Windsor Guest Houses

Start date: Check-in selected.
To Date
End date: Check-out

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Guest Houses in Windsor

Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3 out of 5
89 Appleton St Springfield MA
With a stay at Upscaled Home in a Quiet Neighborhood in Springfield (Forest Park), you'll be within a 5-minute drive of MGM Springfield and MassMutual Center.
Parking included
Free WiFi
53 Geary Ave

53 Geary Ave

2 out of 5
53 Geary Ave Bristol CT
Located in Bristol, 53 Geary Ave is within a 5-minute drive of Imagine Nation Children's Museum and New England Carousel Museum.
Parking included
Free WiFi
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

Granby CT
$237 nightly
The price is $269 total per night
$269 total
Dec 9 - Dec 10
Total with taxes and fees
Located in North Granby, this guesthouse is in a rural location, within a 5-minute drive of Godard Preserve and Granby Land Trust Preserves.
Air conditioning
Parking available
A Homey Heaven - Modern, Pet-Friendly, Gaming, Full Kitchen and more.

A Homey Heaven - Modern, Pet-Friendly, Gaming, Full Kitchen and more.

Bristol CT
$357 nightly
The price is $399 total per night
$399 total
Dec 9 - Dec 10
Total with taxes and fees
Located in Bristol, this guesthouse is a 2-minute drive from Kern Park and 5 minutes from Bristol Commons Shopping Center.
Pet friendly
Free WiFi
The Farmington Guest House

The Farmington Guest House

Farmington CT
With a stay at this guesthouse in Farmington, you'll be steps from Farmington River and a 5-minute drive from Miss Porter's School.
Pet friendly
Free WiFi
Cheney Bros Hill Top Mansion

Cheney Bros Hill Top Mansion

3 out of 5
68 Chestnut St Manchester CT
With a stay at Cheney Bros Hill Top Mansion in Manchester, you'll be within a 5-minute drive of Manchester Memorial Hospital and Cheney Homestead Museum.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.

Windsor Guest Houses essential information

Accommodation
7 Guest Houses
Lowest Price
$269
Highest Price
$399
Popular accommodation
Upscaled Home in a Quiet Neighborhood, 53 Geary Ave, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, A Homey Heaven - Modern, Pet-Friendly, Gaming, Full Kitchen and more., The Farmington Guest House, Cheney Bros Hill Top Mansion

Explore more Guest Houses

Types of Hotels

Top 20 Windsor Hotels

Hotels Near Windsor

Top Hotel Brands

Hotels By Star Rating

Cities near Windsor