Book Hotels in Windsor, VA

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Top Windsor hotels

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
2137 Starmount Parkway Chesapeake VA
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $118 total per night from May 31 to Jun 1
$118 total
May 31 - Jun 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. A 24-hour ...
Was great

Reviewed on May 13, 2026

Opens in a new windowYourSpace Hotels Chesapeake
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Fully refundable
$93 nightly
The price is $108 total per night from May 20 to May 21
$108 total
May 20 - May 21
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
Clean room, great customer service will stay again!!! Highly recommend this hotel!

Reviewed on May 12, 2026

Opens in a new windowComfort Suites Airport
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd Williamsburg VA
$233 nightly
The price is $257 total per night from May 16 to May 17
$257 total
May 16 - May 17
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring ...
Beautiful resort. The Marina was beautiful and our room was incredible.

Reviewed on May 12, 2026

Opens in a new windowKingsmill Resort
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
1551 Hardy Cash Dr Hampton VA
Fully refundable
$101 nightly
The price is $118 total per night from May 31 to Jun 1
$118 total
May 31 - Jun 1
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
The property was nice. Overall the satu was a good one. There was a leak coming from the ceiling in the hall that I did let the front desk know about and no one ever did anything about it.

Reviewed on May 13, 2026

Opens in a new windowComfort Inn & Suites Hampton near Coliseum
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
1700 Coliseum Drive Hampton VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $114 total per night from May 17 to May 18
$114 total
May 17 - May 18
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the 24-hour ...
I had a great stay at the Embassy Hotel while in town for my graduation from Hampton University. My ceremony was held right across the street at Hampton Coliseum, which made the location extremely convenient. Parking was also very easy, which took a lot of stress out of a busy graduation weekend. ...

Reviewed on May 13, 2026

Opens in a new windowEmbassy Suites by Hilton Hampton Convention Center
Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel

3.5 out of 5
425 Water St Portsmouth VA
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $154 total per night from Jun 14 to Jun 15
$154 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Outstanding!

Reviewed on May 9, 2026

Opens in a new windowRenaissance Portsmouth-Norfolk Waterfront Hotel
Quality Inn & Suites Olde Town

Quality Inn & Suites Olde Town

2.5 out of 5
347 Effingham St Portsmouth VA
Fully refundable
$94 nightly
The price is $111 total per night from May 17 to May 18
$111 total
May 17 - May 18
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business ...
Room was clean and comfortable. Towels are pretty flimsy. They need to be replaced. Bath tile could use a little bleach to whiten up the caulk in some areas. Otherwise, the place as clean. They even mopped the floors before we checked in.

Reviewed on May 12, 2026

Opens in a new windowQuality Inn & Suites Olde Town
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
700 Monticello Avenue Norfolk VA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $108 total per night from May 17 to May 18
$108 total
May 17 - May 18
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
The bed was comfortable and the hallways are quiet.

Reviewed on May 11, 2026

Opens in a new windowWyndham Garden Norfolk Downtown
Sheraton Norfolk Waterside Hotel

Sheraton Norfolk Waterside Hotel

3.5 out of 5
777 Waterside Dr Norfolk VA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $158 total per night from May 31 to Jun 1
$158 total
May 31 - Jun 1
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, ...
Opens in a new windowSheraton Norfolk Waterside Hotel
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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

What are the top kid-friendly hotels in Windsor?
From cool amenities to bigger rooms, kid-friendly hotels come with features that can help transform a good family vacation into an extraordinary one. These Windsor properties make getting away with your youngsters easy: The whole team will enjoy their time at Secluded and peaceful log cabin, within driving distance to Virginia Beach. A playground and a king bed are among the things that help make this place a popular option. The Nest Hotel Suffolk is another great choice. After an exciting day of exploring, come home to your cozy room and perks like a swimming pool and pet-friendly facilities.
Where can I find cheap hotels in Windsor?
At Travelocity you'll find really nice hotels in Windsor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windsor rather than in Windsor. We may find you even better rates, too.
How do I find the best Windsor hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Windsor then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Windsor?
The cheapest hotel in Windsor is $108. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Windsor?
There are 715 hotels in Windsor on Travelocity.
What are the best hotels in Windsor?
Windsor has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windsor for you!
When is the best time to visit Windsor?
If you want the joy of a fun-filled trip in peak season, visit Windsor during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Windsor?
Based on historic data is usually the cheapest month to visit Windsor. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Windsor?
There are multiple hotels in Windsor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windsor. We have plenty of kid-friendly hotels in Windsor to choose from on Travelocity!
Why book a hotel in Windsor through Travelocity?
Because we have the top hotels in Windsor! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Windsor on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Windsor hotel reviews by fellow wanderers

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"Was great"
A verified traveler stayed at YourSpace Hotels Chesapeake
YourSpace Hotels Chesapeake

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