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  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Windsor

Small Hotels in Windsor

116 HOTELS IN WINDSORRanking can be influenced by the commissions we receive.
The Governor's Inn main photo
The Governor's Inn
Bed & Breakfast in Ludlow VTUS flag
9.7
Excellent
$
Small
This bed and breakfast offers a charming and intimate experience. It provides a cozy atmosphere with personalized service, making it ideal for guests seeking a unique and memorable stay.
The Village Inn of Woodstock main photo
The Village Inn of Woodstock
Bed & Breakfast in Woodstock VTUS flag
9.2
Excellent
From $283
$
Small
Located on Pleasant Street, this bed and breakfast offers a charming and convenient stay. The cozy atmosphere and proximity to Woodstock's attractions make it a great choice for a relaxing visit.
Golden Stage Inn main photo
Golden Stage Inn
Bed & Breakfast in Proctorsville VTUS flag
9.7
Excellent
From $269
$
Small
This inn offers a historic and charming setting with well-appointed rooms. Its serene location and personalized service ensure a cozy and memorable stay.
Inn Victoria main photo
Inn Victoria
Inn in Chester VTUS flag
9.6
Excellent
From $437
$
Small
This inn offers a charming and intimate experience with its well-appointed rooms and personalized service. Its location on Main Street provides easy access to local attractions, making it ideal for a cozy getaway.
Franklyn Farm Inn main photo
Franklyn Farm Inn
Bed & Breakfast in Chester VTUS flag
9.8
Excellent
$
Small
This bed and breakfast provides a rustic and cozy farm stay experience. Guests can enjoy the peaceful surroundings and the charm of a traditional Vermont farm.
Woodbridge Inn Bed & Breakfast main photo
Woodbridge Inn Bed & Breakfast
Bed & Breakfast in Woodstock VTUS flag
9.4
Excellent
From $273
$
Info
Categories
Small
Ski
3 Star
The Vesper Woodstock main photo
The Vesper Woodstock
Bed & Breakfast in Woodstock VTUS flag
8.2
Very Good
$
Info
Categories
Small
Ski
Parking
Stone Hearth Inn and Eatery main photo
Stone Hearth Inn and Eatery
Bed & Breakfast in Chester VTUS flag
8.8
Excellent
From $216
$
Small
This inn offers a cozy and welcoming atmosphere with its on-site eatery. Guests can enjoy comfortable accommodations and delicious meals in a relaxed setting.
The Woodstocker B&B main photo
The Woodstocker B&B
Bed & Breakfast in Woodstock VTUS flag
9.6
Excellent
From $350
$
Small
Located on River Street, this bed and breakfast provides a cozy and convenient stay. Its charming ambiance and proximity to Woodstock's attractions make it a great choice.
Stay At Jimmy's main photo
Stay At Jimmy's
Bed & Breakfast in Woodstock VTUS flag
9.5
Excellent
$
Small
This bed and breakfast offers a comfortable and personalized experience. Its location on Pleasant Street provides easy access to local amenities and attractions.
Lincoln Inn & Gallery main photo
Lincoln Inn & Gallery
Inn in Woodstock VTUS flag
7.8
Good
$
Small
Located on West Woodstock Road, this inn combines accommodation with an art gallery. The unique setting and cozy rooms provide a memorable and intimate stay.
Chester Inn main photo
Chester Inn
Inn in Chester VTUS flag
8.4
Very Good
From $154
$
Info
Categories
Small
Ski
Parking
Parker House Vermont Restaurant & Rooms main photo
Parker House Vermont Restaurant & Rooms
Hotel in Quechee VTUS flag
8.8
Excellent
$
Info
Categories
Small
Luxury
Golf
Sleep Woodstock Motel main photo
Sleep Woodstock Motel
Motel in Woodstock VTUS flag
9.0
Excellent
From $153
$
Info
Categories
Small
Sustainability Journey
Dog Friendly
Solitude Village at Okemo main photo
Solitude Village at Okemo
Aparthotel in Ludlow VTUS flag
9.3
Excellent
From $165
$
Info
Categories
Small
Ski
Honeymoon
The Okemo Inn main photo
The Okemo Inn
Inn in Ludlow VTUS flag
9.1
Excellent
$
Info
Categories
Small
Ski
Pool
Outdoor Pool
Deer Brook Inn main photo
Deer Brook Inn
Bed & Breakfast in Woodstock VTUS flag
9.8
Excellent
From $503
$
Info
Categories
Small
Ski
Dog Friendly
Dogs Stay Free
Inn at Clearwater Pond main photo
Inn at Clearwater Pond
Bed & Breakfast in Quechee VTUS flag
9.6
Excellent
From $218
$
Info
Categories
Small
Ski
Dog Friendly
The Ardmore Bed and Breakfast main photo
The Ardmore Bed and Breakfast
Bed & Breakfast in Woodstock VTUS flag
9.8
Excellent
$
Info
Categories
Small
Ski
Parking
Applebutter Inn Bed & Breakfast main photo
Applebutter Inn Bed & Breakfast
Bed & Breakfast in Woodstock VTUS flag
9.6
Excellent
From $1,012
$
Info
Categories
Small
Ski
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 116 hotels in Windsor
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