Romantic Hotels in Lenox, MA

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Nov 9 - Nov 10
Tonight
Check prices in Lenox for tonight, Nov 9 - Nov 10
Nov 10 - Nov 11
Tomorrow night
Check prices in Lenox for tomorrow night, Nov 10 - Nov 11

Featured Lenox Romantic Getaways & Hotels

The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street, Lenox, MA
At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.
Parking included
Free WiFi
Kemble Inn

Kemble Inn

3.5 out of 5
2 Kemble Street, Lenox, MA
Guests of Kemble Inn enjoy free WiFi in public areas, a hot tub, and meeting rooms. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with tours/tickets and luggage storage. Other amenities at this boutique inn include coffee/tea in a common area, a library, and free newspapers.
Hot Tub
Breakfast included
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA
The Ponds at Foxhollow features an indoor pool, an outdoor pool, and a gym. Free parking is available if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $124 total per night
$124 total
Nov 16 - Nov 17
Total with taxes and fees
Guests staying at Hampton Inn & Suites Berkshires-Lenox enjoy an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, an off-leash area, and litter boxes. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $183 total per night
$183 total
Nov 10 - Nov 11
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Additional amenities include a refrigerator in a common area, a computer station, and a library.
Breakfast included
Parking included
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street, Lenox, MA
$178 nightly
The price is $199 total per night
$199 total
Nov 10 - Nov 11
Total with taxes and fees
Whistler's Inn Bed & Breakfast features free WiFi in public areas, coffee in a common area, and a meeting room. Free parking is included with your stay. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Additional amenities include a library, a terrace, and a picnic area.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Lenox
View all properties
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.

Couples getaways in Lenox

Whether you've been with your love for years or you're at the start of a completely new relationship, nothing's more romantic than a spontaneous getaway together. If it's luxury you're looking for, you'll fall head over heels for some of the lodging options on offer in Lenox.

Romantic places to visit in Lenox

Romance, adventure and everlasting memories — you can experience it all when you bring your significant other to these charming attractions:

  • Looking for an unique adventure? Take your beau by the hand and make your way over to Tanglewood Music Center.
  • Plenty of starry-eyed couples also love visiting Shakespeare and Company. It's a great photo opportunity, so don't forget to capture the moment.
  • If you're eager to make your trip even more memorable, drop by The Mount. It's up there with the finest local attractions.

Lenox hotels essential information

Accommodation
1,412 hotels
Lowest Price
$124
Highest Price
$199
Popular hotels
The Dewey, Kemble Inn, The Ponds at Foxhollow, Hampton Inn & Suites Berkshires-Lenox, The Cornell Inn, Lenox & The Berkshires, Whistler's Inn Bed & Breakfast

Recent Romantic Getaways & Hotels Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

5/5 Excellent
"Everything clean "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 6 days ago
The Yankee, Trademark Collection by Wyndham

More to Explore