Romantic Hotels & Resorts in Lanesborough from AU$147

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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!!
Lanesborough
9.8 out of 10, Exceptional, (272 reviews)
"It was a cute property- just what we needed. Nice location!"
United States
Linda M.
The price is AU$313
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
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"The hotel is very nice and clean. From the moment we checked in to check out, we had an amazing time. "
United States
Gina
The price is AU$154
includes taxes & fees
28 Jan - 29 Jan
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, (1,006 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is AU$163
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (840 reviews)
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is AU$147
includes taxes & fees
25 Jan - 26 Jan
Berkshires Untold
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,003 reviews)
"All was great! The atmosphere, food, and rooms were very clean. "
United States
Brent
The price is AU$307
includes taxes & fees
25 Jan - 26 Jan
The Red Lion Inn
Front of property – evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (564 reviews)
"Very pleasant and relaxing place to stay"
United States
steve
The price is AU$310
includes taxes & fees
25 Jan - 26 Jan
The Williams Inn
Exterior

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 AU$316
includes taxes & fees
26 Jan - 27 Jan
Harbour House Inn
Exterior

UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
The price is AU$235
includes taxes & fees
27 Jan - 28 Jan
UU Rowe Camp and Conference Center
Miscellaneous

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
Suite, Private Bathroom (RedBird Suite) | View from room

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
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is AU$558
includes taxes & fees
15 Feb - 16 Feb
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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Top Lanesborough Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The amount of space and super comfortable bed was such a pleasure!"
jennifer 3-night trip
Posted 6 days ago
Vacation Village in the Berkshires

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.