A street lined with historic buildings, including a Morgan House restaurant.

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Check availability on Lee Romantic Hotels

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

Our top choices for Lee romantic hotels

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

1. 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, (1,003 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$3,568
NT$3,986 total
includes taxes & fees
Nov 22 - Nov 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A two-story building with a sign reading "Chambéry Inn".

2. 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$6,853
NT$7,655 total
includes taxes & fees
Nov 1 - Nov 2
Chambery Inn
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

3. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for a travel stop-over."
United States
James
The price is NT$2,685
NT$2,999 total
includes taxes & fees
Dec 1 - Dec 2
Quality Inn Lee - Lenox South
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

4. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is NT$2,636
NT$2,944 total
includes taxes & fees
Nov 10 - Nov 11
Sunset Inn
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

5. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (710 reviews)
"It was super clean and safe"
United States
Fernando
The price is NT$1,829
NT$2,043 total
includes taxes & fees
Nov 22 - Nov 23
Econo Lodge Lee - Great Barrington
A hotel room with two beds, a nightstand, a lamp, and a patterned floor.

6. Pilgrim Inn

Pilgrim Inn
2.5 star property
Lee
5.8 out of 10, (336 reviews)
"can’t get in touch with the front desk after six. If you don’t check in at 6 go find an other place to stay"
United States
james
The price is NT$2,607
NT$2,912 total
includes taxes & fees
Nov 10 - Nov 11
Pilgrim Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.

7. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
The price is NT$3,515
NT$3,926 total
includes taxes & fees
Nov 10 - Nov 11
Berkshire Lake Lodge
Two Adirondack chairs facing a river with a forested hill in the background.

8. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The location was good for our trip."
United States
Basil
The price is NT$3,449
NT$3,853 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A building entrance with a large planter with purple flowers and a small tree.

9. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (971 reviews)
"Very nice hotel"
United States
Philip
The price is NT$3,778
NT$4,220 total
includes taxes & fees
Dec 1 - Dec 2
Hotel On North
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (50 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$4,393
NT$4,907 total
includes taxes & fees
Nov 11 - Nov 12
Element by Marriott Lenox Berkshires
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

11. 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$3,862
NT$4,314 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

12. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is NT$4,102
NT$4,582 total
includes taxes & fees
Dec 1 - Dec 2
East Rock Inn
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

13. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (819 reviews)
"Nice view and location for fall color."
United States
Md
The price is NT$4,683
NT$5,231 total
includes taxes & fees
Nov 5 - Nov 6
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A spacious hotel lobby with multiple seating areas, large windows, and a television.

14. 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$3,568
NT$3,986 total
includes taxes & fees
Nov 7 - Nov 8
Hampton Inn & Suites Berkshires-Lenox
An indoor swimming pool with clear water, tiled floors, and a blue wall.

15. 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, (252 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 tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

16. 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$3,596
NT$4,653 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

17. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (935 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is NT$1,951
NT$2,179 total
includes taxes & fees
Nov 1 - Nov 2
Monument Mountain Motel
A red building with a sign reading "Shaker Mill Inn."

18. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is NT$3,547
NT$3,891 total
includes taxes & fees
Nov 2 - Nov 3
Shaker Mill Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.

19. 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$5,533
NT$6,346 total
includes taxes & fees
Nov 1 - Nov 2
The Cornell Inn, Lenox & The Berkshires
Exterior

20. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,247 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is NT$2,691
NT$3,733 total
includes taxes & fees
Nov 8 - Nov 9
Berkshire Mountain Lodge
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 Lee Hotel Reviews

Chambery Inn

Chambery Inn

10/10 Excellent
"Super welcoming and charming inn."
Daniel 2-night trip
Posted 5 days ago
Chambery Inn

Frequently asked questions

Searching for romantic hotels in Lee?
Are you looking for a romantic escape? Our guests also enjoy Lee for its shopping, museums, and restaurants. You might consider checking out some of the nearby sights and attractions such as Lee Premium Outlets, Goose Pond Reservation, or Housatonic River. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Lee?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Lee: 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 Lee are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Lee?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all that Lee has to offer. Couples looking for a little of everything will enjoy Lee for its shopping, museums, and restaurants. A visit to Lee Premium Outlets, Goose Pond Reservation, or Housatonic River might be just the ticket when you're checking out the sights.
What's the best way to get to Lee and around town during my romantic getaway?
This information about transportation options in Lee might help your romantic trip get off to a smooth start: The closest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), located 8.6 mi (13.9 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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