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
207 West St, Lenox, Massachusetts 01240
Bed & Breakfast, Breakfast Included, Free WiFi, Lenox, Romantic Lodging
This little B & B is your home away from home. They have five rooms with private bath, A/C in each room, TV, WIFI, free long distance and local phone, laundry, bikes, picnic baskets, and a lovely organic continental breakfast.
453 Stockbridge Road, Great Barrington, Massachusetts 01230
Bar/Lounge, Bed & Breakfast, Breakfast Included, Corporate, Fireplace, Free WiFi, Great Barrington, Meeting Room, Pool, Romantic Lodging, Venues, Weddings
The New England Country Inn has a rich and touching history to its name, one that goes back to nearly a century, where the Thorne family has been proudly catering to visitors of The Berkshires for 30 years.
10 Pleasant St, Adams, Massachusetts 01220
Adams, Bed & Breakfast, Breakfast Included, Family Friendly Lodging, Free WiFi, Romantic Lodging
Chosen as one of the World's Best New Boutique Hotels 2010, artist decorated rooms, organic beds and linens, home baked organic breakfast included, & located on an 11 mile bike path at the base of Mt Greylock in the heart of Adams, MA.
5 Greenwood St., Lenox, Massachusetts 01240
Close to Tanglewood and all major Berkshire cultural venues, Whistler's Inn captures the warmth and elegance of a bygone era located on six acres of gardens and woodlands and two blocks from the center of Lenox.
725 N State Rd, Cheshire, Massachusetts 01225
Bed & Breakfast, Breakfast Included, Cheshire, Corporate, Free WiFi, Non-Smoking Hotel, Romantic Lodging, Venues, Weddings
Delight in the uniquely appointed comfortable guest rooms, wake to the aroma of freshly brewed coffee, baking muffins, and enjoy a delicious gourmet breakfast, and return in the afternoon for tea or a glass of wine before dinner.
11 Old Stockbridge Rd, Lenox, Massachusetts 01240
Bed & Breakfast, Breakfast Included, Fireplace, Free WiFi, Honeymoon, Lenox, Romantic Lodging
Fairytale Victorian Inn with 19 antique-filed guest rooms each with its own private bath, luxury amenities, Wi-Fi, AC and many with fireplaces.
864 Undermountain Road, Sheffield, Massachusetts 01257
Bar/Lounge, Catering, Corporate, Family Friendly Lodging, Farm To Table, Fireplace, Hiking, Live Music, Pets Allowed, Restaurants, Romantic Lodging, Sheffield, Specialty Lodging, Team Building, Venues, Weddings, Wellness Retreat
Race Brook Lodge welcomes you to a place of peaceful respite and outstanding hospitality in alignment with local sustainability and inner harmony right here in the Berkshires. Join them for lodging, dining, live music, weddings, and retreats.
30 East St, Rt 7 North, Stockbridge, Massachusetts 01262
Bed & Breakfast, Breakfast Included, Fitness Center, Free WiFi, Jacuzzi, Pets Allowed, Pool, Romantic Lodging, Stockbridge
Enjoy peaceful charm and elegance in this 1906 Georgian style mansion secluded on 12 acres in Stockbridge and relax in any of the 15 individually decorated guest rooms, many with a fireplace and large double whirlpool.
11 Hawthorne Rd, Lenox, Massachusetts 01240
American, Breakfast Included, Brunch, Dinner, Fireplace, Free WiFi, French, Honeymoon, Hotel, Lenox, Lodging with a restaurant on property, Lunch, Luxury & Resorts, Non-Smoking Hotel, Outdoor Seating, Pets Allowed, Pool, Restaurants, Romantic, Romantic Lodging, Upscale, Venues
The Dining Room at Wheatleigh is the perfect setting for an intimate dining experience. The setting and attentive yet unobtrusive service conspire to create a relaxed and refined atmosphere.
615 Laurel Street, Lee, Massachusetts 01238
Bed & Breakfast, Breakfast Included, Corporate, Fireplace, Free WiFi, Honeymoon, Lee, Non-Smoking Hotel, Romantic Lodging, Venues, Weddings, Wheelchair Access
An intimate four seasons boutique hotel known for its warm, welcoming hospitality and ideal location; a hidden gem tucked in the Berkshire Mountains.
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