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 3 - Apr 4
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 $142 per night
$142
includes taxes & fees
$129 per night
Apr 6 - Apr 7
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.
Pool
Kitchen

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free Cancellation
The price is $116 per night
$116
includes taxes & fees
$104 per night
Apr 11 - Apr 12
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.
Hot Tub
Parking included

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.
Hot Tub
Breakfast included

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

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 3 - Apr 4
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.
Pool
Breakfast included

The Ponds at Foxhollow
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 an outdoor tennis court.
Pool
Kitchen
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 | 1,060 hotels |
---|---|
Lowest Price | $116 |
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

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"Excellent property, safe, wonderful staff, quiet. "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 1 day ago
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