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
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Lanesborough romantic hotels

1. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
United States
Adam J
€186
includes taxes & fees
31 Aug - 1 Sept
Berkshire Village Carriage House - Super Private!!

2. Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Hancock
United States
John F.
€226
includes taxes & fees
1 Sept - 2 Sept
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

3. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Jennifer O.
€415
includes taxes & fees
9 Sept - 10 Sept
A roomy remodeled retreat close to MassMoCA
View all properties

Top Lanesborough Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Friendly and professional staff. Check in quick and easy. Will definitely stay again"
abdoul kader 1-night trip
Posted 14 hours ago
Vacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Dorothy 1-night trip
Posted 1 day ago
The Red Lion Inn
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Room was"
Christopher 1-night trip
Posted 2 days ago
The Cornell Inn, Lenox & 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 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.