Romantic Hotels in Lenox, Massachusetts

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Top Lenox Romantic Hotels

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Nice place to stay. Good breakfast. "
The price is P9,051
P10,109 total
includes taxes & fees
Jul 13 - Jul 14
The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (808)
"Staff was welcoming and informative "
The price is P6,929
P7,740 total
includes taxes & fees
Jul 24 - Jul 25
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Dewey

3.5 star property
8.8 out of 10, Excellent, (314)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is P11,718
P13,089 total
includes taxes & fees
Jul 15 - Jul 16
The Dewey

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (483)
"Had a fantastic stay, love this property. Cant wsit to go back"
The price is P10,394
P11,610 total
includes taxes & fees
Jul 14 - Jul 15
The Constance by the Lenox Collection

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (475)
"All was just as advertised and the family/staff was friendly and helpful. "
The price is P9,172
P10,245 total
includes taxes & fees
Jul 7 - Jul 8
Whistler's Inn Bed & Breakfast

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
Brook Farm Inn

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (188)
"Very well kept property, nice restaurant and is in a great area"
The price is P19,442
P22,689 total
includes taxes & fees
Jul 6 - Jul 7
Gateways Inn & Restaurant

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (120)
"Great staff. Quiet.. and an excellent chef! Unique property and well worth it!"
Gedney Farm

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
The price is P14,777
P15,620 total
includes taxes & fees
Jul 7 - Jul 8
Harbour House Inn

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"I had excellent stay at the Red Lion Inn "
The price is P12,507
P16,487 total
includes taxes & fees
Jul 7 - Jul 8
The Red Lion 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.

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.
What's the best accommodation for a romantic getaway to Lenox?
The Cornell Inn, Lenox is a favorite B&B for couples, and features free breakfast and free WiFi. Another choice for a romantic stay is Brook Farm Inn.
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.