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

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, (1,014 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is AED 555
AED 620 total
includes taxes & fees
15 Jul - 16 Jul
The Yankee Inn
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,006 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is AED 438
AED 489 total
includes taxes & fees
14 Jul - 15 Jul
Best Western Plus Berkshire Hills Inn & Suites
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (928 reviews)
"Very nice and cute place to stay. Staff was very friendly and helpful. Room was nice and clean. Very quiet with beautiful outside property. The only problem was no coffee or breakfast until 8am."
United States
Tracy
The price is AED 324
AED 381 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Corner Motel
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.2 out of 10, Wonderful, (111 reviews)
"Wonderful stay! Our room was beautiful - clean and cozy. I had a drink at the outside bar - it was lovely. Highly recommend staying here. It’s a hidden gem."
United States
Michelle
The price is AED 413
AED 459 total
includes taxes & fees
14 Jul - 15 Jul
Gregory House Country Inn
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,019 reviews)
"Excellent staff. Clean. Beds and towels excellent."
United States
Daniel
The price is AED 434
AED 485 total
includes taxes & fees
3 Aug - 4 Aug
Quality Inn Great Barrington
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,040 reviews)
"Great location too"
United States
judith
The price is AED 491
AED 630 total
includes taxes & fees
12 Aug - 13 Aug
Berkshire Mountain Lodge
Lobby

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (882 reviews)
"Nice hotel for an overnight trip. Staff was very friendly and helpful."
United States
Brian
The price is AED 479
AED 535 total
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn Westfield
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (243 reviews)
"This is an adorable motel, renovated and a great little getaway for a weekend trip. Will definitely be back!"
United States
Tiffany
The price is AED 588
AED 658 total
includes taxes & fees
15 Jul - 16 Jul
the Alander
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,012 reviews)
"Great place"
United States
Michelle
The price is AED 485
AED 542 total
includes taxes & fees
19 Jul - 20 Jul
Quality Inn Lee - Lenox South
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (799 reviews)
"The price in this area is expensive and this motel provides a reasonable alternative!"
United States
qing
The price is AED 364
AED 406 total
includes taxes & fees
14 Jul - 15 Jul
The Villager 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.
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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 6 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 Lee Premium Outlets, Goose Pond Reservation, or Ashintully Gardens. 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 Ashintully Gardens 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.