Hotels in Lenox

4.96 out of 5 average rating, 115 reviews

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

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.

4.91 out of 5 average rating, 114 reviews

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

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!

A cozy room features a spacious bed with pillows and a colorful throw. Two lamps provide warm lighting on either side. A coffee table holds decorative items, surrounded by a plush couch and area rug, enhancing the aesthetic with wall-mounted shelves displaying art.

Hotel room in Arbor Hill

4.73 out of 5 average rating, 275 reviews

Chic-romantic, center-city, hotel-style apartment.

Nestled in the heart of the city, our Airbnb exudes an enchanting charm with its stylish and romantic decor. Positioned on a vibrant city street, immerse yourself in the lively urban atmosphere. This energetic environment will carry some background noise. We prioritize your comfort and recommend bringing earplugs for light sleepers to ensure a restful stay. Corner store -1 min Airport, bus & train station -15 min. Outdoor cameras $250 indoor smoking violation fee $250 pet cleaning fee, no pets

Private room in Sheffield

The rustic timber structure is surrounded by a vibrant forest, showcasing autumn foliage in shades of gold and red. Large, multi-pane windows provide a view of the inviting interior, while a welcoming porch extends from the front entrance.

4.98 out of 5 average rating, 56 reviews

Sheffield Lodge - Ramblewood Master

The Sheffield Lodge is a warm and inviting rustic Bed and Breakfast secluded from city life nestled in a pine forest. Enjoy your home-away-from-home where there is always friendly service, delicious breakfasts, afternoon treats. The lodge features an inviting fireplace, large screen TV, game table for board games or cards and a quiet reading/living room, and ample parking. Outdoor recreation is within minutes in every direction. There are museums, shops and many great restaurants nearby.

Hotel room in Spencertown

The exterior of the Spencertown Inn is showcased across a serene pond, reflecting the building's modern architecture. Lush green grass surrounds the property, while trees and ornamental plants line the landscape, contributing to a tranquil setting.

4.67 out of 5 average rating, 3 reviews

Spencertown Inn Suite 5

The Spencertown Inn is Columbia County’s newest all-suite luxury Inn. With just 5 suites in total, the Inn offers quiet and private accommodations in a country setting, yet is just minutes away from local restaurants and attractions. The Spencertown Inn is located in the historic town of Spencertown, New York, just minutes from Chatham, New York’s charming downtown Main Street and a short drive to the Cultural Berkshires of Massachusetts. (Room furniture and décor may differ from photos.)

A resort-style building features three levels with balconies, framed by lush green grass and a serene pond reflecting the structure. The surrounding area is dotted with a few rocks and landscaping, creating a peaceful outdoor environment.

4.85 out of 5 average rating, 13 reviews

Great place for family |2 BD|Kitchen| Pool

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 

A three-story building is set amidst a grassy area with scattered rocks. A small pond reflects the clear sky and nearby greenery, enhancing the serene landscape that surrounds the resort.

5 out of 5 average rating, 9 reviews

Beautiful place|2 BD|Kitchen| Pool

The resort area showcases a multi-story building, surrounded by green grass and landscaping. A small pond reflects the structure, while rocks line the water's edge. Trees provide additional greenery, creating a serene outdoor setting.

4.92 out of 5 average rating, 38 reviews

Great Place |2 BD|Kitchen| Pool 

A spacious resort building is set against a clear blue sky, surrounded by lush green grass and strategically placed boulders. A small pond reflects the structure and the nearby trees, offering a serene outdoor atmosphere.

Great place|2 BD|Kitchen| Pool 

4.82 out of 5 average rating, 99 reviews

A cozy sleeping area features a spacious bed with a floral-patterned coverlet. There are two bedside tables, each topped with lamps. The room is flanked by windows dressed with plaid curtains, while framed artwork adorns the walls, adding a welcoming touch.

Hotel room in Cummington

Singing Bridge Harmony Room

Great views of the Berkshire hilly forests, and hiking trails along a scenic river. Couples, families, and pets feel right at home in our recently renovated kitchen and warm, and friendly lodge with four bedrooms, electric baseboard heat and queen-sized beds. The sunny loft has a comfy queen. Gas heat. Call an hour before arrival if you don't have AT&T or Verizon cell service- other carriers may be inconsistent in the area. Wifi enabled. Pets are welcome for a $25 fee.

Hotel room in Pittsfield

4 out of 5 average rating, 4 reviews

1 BD • Berkshires Apartment • Full Kitchen/Pool

Discover a perfect retreat in the heart of the Berkshires. Berkshires Mountain Lodge is moments away from the charming town of Lenox. Our retreat is an ideal base for exploring this cultural arts haven year-round. Area Attractions : • Bousquet Ski Area • Hancock Shaker Village • Tanglewood Music Center • The Mount • Jiminy Peak Mountain Resort • Norman Rockwell Museum • Mount Greylock State Reservation • Naumkeag Museum

Hotel room in Great Barrington

A spacious king bed is prominently featured, adorned with a colorful decorative pillow. A wall-mounted Roku TV is visible, along with a small kitchenette featuring a mini-fridge and coffee supplies. Light filters through the window, while gray curtains frame the room.

4.75 out of 5 average rating, 4 reviews

Studio|King Bed|Wifi|Dog-Friendly|Prime Berkshires

Designed for a long weekend or intimate stay, with or without your furry family member. This is East Rock Inn's brand new King Studio, featuring a king bed, bathroom with a walk-in shower and Roku TV. Quiet and comfortable. Our central location one mile from downtown Great Barrington means you're close to all the shops, restaurants and outdoor activities the Berkshires has to offer.

Popular amenities for Lenox hotels

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly hotels

A well-appointed bathroom features a stylish sink with black fixtures on a metal stand. Natural light comes through a square window next to the shower area, which is enclosed by glass. The walls are painted in a soothing green, complemented by dark wood accents.

Hotel room in Lenox

4.8 out of 5 average rating, 44 reviews

Constance Standard Queen

The exterior of Gardner Farm Inn is shown, featuring a classic Federal style architecture. A welcoming sign stands at the entrance, with the number 59 visible. The well-maintained green lawn and surrounding trees contribute to the serene environment.

Hotel room in Troy

4.96 out of 5 average rating, 68 reviews

Gardner Farm Inn - John Waters suite

The exterior of the Catskill Motor Court is displayed, featuring a prominent sign indicating 'Vacancy.' The grassy area in front is maintained, with tall trees providing shade in the background. The layout includes a nearby one-story building with a simple design.

Private room in Catskill

Catskill Motor Court - Room 5

Top guest favourite

A cozy suite is showcased with a spacious bed featuring decorative pillows and a textured blanket. A comfortable seating area is provided with a sofa and chairs. Natural light filters through large windows, and decorative plates adorn the wall above the bed.

Hotel room in Kingston

4.98 out of 5 average rating, 96 reviews

Grace and Favor - welcoming one bedroom suite

A spacious bedroom features a large, neatly made bed with white linens and a green upholstered headboard. Two bedside lamps provide soft lighting, and a painting is placed above the headboard. Light-colored walls and a warm area rug contribute to a serene environment.

Hotel room in Athens

4.75 out of 5 average rating, 8 reviews

Stewart House - Room 6 King Suite

The exterior of the resort is showcased, featuring a combination of stone and siding. Multiple levels of balconies are visible, framed by manicured greenery and a gently sloping hillside. A flag can be seen waving at the front, with mountains rising in the background.

Hotel room in Hancock

Wyndham Bentley Brook * 1 Bedroom

Private room in Rhinebeck

The comfortable sitting area features a brown leather sofa, accentuated by soft throws, facing a modern fireplace. A large bed is positioned near the window, providing natural light, while a wall-mounted TV is located above the fireplace. A small coffee table complements the space.

Hotel room in Williamstown

The Harlow House: Chateau Suite

4.4 out of 5 average rating, 5 reviews

1 Queen BD • Kitchen • Patio •Pool

Hotels with a pool

A corner room features a Queen bed adorned with a sheer net canopy and vintage-style throw pillows. A small table with breakfast items sits beside the bed, while a cozy fireplace is visible. Leaded glass windows allow natural light to brighten the walls of patterned green.

Hotel room in Lenox

5 out of 5 average rating, 4 reviews

★ Vintage Romance with Fireplace & Spa Tub

A light-colored resort building with multiple balconies overlooks a serene pond, reflecting the structure and nearby greenery. Lush grass and scattered rocks frame the water's edge, while trees provide a natural backdrop in the distance.

Great Place |2 BD|Kitchen| Pool 

New place to stay

Bright 2BR Condo – Perfect for Family or Friends

The exterior of the resort features a three-story building with multiple balconies and a light-colored facade. A well-maintained grassy area surrounds the building, and a small pond reflects the structure while rocks are scattered along the water's edge.

4.75 out of 5 average rating, 4 reviews

Great Place|2 BD|Kitchen| Pool 

A large, multi-story building showcases a blend of red and white siding, topped with a distinctive clock tower. Lush greenery surrounds the property, offering a spacious driveway leading up to the entrance, with decorative lamp posts adding to the inviting exterior.

Resort in Pittsfield

Berkshire Mass. Resort, 1bdrm 8/27-9/03 $1050

A spacious room features a large bed adorned with a decorative blanket. A rustic bench is positioned at the foot of the bed. Natural light enters through a window, and a vanity area can be seen in the background, complemented by modern bathroom fixtures.

Endless Family Fun: Pools, Arcade Room & Mini Golf

The resort's exterior is showcased in a calm setting, featuring a three-story building with light-colored siding and multiple balconies. A gently sloping lawn leads to a small pond, reflecting the greenery and structures, while the surrounding area includes shrubs and scattered rocks.

Great place|2 BD|Kitchen| Pool 

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

Little Cat Lodge -King room

Hotels with a patio

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

A three-story building features balconies overlooking a serene pond. The surrounding green lawn is accented by scattered rocks, reflecting the structure and blue sky in the water. Trees provide a natural backdrop to the peaceful setting.

Great place|2 BD|Kitchen| Pool 

A spacious resort building is set against a clear blue sky, with soft morning light illuminating its exterior. A serene pond reflects the structure, surrounded by green grass and scattered rocks. Lush trees provide a natural backdrop for this tranquil environment.

Great place|2 BD|Kitchen| Pool 

A multi-story resort building is framed by well-maintained lawns and trees. The structure features a light exterior with balconies, reflecting a classic New England style. A peaceful pond with gentle ripples adds to the serene atmosphere, surrounded by rock landscaping.

Great Place|2 BD|Kitchen| Pool 

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

Hotel room in Norfolk

La Chambre Room at the Manor House Inn

A white dog stands in an expansive green lawn, holding a pink toy. The background features a grand brick building with large windows and a terrace, where guests are gathered, enjoying the outdoor space.

Hotel room in Lenox

Near all lodging alternative cln

A three-story building with a light-colored exterior is surrounded by a grassy area and trees. A small pond reflects the structure, with rocks lining the water's edge. Four gabled roof structures are seen in the background under a clear blue sky.