Rhinebeck Bed and Breakfasts
Located in the sprawling Dutchess County, Rhinebeck offers tourist attractions and a great selection of B&Bs. During your stay at a Rhinebeck inn, try visiting Hudson Valley Raptor Center and the Old Rhinebeck Aerodrome Museum. Huge crowds are drawn to the New York State Sheep and Wool Festival, an event held every third week of October near Rhinebeck. The Annual Craftshow and Fair is also a popular local event. Rhinebeck bed and breakfast visitors can enjoy a fine dining experience at the Terrapin Restaurant or for a European ambience head to the Calico Restaurant, a charming, intimate bistro.

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B&Bs in Towns near Rhinebeck
From $165
HARMONY HOUSE BED & BREAKFAST (845) 679-1277
1659 Route 212, Saugerties, New York Colonial style house, open all year round, just minutes from great skiing, horseback riding, hiking, and shopping.42.0604666,-74.0584236
From $99.00
STONEGATE BED & BREAKFAST
34 North Road, Highland, New York A 19th century Victorian in the heart of the Hudson Valley!41.726633,-73.96512
From $165
THE GRAND DUTCHESS - A VICTORIAN BED AND BREAKFAST
7571 Old Post Road, Red Hook, New York Escape to another century and spend the night in Victorian elegance!41.998181,-73.874751
From $105
ENGLISH HIDEAWAY INN
325 North Plain Road, Route 41, Great Barrington, Massachusetts An authentic New England country cottage farmhouse in the heart of the Berkshires & Norman Rockwell country.42.2044507,-73.3581611
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 $169
ROSEHAVEN INN
147 Sunset Road, P.O. Box 361, Haines Falls, New York At the head of the famous Kaaterskill Clove is this beautiful re-creation of the 1890's Hathaway Cottage in Sunset Park.42.191685,-74.092133
From $137
WOODSTOCK INN ON THE MILLSTREAM
48 Tannery Brook Road, Woodstock, New York Beautiful grounds and gardens set along the cascading Millstream. B&B ambience with 18 charming private rooms and studios.42.037534,-74.11959
From $120
CAPTAIN SCHOONMAKER'S BED & BREAKFAST
913 Route 213, High Falls, New York Situated by a Stream & Waterfall. Romantic Antique Rooms. Woodburning fireplaces, whirlpool tubs private balconies, A/C41.8344775,-74.10867558
From $175
MILLBROOK COUNTRY HOUSE
3244 Sharon Turnpike, Millbrook, New York This 1808 Colonial sits in park-like grounds on the edge of a Hudson Valley village in Dutchess County's horse country.41.793096,-73.695351
From $150
THE DOMINION HOUSE BED & BREAKFAST
50 Old Dominion Road, P.O. Box 163, Blooming Grove, New York A Taste of Elegant Country Living!41.4055618,-74.2046923
From $110
WHISPERING PINES BED AND BREAKFAST
60 Cedar Hill Road, High Falls, New York Only two hours upstate from New York City, we are located in the middle of 50 acres of private woods.41.809333,-74.141781
From $129
BROOKFIELD FARM
129 Patura Road, Modena, New York 20-acre country farm located eight miles south of New Paltz in the historic Hudson Valley region of New York state.41.649583,-74.100686
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
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
GATEWAYS INN & RESTAURANT
51 Walker Street, Lenox, Massachusetts The perfect getaway for any occasion!42.35599,-73.282639
From $150
JONATHAN FOOTE 1778 HOUSE
One East Street, Lee, Massachusetts An 18th century Georgian farmhouse comfortably furnished with antiques. A country setting close to all Berkshire attractions.42.3026054,-73.2283043
From $145
VICTORIAN KNOLL BED & BREAKFAST
30 Peak Farm Road, Stone Ridge, New York Offering you access to a vast array of excellent dining, historical, cultural and natural entertainment adventures.41.876641,-74.160544
From $90
A MEADOW HOUSE
67 White Hollow Road, Lakeville, Connecticut Charming, Country Elegant, Warm, Inviting, Serene, Comfortable Home that offers EVERYTHING country living has to offer.41.919524,-73.4037267
From $110
THE COPPER PENNY INN
2406 New Hackensack Road, Poughkeepsie, New York 1860's farmhouse located on Route 376 by Vassar College, convenient to many popular Hudson Valley destinations.41.6769117,-73.8852101
From $160
RONDOUT INN
79 Broadway, Kingston, New York Historic 1820's building over a fantastic antique shop in the heart of Kingston's historic Rondout waterfront district.41.919672,-73.985264
WING'S CASTLE
717 Bangall Road, Millbrook, New York Unique Castle Bed & Breakfast located 75 miles north of New York City, overlooking the picturesque Hudson Valley.41.840401,-73.6794309
From $195
BIRCHWOOD INN
7 Hubbard Street, Lenox, Massachusetts Escape to our historic Berkshires bed and breakfast inn. Experience comfortable country elegance. Fantastic specials, romance & culinary packages!42.362962,-73.281722
From $100
WALKER HOUSE
64 Walker Street, Lenox, Massachusetts A landmark in classic American Federal architecture built in 1804.42.355011,-73.283454
From $125
THE SUMMER WHITE HOUSE
17 Main Street, Lenox, Massachusetts Called 'The Lanai' for its many inviting porches, the Summer White House is an original Berkshire Cottage, built in 1885.42.3575469,-73.285518
MOUNTAIN MEADOWS BED AND BREAKFAST
542 Albany Post Road, New Paltz, New York Country home nestled in the foothills of the Catskill Mountains in the historic Hudson Valley.41.734913,-74.135219