Romantic Hotels in The Berkshires, Massachusetts
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on The Berkshires Romantic Hotels
Top The Berkshires Romantic Hotels
Recommended hotels in The Berkshires

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1923)
The price is P5,053
P6,282 total
includes taxes & fees
Aug 25 - Aug 26

Berkshires Untold
Berkshires Untold
9.2 out of 10, Wonderful, (656)
The price is P24,669
P27,556 total
includes taxes & fees
Aug 8 - Aug 9

The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
9.0 out of 10, Wonderful, (1000)
The price is P7,366
P8,228 total
includes taxes & fees
Sep 1 - Sep 2

Holiday Inn Express & Suites Pittsfield - Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires
10.0 out of 10, Exceptional, (5)
The price is P9,344
P10,437 total
includes taxes & fees
Sep 1 - Sep 2

Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
9.2 out of 10, Wonderful, (566)
The price is P8,841
P9,875 total
includes taxes & fees
Sep 1 - Sep 2

The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
9.0 out of 10, Wonderful, (1001)
The price is P7,752
P10,933 total
includes taxes & fees
Aug 27 - Aug 28

The Red Lion Inn
The Red Lion Inn
8.8 out of 10, Excellent, (1002)
The price is P10,993
P14,878 total
includes taxes & fees
Aug 27 - Aug 28

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
9.4 out of 10, Exceptional, (723)
The price is P8,783
P9,810 total
includes taxes & fees
Aug 27 - Aug 28
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.
Top The Berkshires Hotel Reviews

The Red Lion Inn
10/10 Excellent
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Nearby Cities
Hotel Theme
- Beach Hotels in The Berkshires
- Boutique Hotels in The Berkshires
- Budget Hotels in The Berkshires
- Business Hotels in The Berkshires
- Family friendly Hotels in The Berkshires
- Golf Hotels in The Berkshires
- Hotels near Shopping Areas in The Berkshires
- Hotels with Air Conditioning in The Berkshires
- Hotels with Balcony in The Berkshires
- Hotels with Bars / Lounges in The Berkshires
- Hotels with Breakfast in The Berkshires
- Hotels with Childcare in The Berkshires
- Hotels with Entertainment in The Berkshires
- Hotels with Gyms in The Berkshires
- Hotels with Hot Tubs in The Berkshires
- Hotels with Internet in The Berkshires
- Hotels with Restaurants in The Berkshires
- Hotels with Spa in The Berkshires
- Hotels with Swimming Pool in The Berkshires
- Hotels with Views in The Berkshires
- Hotels with WiFi in The Berkshires
- Hotels with connecting rooms in The Berkshires
- Hotels with free Internet in The Berkshires
- Hotels with free breakfast in The Berkshires
- Hotels with free parking in The Berkshires
- Hotels with free wifi in The Berkshires
- Hotels with indoor pool in The Berkshires
- Hotels with parking in The Berkshires
- Hotels with shuttle in The Berkshires
- Hotels with smoking rooms in The Berkshires
- Luxury Hotels in The Berkshires
- Pet friendly Hotels in The Berkshires