Find Romantic Hotels in South Lee, MA

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Check availability on South Lee Romantic Hotels

Top South Lee Romantic Hotels

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (962)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is AED 328
AED 366 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1005)
"Great stay!"
United States
Ann
The price is AED 282
AED 315 total
includes taxes & fees
4 Dec - 5 Dec
The Yankee, Trademark Collection by Wyndham
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is AED 525
AED 751 total
includes taxes & fees
15 Dec - 16 Dec
The Red Lion Inn
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (800)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is AED 340
AED 380 total
includes taxes & fees
24 Nov - 25 Nov
Berkshires Untold
Library
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (159)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AED 592
AED 680 total
includes taxes & fees
24 Nov - 25 Nov
Blackberry River Inn
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
9.8 out of 10, Exceptional, (268)
"The cottage was amazing. Hope to be visit again and again. "
United States
Mark M.
The price is AED 496
AED 775 total
includes taxes & fees
23 Nov - 24 Nov
Berkshire Village Carriage House - Super Private!!
Front of property
Gedney Farm

Gedney Farm

3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is AED 634
AED 695 total
includes taxes & fees
23 Nov - 24 Nov
Gedney Farm
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds
Brook Farm Inn

Brook Farm Inn

3.5 star property
Lenox
9.4 out of 10, Exceptional, (162)
"Comfortable, quiet, convenient location, very friendly staff. "
United States
Susan
Brook Farm Inn
Property grounds
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 star property
Lenox
7.8 out of 10, Good, (500)
"We had the smallest room on the property.very quaint and clean. Nicest staff great place to stay."
United States
Lisa
The price is AED 524
AED 585 total
includes taxes & fees
22 Nov - 23 Nov
Whistler's Inn Bed & Breakfast
Fridge, microwave, oven, stovetop
2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

Stephentown
8.4 out of 10, Very Good, (12)
"Great location and property. thank you"
United States
Christine P.
The price is AED 444
AED 911 total
includes taxes & fees
23 Nov - 24 Nov
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
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 South Lee Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"My room was amazing nice view of the mountains the staff were very friendly they have a beautiful indoor pool amazing hot tub and cute movie theater along with a game room and other activities "
Teresa 2-night trip
Posted 4 days ago
Vacation Village in the Berkshires

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Frequently asked questions

Searching for romantic hotels in South Lee?
If you and your partner need a romantic vacation, we've got just the thing. Our guests also enjoy South Lee for its restaurants and cheese shops. If you want to see some of the sights in South Lee, you might make a stop by Housatonic River or Chesterwood. If you're interested in staying close to a certain attraction, you can sort 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 South Lee?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in South 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 South Lee are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in South Lee?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that South Lee has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy South Lee for its restaurants and cheese shops. You might consider a visit to Housatonic River or Chesterwood while you're in town.
What's the best way to get to South Lee and around town during my romantic getaway?
This information about transportation options in South Lee might help your romantic getaway go off without a hitch: The closest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), located 10.2 mi (16.4 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.