Search B&B in South Windsor

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Compare 6 B&B in South Windsor with updated reviews, rates, and availability.

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (955)
"Loved the history of the building. "
The price is AED 694
AED 862 total
includes taxes & fees
4 May - 5 May
Simsbury 1820 House

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (384)
"We stayed for two nights in April 2025 in the Louis XIV Room. What a lovely stay. The room is spacious and clean. The food was delicious and the host is kind and has lots of information on local points of interest. There are many free parking spots on site. Centrally located to everything, and location was nice and quiet."
The price is AED 411
AED 467 total
includes taxes & fees
26 May - 27 May
Naomi's Inn Bed & Breakfast

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (73)
"I really wanted to see the goats as silly as that sounds and had a great time doing it."
The price is AED 875
AED 971 total
includes taxes & fees
12 May - 13 May
The Bevin House Bed & Breakfast

Truman Gillet House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (87)
"We arrived with little notice but were welcomed anyway and had a great stay with a delicious breakfast. "
The price is AED 477
AED 530 total
includes taxes & fees
5 May - 6 May
Truman Gillet House Bed & Breakfast

The Connecticut River Valley Inn

3.5 star property
9.4 out of 10, Exceptional, (24)
"Charming Inn, "
The Connecticut River Valley Inn

Green Acres B&B

3.0 star property
9.8 out of 10, Exceptional, (150)
"Gracious hosts, many amenities and the best breakfast!"
Green Acres B&B
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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Other property types in South Windsor

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

9.8 out of 10, Exceptional, (11)
"Just a nice lake house!!"
The price is AED 551
AED 1,297 total
includes taxes & fees
19 May - 20 May
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.4 out of 10, Exceptional, (15)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is AED 459
AED 1,410 total
includes taxes & fees
4 May - 5 May
Blue Back Bungalow
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.

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.
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.