Hotels in Windsor

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Tonight
Apr 30 - May 1
Tomorrow
May 1 - May 2
This weekend
May 2 - May 4
Next weekend
May 9 - May 11

Where to stay in Windsor?

Brentwood Inn & Suites
Desk, free WiFi

Brentwood Inn & Suites

1.5 star property
7.0 out of 10, Good, (62)
The price is CA $124
CA $143 total
includes taxes & fees
May 23 - May 24
Brentwood Inn & Suites
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

Boykin's Tavern

If you're planning a bit of sightseeing during your trip, head to Boykin's Tavern— just one of the monuments in central Isle of Wight.

See properties in Boykin's Tavern
Boykin's Tavern

Learn more about Windsor

Windsor is well-known for its attractions such as Lake Prince and Boykin's Tavern.

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A tranquil hotel pool encircled by beautiful arches

Summer Getaway Sale

Sign in to get 25% or more off selected hotels, plus 1 reward night for every 10 nights you stay. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What accommodations do travelers recommend in Windsor?
Guests like Hampton Inn Suffolk, Quality Inn & Suites and Holiday Inn Express Hotel & Suites Suffolk, an IHG Hotel.
Can I book refundable accommodations in Windsor?
If you want the flexibility to change your plans to Windsor, most hotels provide refundable* bookable rates. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
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 76°F. January and February are the coldest months when the average temperature is 45°F. September and August are the months with the most rain.
Why should I book my Windsor accommodation 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.

Find out more about Windsor

Find out more about Windsor

If you're looking for a place to get away, look no further than Windsor. Whether you're planning to stay for a night or for the week, the area around Windsor has accommodations to fit every need. Search for hotels in Windsor with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Windsor hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Windsor hotel deals are here with our lowest price guarantee.

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 Hotels.com™ Rewards members. Limited availability, blackout periods may apply.

Hotels.com Rewards members save more, as compared to non-members shopping on Hotels.com. Members 18+. Eligible properties only. Reward Night worth average daily rate of 10 stamps (excluding taxes/fees). Taxes/fees payable on reward night. Booking exclusions apply, see terms https://ca.hotels.com/lp/b/terms-of-service?pos=HCOM_CA&locale=en_CA.