Search B&B in South Windsor

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for South Windsor bed & breakfast

Property entrance
Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (102)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is AED 514
AED 571 total
includes taxes & fees
16 Dec - 17 Dec
Truman Gillet House Bed & Breakfast
Room (Louis XIV) | Individually decorated, individually furnished, iron/ironing board
Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (423)
"Artful and inspiring interior decorating and delicious French toast for breakfast!"
United States
Marielle
The price is AED 386
AED 438 total
includes taxes & fees
17 Dec - 18 Dec
Naomi's Inn Bed & Breakfast
Reception
Simsbury 1820 House

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1001)
"Very nice room, pleasant and helpful staff"
United States
Concetta
The price is AED 584
AED 735 total
includes taxes & fees
15 Dec - 16 Dec
Simsbury 1820 House
Library
The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (81)
"The staff was super friendly and welcoming. The house was beautiful and the grounds full of things to explore. The breakfast was presently with panache and tasted great. We swam in the pool, ate at local restaurants, pet a turkey, and visited the local winery. I would highly recommend this establishment. "
United States
Juliette
The price is AED 859
AED 954 total
includes taxes & fees
6 Jan - 7 January 2026
The Bevin House Bed & Breakfast
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 South Windsor Hotel Reviews

Hampton Inn Springfield South Enfield

Hampton Inn Springfield South Enfield

10/10 Excellent
"Have stayed in the past and this is a very solid property- consistently clean, comfortable and convenient. Never had an issue or concern. Like having actual doors for the bathroom, and the coffee in the lobby/dining area is always hot, full and available - love the dark toast coffee. Will stay again."
Daniel 1-night trip
Posted 2 hours ago
Hampton Inn Springfield South Enfield

Frequently asked questions

Searching for B&Bs in South Windsor?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're a solo traveler looking to chat with locals, a B&B might be the right choice for your trip. When you want to venture out to explore South Windsor, consider browsing the exhibits at Wood Memorial Library & Museum.
Why choose B&Bs instead of traditional hotels?
B&Bs all have a unique charm. Whether it's a picturesque garden or a sunlit breakfast nook to enjoy your morning cup of coffee, the little details are what make bed and breakfasts a home away from home.
What are the top B&Bs in South Windsor?
Below are some well-liked B&Bs in the surrounding area: Simsbury 1820 House: 12 mi (19.3 km) from the heart of South Windsor. Enjoy the designer toiletries and bars. Truman Gillet House Bed & Breakfast: 2 rooms. 14.6 mi (23.5 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Green Acres B&B: 4 rooms. Located 14.7 mi (23.7 km) from the core of South Windsor. Enjoy the outdoor pool and in-room dining.
When should I book my B&B in South Windsor?
When you're planning your getaway to South 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. Average annual precipitation for South Windsor is 50 inches.
What is there to do in South Windsor?
When you want to spend some time in the great outdoors, Connecticut River and South Windsor Bark Park are some notable spots. You might put Nomads Adventure Quest and Promenade Shops at Evergreen Walk on your list if you want to see more of the area.
How can I get to and around South Windsor?
Planning your excursions in and around South Windsor is easier with these transportation options. Fly into Bradley Intl. Airport (BDL), which is located 8.1 mi (13.1 km) away from the city center. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 23.3 mi (37.5 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.