Romantic Hotels in The Berkshires, MA

Nov 22 - Nov 23

Tonight

Nov 23 - Nov 24

Tomorrow night

Featured The Berkshires Romantic Getaways & Hotels

$146

includes taxes & fees

$133 per night

Nov 26 - Nov 27

At Shaker Mill Inn, guests have access to free WiFi in public areas. There's free parking if you drive.

Breakfast included

Pet friendly

Free Cancellation

Reserve now, pay when you stay

$195

includes taxes & fees

$178 per night

Nov 23 - Nov 24

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 concierge services and access to locker space. 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, an IHG Hotel

Free Cancellation

$106

includes taxes & fees

$95 per night

Nov 30 - Dec 1

Guests of Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel 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 tours or tickets, securing valuables, and luggage storage. Additional amenities include a conference center, a 24-hour business center, and a computer station.

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

Guests of Kemble Inn enjoy free WiFi in public areas, a spa 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 luggage storage and concierge services. 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 barbecue grills and a garden.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

$555

includes taxes & fees

$497 per night

Nov 23 - Nov 24

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 tours or tickets, 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 by Capital Vacations 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.

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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	1,002 hotels
Lowest Price	$106
Highest Price	$555
Popular hotels	Shaker Mill Inn, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, 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 by Capital Vacations

Recent Romantic Getaways & Hotels Reviews

5/5 Excellent

"Didn’t like that there are no trays in shower to hold any soaps or bottles while washing… nothing!!! Tub too high for elderly with slightest arthritis. No curtain on shower bathroom window. Took quite a while to get hot water to wash hands in sink. However, the inn is filled with amazing collectibles. The dinner was delicious. Plenty of seats but gave us a table facing wall (but near window) —why not more in middle of room area with more interesting view! And same table for breakfast and dinner until we requested a different table the 2nd time. Friendly service. Twin beds very comfortable better if Full size. Happy to have 2 chairs in room. Wouldn’t stay again due to bathroom issues. "

A verified traveler stayed at The Red Lion Inn

Posted 2 days ago