A rustic barn surrounded by autumn foliage and a field.

Find a Bed and Breakfast in Windsor from CA $168

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Windsor bed & breakfast

A large, historic building with a covered porch and outdoor seating area.

1. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,000 reviews)
"Such a warm welcome from the wonderful woman at the desk, beautiful inn with a very comfortable bed and on site restaurant which is super convenient! Loved our stay!"
United States
Kimberly
The price is CA $249
CA $310 total
includes taxes & fees
Nov 4 - Nov 5
Simsbury 1820 House
A house with a porch, American flags, and a pathway leading to a bench.

2. Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (120 reviews)
"We had a very nice peaceful stay :)"
United States
Melanie
The price is CA $198
CA $220 total
includes taxes & fees
Oct 18 - Oct 19
Truman Gillet House Bed & Breakfast
A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

3. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (465 reviews)
"Love the spirit and enthusiasm of the owner. Breakfast was superb! Highly recommend you stay here."
United States
Peter
The price is CA $148
CA $168 total
includes taxes & fees
Oct 18 - Oct 19
Naomi's Inn Bed & Breakfast
View from room

4. The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (28 reviews)
"This is an exceptionally nice place to stay. The hosts are warm and attentive and the property is first class in every way."
United States
Robert
The price is CA $442
CA $509 total
includes taxes & fees
Oct 30 - Oct 31
The Connecticut River Valley Inn
Exterior

5. Silas W Robbins House

Silas W Robbins House
2.0 star property
Old Wethersfield Historic District
10.0 out of 10, Exceptional, (47 reviews)
"the hostess did a great job and the breakfasts were amazing"
United States
James
The price is CA $635
CA $730 total
includes taxes & fees
Oct 18 - Oct 19
Silas W Robbins House
A house with a stone staircase leading to a door, surrounded by lush greenery and a well-maintained garden.

6. Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
8.8 out of 10, Excellent, (18 reviews)
"When I arrived after dark, it was hard to tell if I was at the right house. The bedroom was clean and quiet. Appears to be a shared bathroom but lucky one of the two bedrooms were vacant. Good for a quick stay."
United States
Dean
The price is CA $185
CA $294 total
includes taxes & fees
Oct 19 - Oct 20
Sunny Peace Homestay
A hallway with a patterned carpet, a chandelier, and bookshelves on either side.

7. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (90 reviews)
"The house was beautiful! The innkeeper Amanda made an excellent breakfast and was friendly and knowledgeable about the property. The house renovations fit in with the period of the house, but provided modern convenience. It was a joy to stay there"
United States
Eric
The price is CA $321
CA $356 total
includes taxes & fees
Nov 16 - Nov 17
The Bevin House Bed & Breakfast
A building with a grey exterior, a front door, and a small porch with steps.

8. Peaceful Modern Private Room with Comfort & Charm

Peaceful Modern Private Room with Comfort & Charm
Harwinton
8.4 out of 10, Very good, (6 reviews)
"We had a very comfortable stay . Communication with our host was easy & prompt. We would stay again “"
United States
Laurel B.
The price is CA $280
CA $363 total
includes taxes & fees
Oct 26 - Oct 27
Peaceful Modern Private Room with Comfort & Charm
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

The Capitol Hotel

The Capitol Hotel

10/10 Excellent
"Clean and convenient to walk all the places in downtown"
sourav 2-night trip
Posted 5 hours ago
The Capitol Hotel

Find out more about Windsor

Windsor B&B information

Number of reviews
768
Accommodation
13 B&B
Lowest Price
CA $168
Highest Price
CA $730

Frequently asked questions

Searching for B&Bs in Windsor?
Whether you're passing through town and are looking for an accommodation that's small and charming, or you're traveling solo and hoping to meet fellow tourists, a B&B can be a good choice for many different types of travelers. If your ideal vacation to Windsor includes spending lots of time outside, Northwest Park and Keney Park are good spots to enjoy the scenery.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to meet other guests, and delectable breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the top B&Bs in Windsor?
Below are some well-liked B&Bs in the area: Simsbury 1820 House: 8.3 mi (13.3 km) from the heart of Windsor. Enjoy the designer toiletries and bars. Silas W Robbins House: 6 rooms. Located 9.9 mi (15.9 km) from the core of Windsor. Enjoy the library and patio area.
When should I book my B&B in Windsor?
When you're planning your stay in Windsor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Windsor are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to do in Windsor?
Travelers enjoy Windsor for its restaurants and shopping. When you want to spend some time in the great outdoors, Northwest Park and Farmington River are some notable spots. You might put Loomis Chaffee School and Windsor Arts Center on your list if you want to see more of the area.
How can I get to and around Windsor?
You can plan your excursions in and around Windsor ahead of time with these transportation options. Fly into Bradley Intl. Airport (BDL), which is located 5.8 mi (9.3 km) away from the city center. Otherwise, look for flights into Springfield Union Station (ZSF), which is 17.7 mi (28.5 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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