Romantic Hotels & Resorts in Lenox from AU$159

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Check availability on Lenox Romantic Hotels

Best Lenox Romantic Hotels

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (916)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is AU$177
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1017)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
United States
Susan M
The price is AU$218
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (773)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is AU$159
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
Exterior
The Dewey
The Dewey
3.5 star property
8.6 out of 10, Excellent, (327)
"If you decide one day to spend twice what a place is worth, this is for you."
United States
Carlos
The Dewey
Front of property
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very good, (555)
"Very quiet and comfortable "
United States
Beth
The price is AU$226
includes taxes & fees
17 Nov - 18 Nov
The Constance by the Lenox Collection
Property grounds
Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (498)
"We had the smallest room on the property.very quaint and clean. Nicest staff great place to stay."
United States
Lisa
The price is AU$198
includes taxes & fees
27 Oct - 28 Oct
Whistler's Inn Bed & Breakfast
Room (King Room)
Gateways Inn & Restaurant
Gateways Inn & Restaurant
3.0 star property
8.0 out of 10, Very good, (191)
"Very well kept property, nice restaurant and is in a great area"
United States
Josephine
The price is AU$433
includes taxes & fees
3 Nov - 4 Nov
Gateways Inn & Restaurant
Front of property – evening/night
The Williams Inn
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (528)
"Nice place to stay for a wedding "
United States
Timothy
The price is AU$339
includes taxes & fees
17 Nov - 18 Nov
The Williams Inn
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1018)
"Picture perfect Inn"
United States
jeff
The price is AU$309
includes taxes & fees
11 Nov - 12 Nov
The Red Lion Inn
Library
Blackberry River Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (148)
"A wonderful facility, lovely breakfast and way way more than you would expect in every catagory."
United States
Steve
The price is AU$291
includes taxes & fees
27 Oct - 28 Oct
Blackberry River 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.
View all properties

Top Lenox Hotel Reviews

The Dewey

The Dewey

10/10 Excellent
"Quiet, quaint, comfortable "
Daniel 3-night trip
Posted 4 days ago
The Dewey

Frequently asked questions

Searching for romantic hotels in Lenox?
Are you in need of a romantic getaway? 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 neighbourhood and proximity to top sights, so you and your partner will get to see everything on your list.
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, take a look at these details about year-round temperatures in Lenox: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Lenox are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Lenox?
There's nothing better than wandering around 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 trip 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 centre. If you'd like to venture out around the area, you may want to rent a car for your trip.