Find Romantic Hotels in Lanesborough, MA

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Check availability on Lanesborough Romantic Hotels

Tonight
Dec 6 - Dec 7
Tomorrow
Dec 7 - Dec 8
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Lanesborough Romantic Hotels

Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Great stay!"
United States
Ann
The price is NT$2,788
NT$3,114 total
includes taxes & fees
Dec 14 - Dec 15
The Yankee, Trademark Collection by Wyndham
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, (980)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NT$2,874
NT$3,210 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is NT$4,822
NT$6,785 total
includes taxes & fees
Jan 5 - 2026/1/6
The Red Lion Inn
Front of property
UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center

2.0 star property
Rowe
The price is NT$4,655
NT$4,920 total
includes taxes & fees
Dec 9 - Dec 10
UU Rowe Camp and Conference Center
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is NT$3,425
NT$3,826 total
includes taxes & fees
Dec 10 - Dec 11
Berkshires Untold
Front of property - evening/night
The Williams Inn

The Williams Inn

4.0 star property
Williamstown
9.6 out of 10, Exceptional, (546)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is NT$6,157
NT$6,878 total
includes taxes & fees
Dec 21 - Dec 22
The Williams Inn
Exterior
Harbour House Inn

Harbour House Inn

3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
The price is NT$8,194
NT$8,661 total
includes taxes & fees
Dec 11 - Dec 12
Harbour House Inn
Miscellaneous
1896 House Country Inn & Motels

1896 House Country Inn & Motels

2.5 star property
Williamstown
6.6 out of 10, (448)
"The price is good. It's a classic motel from the '50's, but gets the job done."
United States
edson
1896 House Country Inn & Motels
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 Lanesborough Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"I enjoyed the holiday inn. I enjoyed the staff made me fell at home. I enjoyed the comfortable atmosphere and the room was nice and clean. I enjoyed the breakfast very much. The staff was very friendly. "
Brendan 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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Frequently asked questions

Searching for romantic hotels in Lanesborough?
Are you looking for a romantic vacation? While you're in Lanesborough, you'll find plenty to see and do. During your trip, you might consider a visit to Mount Greylock State Reservation Visitor Center or Mount Greylock State Reservation while you're exploring Lanesborough with your significant other. Whether you want to soak in a hot tub or watch the sunset from your balcony, you'll be sure to find accommodation in Lanesborough to make for the perfect couples' weekend.
When is the best time of year for a romantic getaway to Lanesborough?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Lanesborough: The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Lanesborough are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Lanesborough?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Lanesborough has to offer. You might consider a visit to Mount Greylock State Reservation Visitor Center or Mount Greylock State Reservation while you're in town.
What's the best way to get to Lanesborough and around town during my romantic getaway?
These transportation options in Lanesborough might help your romantic getaway go off without a hitch: Make your way to Lanesborough with a flight to Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport located 7.1 mi (11.5 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.