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

Find Romantic Hotels in Lee, 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 Lee Romantic Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9
No exact matches found, but these alternatives could be just right

Recommended hotels in Lee

Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,010 reviews)
"great location very clean friendly staff"
United States
Jeanne
The price is ₩173,141
₩193,398 total
includes taxes & fees
Aug 25 - Aug 26
Quality Inn Lee - Lenox South
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, (1,028 reviews)
"First class staff and wonderful breakfast."
United States
Larry
The price is ₩252,455
₩281,992 total
includes taxes & fees
Aug 4 - Aug 5
The Yankee Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (428 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
The price is ₩149,309
₩166,778 total
includes taxes & fees
Aug 10 - Aug 11
Sunset Inn
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,033 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is ₩151,385
₩201,325 total
includes taxes & fees
Aug 30 - Aug 31
Berkshire Mountain Lodge
Exterior

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, (798 reviews)
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
United States
Lisa
The price is ₩280,802
₩313,656 total
includes taxes & fees
Aug 13 - Aug 14
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property amenity

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
3.5 star property
South Lee
9.2 out of 10, Wonderful, (946 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is ₩199,266
₩250,783 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Club Vacations Oak 'n Spruce Resort
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, (796 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is ₩196,569
₩219,578 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very Good, (339 reviews)
"Can’t beat the location. Hotel has a lot of character and great outdoor space."
United States
Marni
The price is ₩238,952
₩266,910 total
includes taxes & fees
Aug 24 - Aug 25
The Whitlock
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (383 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is ₩389,488
₩435,060 total
includes taxes & fees
Aug 30 - Aug 31
Chambery Inn
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, cribs (free), rollaway beds (surcharge), WiFi (free)

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (888 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is ₩160,345
₩179,113 total
includes taxes & fees
Aug 4 - Aug 5
Monument Mountain Motel
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

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 Berkshire Mountain Country Store, 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 Berkshire Mountain Country Store, 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.