Wilmington Bed and Breakfasts
Wilmington, Vermont, is located in southern part of the state, among the Green Mountains and Deerfield Valley. Although the town itself boasts only a couple thousand residents, visitors flock to the area each year to witness the beautiful fall foliage and spectacular winter sports. Staying in a Wilmington bed and breakfast is the perfect way to spend a chilly fall or winter night, and many historic options are available in the area. In July of 2008, the Molly Stark Byway was officially opened. It features nearly 50 miles of scenic roadway that begins and ends in Brattleboro and Bennington. Those who stay in Wilmington are right in the middle of the byway. Driving either way out of town, travelers will encounter quaint towns, small shops, and magnificent scenery. So book yourself a Wilmington bed and breakfast or a Wilmington inn so that you can have the time of your life.

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B&Bs in Towns near Wilmington
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 $140
POETRY RIDGE BED AND BREAKFAST
55 Stone Ridge Lane, Greenfield, Massachusetts Historic home on the Mohawk Trail on the basalt ridge above the Connecticut River, conveniently located to area attractions.42.60319,-72.579455
From $189
SARATOGA ARMS
497 Broadway, Saratoga Springs, New York Award Winning 1870 Second Empire brick Saratoga Springs New York Hotel situated in the heart of historic Saratoga.43.0840367,-73.7845771
From $125
HILLSIDE HOUSE BED & BREAKFAST
60 Masterson Road, Whately, Massachusetts A bed & breakfast adjacent to Northampton, Deerfield & Amherst!42.4340529,-72.6514804
From $100
SEVEN HILLS INN
40 Plunkett Street, Lenox, Massachusetts One of the first grand Berkshire Cottages, on 27 beautiful acres, centrally located between Boston & New York.42.3358337,-73.2800502
GATEWAYS INN & RESTAURANT
51 Walker Street, Lenox, Massachusetts The perfect getaway for any occasion!42.35599,-73.282639
From $175
STONE HOUSE FARM BED & BREAKFAST SUITES
649 East Pleasant Street, Amherst, Massachusetts A Unique Bed and Breakfast suite in a beautifully renovated 1904 farmhouse in a flower farm in Amherst.42.401836,-72.514926
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 $159
WINTERWOOD AT PETERSHAM BED AND BREAKFAST
19 North Main Street, Petersham, Massachusetts Elegant 17-room Greek Revival mansion located just off the common in the historic district of beautiful Petersham.42.4904141,-72.1857031
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 $85
TWIN MAPLES BED & BREAKFAST
106 South Street, Williamsburg, Massachusetts 200 year old colonial farmhouse located on 27 acres, less than 2 miles from the center of the lovely village of Williamsburg.42.3686568,-72.7281134
From $99
THE BENJAMIN PRESCOTT INN
433 Turnpike Rd., (route 124 East), Jaffrey, New Hampshire The Benjamin Prescott Inn...ten minutes to everything -- a world apart!42.8236202,-72.0417707
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 $95
HORACE KELLOGG HOMESTEAD BED AND BREAKFAST
459 South Pleasant Street, Amherst, Massachusetts 1828 restored Amherst homestead. Centrally located for visiting the 5 College in the Pioneer Valley and surrounding areas.42.36220455,-72.52075727
From $175
HAMPTON TERRACE BED AND BREAKFAST INN
91 Walker Street, Lenox, Massachusetts Turn back the clock to the Gilded Age in this 1897 home - an inn since the 1930s! Most rooms feature fireplaces & Jacuzzis.42.35508,-73.280871
From $109
THE SHAKER MILL INN
7 Albany Road, West Stockbridge, Massachusetts Spacious rooms, kitchenettes, private baths, & all the comforts of home. A quiet getaway in the heart of the Berkshires!42.3358356,-73.3727761
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 $90
THE KNOLL BED & BREAKFAST
230 N. Main Street, Northampton, Massachusetts A nature lover's delight: farmland, forests and a river are right on the property!42.34142,-72.682807
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 $100
THREE MAPLES BED & BREAKFAST
442 Route 123, Peterborough, New Hampshire Renovated 1790 country home, on five acres, four miles from the classic and charming New England town of Peterborough.42.9243665,-71.9443413
From $170
THE INN AT STOCKBRIDGE
Rte. 7, Box 618, Stockbridge, Massachusetts Enjoy peaceful charm and elegance in a 1906 Georgian style mansion secluded on 12 acres in the heart of the Berkshires.42.2875874,-73.3203862
From $150
THE POND HOUSE BED & BREAKFAST
325 Shattuck Hill Road, Brownsville, Vermont A relaxing getaway where anything you might need has already been thought of!43.46861,-72.47139
From $150
THE WHITE ROSE BED AND BREAKFAST
670 Amherst Road, Granby, Massachusetts Beautiful Guest House in the Mount Holyoke Range State Park, near the Notch at Bare Mountain & Atkins Farms Country Market.42.2876893,-72.5385673