Romantic Hotels & Resorts in Lanesborough from AU$150

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Check availability on Lanesborough Romantic Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Best Lanesborough Romantic Hotels

Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
9.8 out of 10, Exceptional, (268)
"The cottage was amazing. Hope to be visit again and again. "
United States
Mark M.
The price is AU$323
includes taxes & fees
8 Dec - 9 Dec
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, (1000)
"Great stay!"
United States
Ann
The price is AU$150
includes taxes & fees
14 Dec - 15 Dec
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 AU$154
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Outdoor pool, pool 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 AU$323
includes taxes & fees
5 Jan - 6 Jan 2026
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 AU$237
includes taxes & fees
10 Dec - 11 Dec
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 AU$184
includes taxes & fees
8 Dec - 9 Dec
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 AU$320
includes taxes & fees
8 Dec - 9 Dec
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 AU$392
includes taxes & fees
17 Dec - 18 Dec
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
Exterior
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
9.8 out of 10, Exceptional, (20)
"Great place to spend the new years holiday! Perfect location for skiing!"
United States
Alexandra D.
The price is AU$361
includes taxes & fees
8 Dec - 9 Dec
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
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
"so quiet"
robert 7-night trip
Posted 4 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.