Photo by William E Berry Jr.

Hotels in Windsor

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
Next weekend
May 9 - May 11
In two weeks
May 16 - May 18

Where to stay in Windsor?

Fat Sheep Farm & Cabins
Exterior

Fat Sheep Farm & Cabins

3.0 star property
9.6 out of 10, Exceptional, (10)
The price is $222
includes taxes & fees
$204 per night
May 4 - May 5
Fat Sheep Farm & Cabins
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.

Top landmarks in Windsor

Harpoon Brewery

Harpoon Brewery is 2.4 mi (3.8 km) from central Windsor, why not stop by during your stay.

See properties in Harpoon Brewery
Harpoon Brewery

Learn more about Windsor

Windsor is well-known for its attractions such as American Precision Museum and Harpoon Brewery. The city has something for everyone including sights like Mt Ascutney State Park and Connecticut River within a scenic setting.

See all hotels in Windsor
Great views of Vermont and New Hampshire.
Photo by William E Berry Jr.
Open Photo by William E Berry Jr.
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
Sign in or join for free

Frequently asked questions

What hotels do travelers like in Windsor?
Guests like Fat Sheep Farm & Cabins and Holiday Inn Club Vacations Mount Ascutney Resort by IHG.
Where can I find free parking with my stay in Windsor?
These hotels offer the perk of free parking: Snapdragon Inn, Windsor Mansion Inn and Yankee Village Motel.
Can I book refundable hotels in Windsor?
If you want the flexibility to change your plans to Windsor, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Windsor?
Your animal companion is welcome at this pet-friendly hotel: Fat Sheep Farm & Cabins.
Where can I stay in Windsor if I want a vacation home instead of a traditional hotel?
Browse 9 vacation homes on our site. You can also book one of the 5 cabins for your stay.
Where can I stay if I'm visiting Windsor with my children?
Your kids are welcome at Yankee Village Motel.
Where should I stay in Windsor for a trip with my partner?
Windsor Mansion Inn is a good option for a romantic getaway with your special someone.
What will the weather in Windsor be like during my vacation?
July and August are typically the warmest months in Windsor when the average temp is 62°F. January and February are the coldest months when the average temperature is 22°F. July and June are the months with the most rain.
Why should I book my Windsor hotel with Hotels.com?
There are lots of reasons to book your Windsor trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

https://www.hotels.com/lp/b/deals