Hotels in Windsor

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Check prices for these dates

Tonight
May 9 - May 10
Tomorrow
May 10 - May 11
This weekend
May 9 - May 11
Next weekend
May 16 - May 18

Where to stay in Windsor?

Rosewood Country Inn
Charlie Chaplin Suite | Individually decorated, individually furnished, blackout drapes

Rosewood Country Inn

3.0 star property
9.8 out of 10, Exceptional, (81)
$163 nightly
The price is $177
May 11 - May 12
Total includes taxes and fees
Rosewood Country Inn
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

Franklin Pierce Homestead

If seeing the sights is on your list of things to do, head to Franklin Pierce Homestead— just one of the landmarks located 2.8 mi (4.5 km) from central Hillsboro.

See properties in Franklin Pierce Homestead
Franklin Pierce Homestead

Learn more about Windsor

Windsor is well-known for its attractions such as Windsor Town Hall and Black Pond.

See all hotels in Windsor
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*
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Frequently asked questions

What hotels do travelers like in Windsor?
Guests like Spacious, Sunny Lake House. Close to ski trails. and Outdoor Playground on Lake and Close to Skiing.
Can I book a refundable hotel in Windsor?
If you’re looking for the flexibility to change your plans to Windsor, most accommodations provide refundable* rates you can book. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay in Windsor if I want a vacation home instead of a traditional hotel?
You’ll find 5 vacation homes on our site.
What will the weather in Windsor be like during my vacation?
The warmest months in Windsor are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are July and October.
Why should I book my Windsor hotel through Hotels.com?
There are plenty of reasons to book your Windsor travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, 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®.

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