Lanesborough Hotel Guide - Romantic Hotels in Lanesborough, Massachusetts

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Check availability on Lanesborough Romantic Hotels

Our top choices for Lanesborough romantic hotels

Terrace/patio
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (272 reviews)
"What an ideal place to make home base for an extended weekend in the Berkshires with activities. Place is a gem in the woods but accessible to everything. "
United States
liz k.
The price is €186
includes taxes & fees
27 Jan - 28 Jan
Berkshire Village Carriage House - Super Private!!
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Everything was great! "
Canada
Daphne
The price is €89
includes taxes & fees
27 Jan - 28 Jan
The Yankee, Trademark Collection by Wyndham
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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, (1,000 reviews)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is €94
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"Old time charm and hot tub under the stars"
United States
Lori
The price is €184
includes taxes & fees
21 Jan - 22 Jan
The Red Lion Inn
Lobby lounge
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (835 reviews)
"Great hospitality and beautiful design. Our family had a great time!"
United States
Alison
The price is €108
includes taxes & fees
15 Jan - 16 Jan
Berkshires Untold
Front of property – evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (561 reviews)
"Very pleasant and relaxing place to stay"
United States
steve
The price is €178
includes taxes & fees
25 Jan - 26 Jan
The Williams Inn
Exterior
UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
The price is €135
includes taxes & fees
25 Jan - 26 Jan
UU Rowe Camp and Conference Center
Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is €195
includes taxes & fees
19 Jan - 20 Jan
Harbour House Inn
Miscellaneous
1896 House Country Inn & Motels

1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (448 reviews)
"Place was convenient, cleaned and quiet a little old, but all in all a good stay"
United States
Kelley
1896 House Country Inn & Motels
Beach
2 Bed Berkshire Apt minutes to Jiminy Peak Ski

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 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is €236
includes taxes & fees
15 Jan - 16 Jan
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 Lanesborough Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Absolutely fabulous!"
Lisa 1-night trip
Posted 9 days ago
The Red Lion Inn

Frequently asked questions

Searching for romantic hotels in Lanesborough?
Are you and your partner looking for a romantic holiday? 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 lounge around in luxurious bedding or watch the sunset from your balcony, you'll be sure to find accommodation in Lanesborough to make for the perfect couples' getaway.
What's the best place to stay for a couple visiting Lanesborough?
Berkshire Village Carriage House - Super Private!! is a favourite guest house for couples, and features in-room kitchens and free WiFi.
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, take a look at these details about year-round temperatures in Lanesborough: The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Lanesborough are January, March, February and November, with each month seeing an average of 17 cm of snowfall.
What is there to do in Lanesborough?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Lanesborough. 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 centre. If you'd like to explore around the area, you may want a rental car for your journey.