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

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Check availability on Lee Romantic Hotels

Our top choices for Lee romantic hotels

Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
"Great place"
United States
Michelle
The price is AED 485
AED 542 total
includes taxes & fees
22 Jul - 23 Jul
Quality Inn Lee - Lenox South
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,004 reviews)
"enjoyable stay"
United States
James
The price is AED 611
AED 682 total
includes taxes & fees
23 Jul - 24 Jul
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is AED 621
AED 693 total
includes taxes & fees
21 Jul - 22 Jul
The Yankee Inn
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (939 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is AED 627
AED 773 total
includes taxes & fees
29 Jul - 30 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
United States
Antoinette G.
The price is AED 670
AED 913 total
includes taxes & fees
26 Jul - 27 Jul
The Red Lion Inn
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (791 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is AED 518
AED 578 total
includes taxes & fees
13 Aug - 14 Aug
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AED 622
AED 682 total
includes taxes & fees
22 Jul - 23 Jul
Shaker Mill Inn
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The staff were super friendly"
United States
John
The price is AED 604
AED 695 total
includes taxes & fees
22 Jul - 23 Jul
The Cornell Inn, Lenox & The Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (639 reviews)
"I usually stay here when I'm going to a concert at Tanglewood, it's comfortable, quiet, and convenient. The staff are really friendly. There's a Tesla EV charging station directly across Route 20 from the hotel."
United States
Michael
The price is AED 809
AED 903 total
includes taxes & fees
29 Jul - 30 Jul
Courtyard by Marriott Lenox Berkshires
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (381 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is AED 992
AED 1,108 total
includes taxes & fees
19 Jul - 20 Jul
Chambery Inn
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.
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Top Lee Hotel Reviews

Chambery Inn

Chambery Inn

10/10 Excellent
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
Joseph 1-night trip
Posted 11 days ago
Chambery Inn

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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 Animagic Museum of Animation, Lee Premium Outlets, or Goose Pond Reservation. 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 Animagic Museum of Animation, Lee Premium Outlets, or Goose Pond Reservation 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.