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

Find Hotels with Bars in Lenox, MA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Lenox Hotels with Bars

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Our top choices for Lenox hotels with a bar

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

1. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (51 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is NT$4,401
NT$4,916 total
includes taxes & fees
Nov 8 - Nov 9
Element by Marriott Lenox Berkshires
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

2. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.6 out of 10, Exceptional, (178 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is NT$5,399
NT$6,291 total
includes taxes & fees
Dec 1 - Dec 2
Brook Farm Inn
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

3. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (683 reviews)
"Great stay!"
United States
Vandhana
The price is NT$3,708
NT$4,142 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Lenox Berkshires
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.

4. Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is NT$7,494
NT$8,371 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Terrace Inn
A large house with a covered patio area featuring outdoor seating and a fire pit.

5. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (409 reviews)
"Nice location."
United States
Beverly
The price is NT$4,205
NT$4,697 total
includes taxes & fees
Nov 2 - Nov 3
The Whitlock
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

6. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (68 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
The price is NT$3,651
NT$4,078 total
includes taxes & fees
Nov 2 - Nov 3
Hideaway Inn Lenox
Dining

7. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (1 review)
"Lovely place!"
United States
Eyee
The price is NT$4,258
NT$7,123 total
includes taxes & fees
Nov 2 - Nov 3
Garden Gables
A snow-covered outdoor area with a patio, seating, and a covered dining area.

8. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,001 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is NT$5,542
NT$6,357 total
includes taxes & fees
Nov 2 - Nov 3
The Cornell Inn, Lenox & The Berkshires
A large, two-story building with a symmetrical facade, multiple windows, and a well-maintained lawn.

9. Gateways Inn & Restaurant

Gateways Inn & Restaurant
3.0 star property
Lenox
8.4 out of 10, Very good, (205 reviews)
"What a great inn! Loved it so much! Wonderful room, wonderful staff and fantastic breakfast. Picturesque setting too! We will definitely be back! Thank you for a lovely stay!"
United States
Robin
The price is NT$8,097
NT$9,449 total
includes taxes & fees
Nov 4 - Nov 5
Gateways Inn & Restaurant
A large, two-story house with a well-maintained lawn and a fence.

10. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is NT$12,029
NT$13,436 total
includes taxes & fees
Nov 4 - Nov 5
Devonfield Inn B&B
A two-story building with a sign reading "Chambéry Inn".

11. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is NT$6,865
NT$7,668 total
includes taxes & fees
Dec 1 - Dec 2
Chambery Inn
Front of property

12. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is NT$11,891
NT$13,946 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Stockbridge
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

13. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,004 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is NT$3,574
NT$3,993 total
includes taxes & fees
Nov 22 - Nov 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

14. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Nice place to stay"
United States
Michael
The price is NT$3,814
NT$4,897 total
includes taxes & fees
Nov 5 - Nov 6
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Two Adirondack chairs facing a river with a forested hill in the background.

15. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"The location was good for our trip."
United States
Basil
The price is NT$3,749
NT$4,188 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

16. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (716 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is NT$3,869
NT$4,321 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield
An indoor swimming pool with clear water, tiled floors, and a blue wall.

17. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (253 reviews)
"This a much better Holiday Inn than the one at Saugerties that we went one day before."
United States
Yuguo
The price is NT$3,358
NT$3,750 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious hotel lobby with multiple seating areas, large windows, and a television.

18. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast was great"
United States
Thomas
The price is NT$3,574
NT$3,993 total
includes taxes & fees
Nov 7 - Nov 8
Hampton Inn & Suites Berkshires-Lenox
Exterior

19. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,252 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is NT$2,696
NT$3,740 total
includes taxes & fees
Nov 8 - Nov 9
Berkshire Mountain Lodge
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

20. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,059 reviews)
"A very good place to stay"
United States
Madhavi R
The price is NT$3,977
NT$4,442 total
includes taxes & fees
Nov 29 - Nov 30
Berkshires Untold
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Lenox Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"This motel was exactly what we were looking for during our short stay. It was clean comfortable and easy to access. The bathroom toilet flushing mechanism was a bit slow/occasionally needed two flushes. There are train tracks behind the building and there is a train that will come by at night that is relatively loud. The breakfast had warm options and was satisfactory. Limited fresh fruit options but overall met our needs. I would stay here again and maybe request the front of the building to limit train noise."
Melanie 2-night trip
Posted 2 hours 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 Ventfort Hall Mansion and Gilded Age Museum.
What are the best hotels with bars in Lenox?
Here's some of the top Lenox accommodations with bars: The Yankee Inn: Enjoy the bar, free breakfast, and free WiFi. Berkshires Untold: Lodge with restaurant. Enjoy the bar, free WiFi, and free parking. 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, Ventfort Hall Mansion and Gilded Age Museum, and Shakespeare and Company, then find a cozy spot for a nightcap. Other places to see include Tanglewood Music Center and Wyndhurst Golf & Club. 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.

Explore a world of travel with Expedia