Jamaica Bed and Breakfasts
If you are looking for a relaxing and romantic B&B experience, then head over to Jamaica, Vermont. The town is in Windham County, Vermont, and there are many amazing Jamaica bed and breakfast establishments available. The town itself also has plenty of activities for you to enjoy. If you are visiting in May, be sure to check out the Jamaica Fiber Festival with lots of exhibits and showcases on different fiber products. July brings Old Home Day to the town. There are rides, vendors and outdoor entertainment all celebrating the history of the town. The occasion is truly suitable for a fun-filled family outing. A short drive away from Jamaica is the Stratton Mountain resort, which features golfing in the summer as well as some of great skiing in the winter. If you feel like bowling, head to nearby Brattleboro and play the lanes at Brattleboro Lanes. Asta's Swiss Restaurant is a good place to get your dinner. It is great for families and offers authentic Swiss cuisine.

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B&Bs in Jamaica
From $115.00
STONE BOAT FARM BED & BREAKFAST
7240 Vermont Route 30, Jamaica, Vermont An affordable, contemporary European-style B&B. Ideal for outdoor enthusiasts, academics, and budget-minded travelers!43.133999,-72.817815
B&Bs in Towns near Jamaica
From $155
HICKORY RIDGE HOUSE BED & BREAKFAST
53 Hickory Ridge Road South, Putney, Vermont A Southern Vermont Bed & Breakfast Inn, listed on the National Register of Historic Places - perfect for every occasion42.999912,-72.536652
From $149
CHESTERFIELD INN
20 Cross Road, West Chesterfield, New Hampshire Beautiful New Hampshire Inn, combining traditional comforts & modern luxuries with delicious food, friendly service, and country ambiance. Check out our summer specials!42.8993902,-72.5210182
From $155
GOLDEN STAGE INN
399 Depot Street, Proctorsville, Vermont Historic Okemo Valley Vermont Inn providing modern amenities for today’s travelers. Book Amazing Winter Specials & Ski Packages!43.377717,-72.6352013
From $149
THE INN AT WEATHERSFIELD
1342 Route 106, Perkinsville, Vermont A classic full service inn offering 12 individually decorated rooms and extraordinary 'New Vermont' cuisine.43.3616222,-72.5194619
From $205
THE INN AT ORMSBY HILL
1842 Main Street, Manchester Center, Vermont An inn renowned for comfort and hospitality in a setting surrounded by amazing mountain views! AAA four diamond award.43.143135,-73.089684
From $109
EDDINGTON HOUSE INN BED AND BREAKFAST
21 Main Street, North Bennington Village, Bennington, Vermont Beautiful 1857 Vermont Inn nestled in North Bennington Village,a short walk to Bennington College, Restaurants & Waterfalls.42.929935,-73.242241
From $185
INN AT WESTON
630 Main Street, Rte. 100, Weston, Vermont The Inn at Weston offers luxury lodging and fine dining in an 1848 farmhouse in the quintessential village of Weston in Southern Vermont. 10% off September Rates!43.288742,-72.793488
From $120
HILL FARM INN
458 Hill Farm Road, Arlington, Vermont 50 peaceful acres on the Battenkill River. Country setting , magnificent views, farm animals, walking trails.43.109241,-73.120209
From $85
SHEARER HILL FARM BED AND BREAKFAST
297 Shearer Hill Road, P.O. Box 1453, Wilmington, Vermont Our small working farm that sustained and nourished our growing family has now been converted into a beautiful six room B&B.42.827118,-72.797302
From $135
DEMING HOUSE BED & BREAKFAST INN
3929 Route 7A, Arlington, Vermont Step back in time and enjoy a romantic stay at the historic Deming House, in Old Arlington Village.43.0843434,-73.1442271
From $157
FORTY PUTNEY ROAD BED & BREAKFAST
192 Putney Road, Brattleboro, Vermont Comfortably elegant Manor a short walk to downtown Brattleboro. On the water, gourmet breakfasts and a cozy in-house pub.42.86076,-72.55832
From $80
ARCADY AT THE SUNDERLAND LODGE
6249 Historic Route 7a, Arlington, Vermont Arcady at Sunderland Lodge—an Arlington/Manchester Vermont Motel. Lodging at its Best.43.0751871,-73.153933
From $119
ECHO LAKE INN
PO Box 154, RT 100 North, Ludlow, Vermont One of the few authentic country inns still operating in Vermont!43.35099,-72.728311
From $119
HALLADAY'S HARVEST BARN INN
16 Webb Terrace, Bellows Falls, Vermont 1897 Vermont farmhouse with splendid clifftop views of the Connecticut River, just 25 miles from Okemo ski resort.43.14915,-72.459529
From $99
NUTMEG COUNTRY INN
153 Route 9 West, Wilmington, Vermont 1770's Vermont Farm House centrally located in The Mount Snow Valley adjacent to the Green Mountain National Forest.42.871532,-72.884254
From $170
THE OLD BRICK TAVERN BED & BREAKFAST
82 Common Road, P.O. Box 568, Townshend, Vermont Newly Renovated Historic home conveniently located right on Route 30, in the beautiful Green Mountains of Southern Vermont.43.0463084,-72.6693166
From $130
INN VICTORIA
321 Main Street, Chester, Vermont TripAdvisor Travelers Choice 2008 Award winning Bed and breakfast. Catagory top ten B&Bs USA43.2648579,-72.600815
From $155
THE INN AT MANCHESTER
3967 Main St, Manchester, Vermont Country Victorian Inn offering casual elegance, warm hospitality, country atmosphere and in-town convenience.43.16721854,-73.06888654
VERMONT INN AND BED & BREAKFAST ASSOCIATION
Manchester, Vermont When visiting Vermont, staying at a B&B will guarantee the most satisfying Vermont experience!43.1635317,-73.0730016