A tower with a green glass dome and intricate carvings.

Lanesborough Hotel Guide - Romantic Hotels in Lanesborough, Massachusetts

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Check availability on Lanesborough Romantic Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Lanesborough romantic hotels

A stone patio with outdoor furniture, a small brick house with a green roof, and a forested area.
A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a red pendant light.
A dog lying on a stone wall in a forested area.
A house with a brick exterior, a green roof, and a driveway leading to a garage.

1. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
United States
Mary R.
€193
includes taxes & fees
19 Oct - 20 Oct
Berkshire Village Carriage House - Super Private!!
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

2. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
€106
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
A patio area with outdoor furniture, a fire pit, and potted plants.
A hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A cozy living room with a stone fireplace, comfortable seating, and a television.
A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

3. The Springs Motel

The Springs Motel
New Ashford
United States
Elizabeth
€104
includes taxes & fees
1 Nov - 2 Nov
The Springs Motel
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a fireplace, and comfortable seating.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

4. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
€130
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside dock with kayaks and a covered boat ramp.
A lodge with a large building and a dock by a lake, surrounded by forest.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
€114
includes taxes & fees
8 Nov - 9 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

6. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United Kingdom
judith
€157
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires
A bedroom with a large bed, a nightstand, an air conditioning unit, and a view through the window.
A modern kitchen with stainless steel appliances, a wooden dining table, and light-colored cabinetry.
A cozy living room with a sectional sofa, a coffee table, and a ceiling fan.
A backyard with a wooden fence, a fire pit, and several Adirondack chairs in blue and white.

7. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
United States
Christine P.
€249
includes taxes & fees
15 Oct - 16 Oct
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
A bedroom with a bed, a nightstand, a lamp, a guitar, a couch, and a window with blinds.
A red building with a sign reading "Shaker Mill Inn."
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

8. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Steven
€128
includes taxes & fees
9 Nov - 10 Nov
Shaker Mill Inn
A spacious kitchen with wooden flooring, a dining area with a table and chairs, a black sofa, and a television mounted on the wall.
A compact kitchen with white appliances, a wooden dining table, and a view of the outside through a window.
Outdoor dining
A compact kitchen with white cabinetry, a stove, a microwave, and a dishwasher.

9. NEW RENO - Historic Loft w/views of the Berkshires

NEW RENO - Historic Loft w/views of the Berkshires
New Lebanon
United States
John
€221
includes taxes & fees
3 Nov - 4 Nov
NEW RENO - Historic Loft w/views of the Berkshires
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.
A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.
A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.
A wooden interior with a table, chair, and a view of a red barn through an open door.

10. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
United States
Linda
€174
includes taxes & fees
8 Nov - 9 Nov
Inn at Silver Maple Farm
View all properties

Top Lanesborough Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We had a wonderful family stay at Vacation Village in the Berkshires! We traveled with our children and their grandmothers, and it was such a special opportunity to make memories together. Our accommodation felt like two apartments in one, with plenty of space for everyone. We loved the layout and the beautiful views, especially with the fall colors surrounding us. It was lovely to enjoy the scenery right where we were staying. The location was a great base for exploring the Berkshires, and we felt we got excellent value for the price. This trip was very special for our family, and we would love to come back. Highly recommend it for a family getaway!"
Viviane 2-night trip
Posted 18 hours ago
Vacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

8/10 Good
"I enjoyed my stay, lovely little town. The Inn is beginning to show some signs of wear. A broken tile (baseboard) by the tub. However, staff pleasant and helpful. Excellent restaurants."
Nan 1-night trip
Posted 19 hours ago
The Red Lion Inn
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"It's a perfect stop on our little Berkshires trip. The Inn had everything we needed and more. The property was beautiful, and the staff was beyond helpful. We will certainly be back."
Alexandra 1-night trip
Posted 2 days ago
The Cornell Inn, Lenox & The Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Our room was nice and clean. The suite is perfect. Can fix a cup of tea or a meal, everything you need just bring your food. A restaurant on site if you don't want to cook. Bed was comfortable with crisp white linens."
Anna 2-night trip
Posted 3 days ago
Jiminy Peak Mountain Resort

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 head to Pontoosuc Lake, Mount Greylock State Reservation Visitor Center or Mount Greylock State Reservation to get in some quality time exploring the sights 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 Pontoosuc Lake, Mount Greylock State Reservation Visitor Center or Mount Greylock State Reservation.
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.