Find Romantic Hotels in Lenox, MA

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Pick from 7 Lenox Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Kemble Inn
Room
Kemble Inn
3.5 star property
8.8 out of 10, Excellent, (31)
"wonderfully restored old mansion. Rooms were charming... nicely designed. In fact the entire facility has been thoughtfully brought into today's design standards. Very accomodating staff... although many appeared to be a training mode. Need to improve the professionalism a bit. They have a new general manager (had only been there about 2 weeks when we visited)... seems he has a number of things on his agenda that will improve the property even more. Food was good... but not wonderful. ...
Kemble Inn
The Ponds at Foxhollow by Capital Vacations
Property grounds
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (116)
"The grounds were gorgeous and the unit was just as described. It is incredibly quiet and peaceful and was a nice retreat to go back to at the end of the day. There were other amenities, like a gym but I believe they close the building fairly early so it can’t be used past 6pm. I would absolutely stay here again, should I be in the area. It was an incredible value for the amount paid. "
The Ponds at Foxhollow by Capital Vacations
Hampton Inn & Suites Berkshires-Lenox
Exterior
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"Staff was extremely friendly. The last morning we were there this sweet woman in the breakfast area told us that the kitchen was going to be closing and asked if I wanted anything else. It was about five of 10. I said eggs and she went into the kitchen and brought me out eggs, ketchup, salt, and pepper and a dish right to my table so super sweet, my husband and I will definitely be coming back "
The price is AED 434
AED 485 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn & Suites Berkshires-Lenox
The Cornell Inn, Lenox
Exterior
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1000)
"What a pleasure it was to stay at the Cornell Inn! Unfortunately we were only there for one night, but one can definitely get a sense of how a property is even in a shorter timeframe. Now, the real gem at this property is the staff! From our check-in experience with Lorie to our F&B server, Lindsey whi went waaaaay out of her way to help us with an issue we had, and to Paige, front desk assistant manager who tied everything together and made our experience even that much better. I wish I...
The price is AED 448
AED 526 total
includes taxes & fees
17 Nov - 18 Nov
The Cornell Inn, Lenox
Whistler's Inn Bed & Breakfast
Interior
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (470)
"This bed and breakfast is a true gem, set in a beautifully preserved 1836 mansion. The rooms feature herringbone wood floors, diamond-pane windows, and soaring 11-inch ceilings, creating an atmosphere that feels both magical and timeless. With its charming, historic details and exceptionally friendly owners, staying here is like stepping into an enchanting, old-world retreat."
The price is AED 509
AED 638 total
includes taxes & fees
14 Nov - 15 Nov
Whistler's Inn Bed & Breakfast
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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Frequently asked questions

Searching for romantic hotels in Lenox?
Are you and your partner in need of a romantic vacation? Our guests also enjoy Lenox for its museums, live music, and gardens. If you want to explore the area, you might head to Ventfort Hall Mansion and Gilded Age Museum, Shakespeare and Company, or Tanglewood Music Center. If you’re interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you’ll be able to see everything on your list.
How many romantic hotels will we find in Lenox?
Expedia has 10 romantic Lenox hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Lenox?
If you’re hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Lenox: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Lenox are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Lenox?
There’s nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Lenox has to offer. Couples looking for a little of everything will enjoy Lenox for its museums, live music, and gardens. You might think about visiting Ventfort Hall Mansion and Gilded Age Museum, Shakespeare and Company, or Tanglewood Music Center.
What's the best way to get to Lenox and around town during my romantic getaway?
This information about transportation options in Lenox might help your romantic getaway go off without a hitch: Make your way to Lenox with a flight to Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport located 4.7 mi (7.6 km) from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.