Find Romantic Hotels in Lee, MA

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Check availability on Lee Romantic Hotels

Top Lee Romantic Hotels

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (901)
"Excellent customer service and great rooms"
The price is ￥15,573
￥17,394 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1008)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
The price is ￥20,427
￥22,817 total
includes taxes & fees
Nov 2 - Nov 3
The Yankee, Trademark Collection by Wyndham
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (757)
"We had a nice room and the food was delicious. Great place to stay. "
The price is ￥13,329
￥14,889 total
includes taxes & fees
Nov 2 - Nov 3
Berkshires Untold
Front of property
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very Good, (552)
"Very quiet and comfortable "
The price is ￥14,546
￥16,248 total
includes taxes & fees
Nov 3 - Nov 4
The Constance by the Lenox Collection
Outdoor pool, sun loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1010)
"Picture perfect Inn"
The price is ￥21,108
￥30,385 total
includes taxes & fees
Nov 9 - Nov 10
The Red Lion Inn
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (261)
"We enjoyed our stay. Excellent location to explore Western Mass!"
The price is ￥22,850
￥34,883 total
includes taxes & fees
Oct 28 - Oct 29
Berkshire Village Carriage House - Super Private!!
Exterior
The Dewey
The Dewey
3.5 star property
8.8 out of 10, Excellent, (325)
"Great spot. Lots of history. "
The price is ￥30,857
￥34,467 total
includes taxes & fees
Oct 22 - Oct 23
The Dewey
Property grounds
Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (496)
"We had the smallest room on the property.very quaint and clean. Nicest staff great place to stay."
The price is ￥21,716
￥24,257 total
includes taxes & fees
Nov 3 - Nov 4
Whistler's Inn Bed & Breakfast
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds
Brook Farm Inn
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (161)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn
Business center
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (107)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
The price is ￥47,142
￥57,030 total
includes taxes & fees
Oct 27 - Oct 28
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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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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.