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

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Check availability on Lee Romantic Hotels

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep

Our top choices for Lee romantic hotels

Terrace/patio
Property grounds
Exterior
Coffee/tea maker, fridge, microwave, oven

1. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
United States
Adam J
AED 551
AED 845 total
includes taxes & fees
31 Aug - 1 Sep
Berkshire Village Carriage House - Super Private!!
Indoor pool
Interior
Interior
Exterior

2. Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Hancock
United States
John F.
AED 417
AED 904 total
includes taxes & fees
24 Aug - 25 Aug
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Beach
Coffee/tea maker, fridge, microwave, oven
2 bedrooms, desk, WiFi, bed sheets
Exterior

3. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
United States
Christine P.
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Dining
Interior
Outdoor dining
Coffee/tea maker, fridge, microwave, oven

4. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Jennifer O.
AED 841
AED 1,781 total
includes taxes & fees
9 Sep - 10 Sep
A roomy remodeled retreat close to MassMoCA
View all properties

Top Lee Hotel Reviews

Chambery Inn

Chambery Inn

10/10 Excellent
"Very clean room, easily accessible site, very close to Tanglewood (my reason for being in the area) and walking distance to coffee shop, restaurants, library and town center, it seemed. Staff were very helpful and enthusiastic. It was less than a 24 hour stay, but great sleep & shower. Although, I didn't add the breakfast, it looked fabulous."
Cheryl 1-night trip
Posted 2 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 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.

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