Looking for Romantic hotels, inns, and B&Bs in the Berkshires? We've compiled a list based on Tripadvisor's rankings for most romantic stays in the Berkshires.
ALL A B C D E F G H I J K L M N O P Q R S T U V W X Y Z
9 Moores Road, City of North Adams, Massachusetts 01247
Corporate, Honeymoon, North Adams & Williamstown, Romantic Lodging, Specialty Lodging, Venues, Weddings
Come be on top of the world in the wild and beautiful Berkshires, with 50 acres of peaceful serenity on top of the mountain.
51 Walker Street, Lenox, Massachusetts 01240
Bar/Lounge, Bed & Breakfast, Breakfast Included, Corporate, Fireplace, Lenox, Live Music, Lodging with a restaurant on property, Meeting Room, Restaurants, Romantic, Romantic Lodging, Upscale, Venues, Weddings
Experience the incomparable elegance of The Gateways Inn & Restaurant that will take you to another time and place.
55 Cliffwood St, Lee, Massachusetts 01238
Bed & Breakfast, Free WiFi, Great Location, Lee, Romantic Lodging
At the Red Door B&B they pride themselves in offering comfort, local organic food, and a central location in the Berkshires.
435 Maple St, Hinsdale, Massachusetts 01235
Bed & Breakfast, Breakfast Included, Free WiFi, Hinsdale, Romantic Lodging
This charming B&B offers two private guest rooms and a two bedroom suite. All rooms are separately air conditioned and have private baths and free Wi-Fi.
169 Under Mountain Rd, Lenox, Massachusetts 01240
Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Honeymoon, Lenox, Romantic Lodging
Located on 10 country acres only two miles from Lenox village. Stonover Farm Bed and Breakfast offers a full cooked-to-order breakfast, afternoon wine & cheese, wi-fi, guest computer, free private phones, 14" mattresses, premium linens, robes & more.
40 Plunkett Street, Lenox, Massachusetts 01240
Bed & Breakfast, Breakfast Included, Corporate, Fireplace, Honeymoon, Lenox, Non-Smoking Hotel, Pets Allowed, Pool, Romantic Lodging, Venues, Weddings
Set on 27 acres of rich lawns and sensational gardens, The Seven Hills Inn is the ideal location for your special event.
65 Franklin St, Lee, Massachusetts 01238
Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Lee, Pets Allowed, Romantic Lodging
In a country house built in 1862, this charming bed-and-breakfast includes a garden, a quaint dining room and a cozy living room with a fireplace and gourmet cooked breakfast is complimentary.
1986 Fred Snow Rd, Becket, Massachusetts
Becket, Bed & Breakfast, Breakfast Included, Cross Country Skiing, Fitness Center, Free WiFi, Mountain Biking, Romantic Lodging, Ski & Snowboard Rentals, Snowshoeing
Canterbury Farm, located in the beautiful Berkshire Hills of Massachusetts, is open to the public and offers fun for the whole family with skiing, skating, snowshoeing, rentals, kayaks and food.
11 East Street, Route 7 N., Stockbridge, Massachusetts 01262
Bed & Breakfast, Fireplace, Free WiFi, Pool, Romantic Lodging, Stockbridge
The Stockbridge, Massachusetts B&B sits on three beautiful acres protected by a giant pine hedge and features nine rooms that range from a duplex suite to cozy rooms for two.
10 Richmond Mountain Road, Lenox, Massachusetts 01240
Bed & Breakfast, Breakfast Included, Corporate, Family Friendly Lodging, Free WiFi, Honeymoon, Lenox, Non-Smoking Hotel, Pool, Romantic Lodging, Venues, Weddings
With 22 hillside acres and panoramic mountain views, the Apple Tree Inn is a unique spot for intimate events.
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