A town hall with a central dome and columns, surrounded by trees and people.

Find Hotels with Bar in Lenox, MA from CA $162

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Check availability on Lenox Hotels with Bar

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Lenox hotels with a bar

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Robert
CA $145
CA $162 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.
A cozy library with bookshelves, a fireplace, and comfortable seating.

2. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
CA $196
CA $219 total
includes taxes & fees
Sep 28 - Sep 29
Berkshires Untold
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A covered outdoor area with stone pillars and a view of a road and green hills.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A modern restaurant with wooden flooring, bar area, and seating arrangements.

3. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
CA $204
CA $228 total
includes taxes & fees
Sep 24 - Sep 25
Courtyard by Marriott Lenox Berkshires
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.

4. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
CA $204
CA $227 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Lenox Pittsfield
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
An outdoor seating area with Adirondack chairs and a fire feature.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

5. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Kirsty
CA $236
CA $264 total
includes taxes & fees
Sep 23 - Sep 24
Element by Marriott Lenox Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.
A dining area with a glass table, red walls, and framed artwork.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

6. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Rosann
CA $283
CA $324 total
includes taxes & fees
Sep 20 - Sep 21
The Cornell Inn, Lenox & The Berkshires
A building with a porch and multiple windows, surrounded by purple flowers.
A café with a display case, a frozen food section, and a marketplace sign.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A living room with a sofa, armchair, coffee table, and a patterned rug.

7. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
CA $163
CA $209 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn Club Vacations Oak 'n Spruce Resort
A buffet area with a counter, food items, and a beverage station.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
CA $160
CA $179 total
includes taxes & fees
Oct 15 - Oct 16
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A dining room with a large table set for a meal, surrounded by ornate chairs.

9. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
CA $305
CA $340 total
includes taxes & fees
Sep 21 - Sep 22
Hampton Terrace Inn
A large, two-story building with a symmetrical facade, multiple windows, and a well-maintained lawn.
A grand piano in a living room with a sofa, a chandelier, and a fireplace.
A sign for Gateways Inn advertising mat and mimosa services, with a garden area in the background.
A two-story building with a covered entrance and a large 'G' sign.

10. Gateways Inn & Restaurant

Gateways Inn & Restaurant
Lenox
United States
Louise
CA $241
CA $281 total
includes taxes & fees
Sep 20 - Sep 21
Gateways Inn & Restaurant
View all properties

Top Lenox Hotel Reviews

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"Clean and comfy"
Ahmad 1-night trip
Posted 11 hours ago
Courtyard by Marriott Lenox Berkshires
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Spacious condo in a beautiful setting with great views, and amenities (pools, fire pits , and hot-tub). Loved it !"
Corinne 1-night trip
Posted 12 hours ago
Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
Dolores 3-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Judith 1-night trip
Posted 2 days ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Beds were comfortable but the pillows not so great but clean and quiet."
Sue 1-night trip
Posted 2 days ago
Quality Inn Great Barrington

Frequently asked questions

Searching for hotels with bars in Lenox?
If you'd like a place to stay where you can enjoy a beer after sightseeing, Lenox features 118 hotels and other lodging options, including 12 accommodations with an onsite bar. While you're here, consider a visit to Lenox Library and Shakespeare and Company.
What are the best hotels with bars in Lenox?
Here's some of the top Lenox accommodations with bars: Berkshires Untold: Lodge with restaurant. Enjoy the bar, free WiFi, and free parking. The Yankee Inn: Enjoy the bar, free breakfast, and free WiFi. The Cornell Inn, Lenox & The Berkshires: B&B with restaurant. Enjoy the bar, free breakfast, and free WiFi. Courtyard by Marriott Lenox Berkshires: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Element by Marriott Lenox Berkshires: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
How many hotels with bars on site can I expect to find in Lenox?
Expedia has 12 hotels with a bar in Lenox.
What is there to do in Lenox?
In the area, you can visit Lenox Library, Shakespeare and Company, and Tanglewood Music Center, then find a cozy spot for a nightcap. Other places to see include Wyndhurst Golf & Club and The Mount. Lenox is appreciated for its museums and live music.
When is the best time to visit Lenox?
Visiting local bars in Lenox is more fun when you know what the weather holds. These temperatures and rainfall averages can help you decide the best time for bar hopping. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Lenox are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
How can I get to Lenox and around the area?
You might want to make the most of these transportation choices in and around Lenox: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 4.7 mi (7.6 km) away from the city center. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.8 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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