 out of 5 average rating, 3 reviews

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.

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, 4 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!

Guest favourite
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
4.86 out of 5 average rating, 37 reviews

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.

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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