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
518 Main St, Great Barrington, Massachusetts 01230
Bed & Breakfast, Breakfast Included, Family Friendly Lodging, Fireplace, Free WiFi, Great Barrington, Honeymoon, Romantic Lodging
The Berkshires are a glorious destination year round and The Wainwright Inn is the perfect place to launch your vacation.
55 Lee Road, Lenox, Massachusetts 01240
Catering, Corporate, Fireplace, Fitness, Free WiFi, Golf, Honeymoon, Lenox, Lodging with a restaurant on property, Luxury & Resorts, Non-Smoking Hotel, Pool, Romantic Lodging, Room Service, Spa, Tents/Rentals, Upscale, Venues, Weddings, Wellness Retreat
Cranwell, with much of its original grandeur restored, thrives as a premier four-season resort.
7 Albany Rd, West Stockbridge Center, Massachusetts 01266
Bed & Breakfast, Breakfast Included, Family Friendly Lodging, Fireplace, Free WiFi, Honeymoon, Pets Allowed, Romantic Lodging, West Stockbridge
the Shaker Mill Inn suites have their own private bath, kitchenette, and comfortable living and sleeping areas - and most of them have their own private deck or balcony!
1560 Pleasant Street, Route 102, Lee, Massachusetts 01238
Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Lee, Romantic Lodging
Relax and enjoy their warm and welcoming hospitality at the Federal House Inn – a meticulously and beautifully restored stately home built in 1824 by Thomas Hurlbut, previous owner of the nearby paper mill.
85 Stockbridge Rd, Lee, Massachusetts 01238
Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Honeymoon, Lee, Pool, Romantic Lodging
Centrally located, yet a world apart, Devonfield Inn is set on 32 acre pastoral meadow shaded by graceful birch trees, with rolling tapestry of Berkshire Hills beyond.
135 Main St, Lenox, Massachusetts 01240
Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Honeymoon, Lenox, Pool, Romantic Lodging
Historic Bed and Breakfast Country Inn, updated with 5-star amenities and personalized, professional service, set back on five quiet and landscaped acres, yet just steps from the shops and restaurants of historic Lenox Village.
91 Walker St, Lenox, Massachusetts 01240
Bed & Breakfast, Breakfast Included, Family Friendly Lodging, Fireplace, Free WiFi, Great Location, Jacuzzi, Lenox, Pool, Romantic Lodging
An Original Lenox Area Cottage from the "Gilded Age"-You walk into a time machine that brings you back to the Gilded Age, where the parties were extravagant, and the living was carefree.
276 Brodie Mountain Rd, Hancock, Massachusetts 01237
Family Friendly Lodging, Fireplace, Fitness Center, Honeymoon, Hotel, Jacuzzi, Non-Smoking Hotel, Pool, Romantic Lodging, Room Service
Professionally decorated in a traditional New England style, Vacation Village in the Berkshires offers spacious suites with amenities such as fireplaces, Jacuzzi tubs, and fully appointed kitchens.
222 Adams Rd, Williamstown, Massachusetts 01267
Family Friendly Lodging, Fireplace, Honeymoon, Hotel, Lodging with a restaurant on property, North Adams & Williamstown, Romantic Lodging
The Orchards Hotel, nestled within the picturesque town of Williamstown, Massachusetts, expertly blends old-fashioned New England elegance with modern convenience, creating an atmosphere that is as delightfully esthetic as the area itself.
1 Prospect Lake Rd, Great Barrington, Massachusetts 01230
Bed & Breakfast, Breakfast Included, Free WiFi, Great Barrington, Romantic Lodging
The Inn at Sweet Water Farm is a boutique Bed & Breakfast providing respite from the hectic schedules of every day life.
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