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Most frequently booked Windsor hotels

Embassy Suites by Hilton Hampton Convention Center

1700 Coliseum Drive Hampton VA

Free cancellation

Reserve now, pay when you stay

41.02 km from city centre

CA $134

CA $157 total

May 31 - Jun 1

includes taxes & fees

Book a stay at this family-friendly hotel in Hampton. Enjoy free breakfast, room service, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hampton Coliseum and Buckroe Beach and Park are located nearby.

Pool

Breakfast included

Comfort Suites Airport

12570 Jefferson Ave Newport News VA

Free cancellation

41.36 km from city centre

CA $127

CA $148 total

May 26 - May 27

includes taxes & fees

Book a stay at this beach hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bounce House and Patrick Henry Mall are located nearby.

Pool

Breakfast included

Wyndham Garden Norfolk Downtown

700 Monticello Avenue Norfolk VA

Free cancellation

Reserve now, pay when you stay

41.56 km from city centre

CA $127

CA $150 total

May 31 - Jun 1

includes taxes & fees

Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waterside District and Greenbrier Mall are located nearby.

Sheraton Norfolk Waterside Hotel

777 Waterside Dr Norfolk VA

Free cancellation

Reserve now, pay when you stay

41.23 km from city centre

CA $186

CA $218 total

May 31 - Jun 1

includes taxes & fees

Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waterside District and Greenbrier Mall are located nearby.

Kingsmill Resort

1010 Kingsmill Rd Williamsburg VA

46.53 km from city centre

CA $228

CA $325 total

May 28 - May 29

includes taxes & fees

Book a stay at this beach hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.

Pool

Hot tub

Comfort Inn & Suites Hampton near Coliseum

1551 Hardy Cash Dr Hampton VA

Free cancellation

41.21 km from city centre

CA $136

CA $159 total

May 31 - Jun 1

includes taxes & fees

Book a stay at this business-friendly hotel in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hampton Coliseum and Buckroe Beach and Park are located nearby.

YourSpace Hotels Chesapeake

2137 Starmount Parkway Chesapeake VA

Free cancellation

Reserve now, pay when you stay

27.54 km from city centre

CA $138

CA $161 total

May 31 - Jun 1

includes taxes & fees

Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Chesapeake Square Mall and Cinemark Chesapeake Square are located nearby.

Renaissance Portsmouth-Norfolk Waterfront Hotel

425 Water St Portsmouth VA

Free cancellation

Reserve now, pay when you stay

40.5 km from city centre

CA $180

CA $211 total

May 31 - Jun 1

includes taxes & fees

Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waterside District and Greenbrier Mall are located nearby.

Pool

Free WiFi

Quality Inn & Suites Olde Town

347 Effingham St Portsmouth VA

Free cancellation

39.69 km from city centre

CA $129

CA $153 total

May 24 - May 25

includes taxes & fees

Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waterside District and Greenbrier Mall are located nearby.

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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.

Top hotels in Windsor for Extended Stay

stayAPT Suites Suffolk-Chesapeake

5961 Harbour View Blvd Suffolk VA

CA $163

CA $188 total

May 27 - May 28

includes taxes & fees

9.4/10 Exceptional! (80 reviews)

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 hotels essential information

Accommodation	720 hotels
Lowest Price	CA $148
Highest Price	CA $325
Popular hotels	Embassy Suites by Hilton Hampton Convention Center, Comfort Suites Airport, Wyndham Garden Norfolk Downtown, Sheraton Norfolk Waterside Hotel, Kingsmill Resort, Comfort Inn & Suites Hampton near Coliseum, YourSpace Hotels Chesapeake, Renaissance Portsmouth-Norfolk Waterfront Hotel, Quality Inn & Suites Olde Town

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 CA $148 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 720 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.