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Check prices for these dates

Next weekend
24 Apr - 26 Apr
In two weeks
1 May - 3 May
In one month
15 May - 17 May
In two months
12 June - 14 June

Our top choices for Windsor bed & breakfast

Bar (on property)

Rosewood Country Inn

Rosewood Country Inn
3.0 star property
Bradford
9.8 out of 10, Exceptional, (97 reviews)
"The room was spotless, the inn keep, Stan and his wife, were gracious and the morning brunch plentiful."
United States
Ruth
The price is AU$276
includes taxes & fees
16 Apr - 17 Apr
Rosewood Country Inn
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (171 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is AU$231
includes taxes & fees
16 Apr - 17 Apr
The Carriage Barn Inn
Exterior

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (280 reviews)
"This is a good representation of staying in an inn of the 1969s. "
United States
Frank
The price is AU$209
includes taxes & fees
27 Apr - 28 Apr
Monadnock Inn
Property entrance

Follansbee Inn

Follansbee Inn
3.0 star property
North Sutton
9.6 out of 10, Exceptional, (93 reviews)
"What a lovely inn! A comfortable room and delicious breakfast. Very accommodating hosts."
United States
Janet
The price is AU$302
includes taxes & fees
17 Apr - 18 Apr
Follansbee Inn
Exterior

Quaint New England Inn at Crotched Mountain!

Quaint New England Inn at Crotched Mountain!
Francestown
10.0 out of 10, Exceptional, (1 review)
"Great food, bar, and pool"
United States
Raymond T.
The price is AU$388
includes taxes & fees
19 Apr - 20 Apr
Quaint New England Inn at Crotched Mountain!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

10/10 Excellent
"Very clean, quiet, hassle-free check-in and out. Will come again!"
Milan 1-night trip
Posted 6 hours ago
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Find out more about Windsor

Windsor B&B information

Number of reviews
269
Accommodation
8 B&B
Lowest Price
AU$209
Highest Price
AU$388

Frequently asked questions

Searching for B&Bs in Windsor?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're a solo traveller hoping to get some local recommendations, a B&B might be the right choice for your trip. When you want to explore some attractions in town, Black Pond and Windsor Town Hall are worth a stop.
Are you interested in an apartment instead of a traditional hotel?
B&Bs all have a unique charm — whether it's a cosy reading space or a beautiful dining room, the quaint details are what make bed and breakfasts the perfect escape.
What are the best bed and breakfasts in Windsor?
Below are some B&Bs in the surrounding area: Follansbee Inn: 18 rooms. Situated 15.9 mi (25.6 km) from the heart of Windsor. Enjoy the free full breakfast and unique decor. Rosewood Country Inn: 11 rooms. 8.6 mi (13.8 km) from the city centre. Enjoy the free full breakfast and unique decor. Dexter's Inn: 19 rooms. Located 15.9 mi (25.7 km) from the core of Windsor. Enjoy the private garden and outdoor tennis.
When is the best time to book my B&B in Windsor?
When you're planning your trip to Windsor, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windsor are January, March, February and November, with each month seeing an average of 19 cm of snowfall.
What is there to do in Windsor?
When you want to see some attractions in town, you might consider a visit to Black Pond and Windsor Town Hall. Franklin Pierce Homestead and Highland Lake are also some sites to visit if you want to see more of the area.
How can I get to and around Windsor?
Mapping out your trip in and around Windsor is easy with these transportation options. Fly into Concord, NH (CON-Concord Municipal), which is located 26.4 mi (42.5 km) away from the heart of the city. Otherwise, look for flights into Springfield, VT (VSF-Hartness State), which is 28.6 mi (46 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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