Romantic Hotels in The Berkshires, MA
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Featured The Berkshires Romantic Getaways & Hotels

Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
The price is $159 per night
$159
includes taxes & fees
$145 per night
Apr 27 - Apr 28
Shaker Mill Inn features free WiFi in public areas and a library. There's free parking if you drive.
Breakfast included
Parking included

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
The price is $113 per night
$113
includes taxes & fees
$103 per night
May 7 - May 8
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free Cancellation
The price is $115 per night
$115
includes taxes & fees
$103 per night
Apr 27 - Apr 28
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and tours or tickets. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly

Chestnut Lodge
75 Chestnut Street, Lee, MA
At Chestnut Lodge, guests have access to free WiFi in public areas, a hot tub, and a terrace. A stay here includes free parking. This smoke-free guesthouse also has a picnic area.

Kemble Inn
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.

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
The price is $513 per night
$513
includes taxes & fees
$460 per night
Apr 27 - Apr 28
Guests of The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood enjoy access to free WiFi in public areas, conference space, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this luxury bed & breakfast include coffee/tea in a common area, a computer station, and a library.

The Ponds at Foxhollow
3 Foxhollow Drive Route 7, Lenox, MA
The price is $250 per night
$250
includes taxes & fees
$224 per night
May 9 - May 10
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 an outdoor tennis court.
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.
The Berkshires hotels essential information
Accommodation | 1,062 hotels |
---|---|
Lowest Price | $113 |
Highest Price | $513 |
Popular hotels | Shaker Mill Inn, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Chestnut Lodge, Kemble Inn, Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Ponds at Foxhollow |
Recent Romantic Getaways & Hotels Reviews

Life House Berkshires
5/5 Excellent
"This place is wonderful! Staff are friendly and super helpful.Extremely good value!"
A verified traveler stayed at Life House Berkshires
Posted 2 days ago
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