Search for Cheap Deals on
Hotels in Windsor

Check Last Minute Windsor Hotel Deals

Tonight Jun 14 - Jun 15Next weekend Jun 19 - Jun 21

Choose from 706 Windsor Hotel Deals

Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
1700 Coliseum Drive Hampton VA
  • 46 min drive from Boykin's Tavern
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 ...
8.6/10 Excellent! (1,465 reviews)
"Clean"

Reviewed on Jun 14, 2026

Embassy Suites by Hilton Hampton Convention Center
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
  • 45 min drive from Boykin's Tavern
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 ...
8.8/10 Excellent! (1,006 reviews)
"Fungus in bathroom wall. Not well kept"

Reviewed on Jun 13, 2026

Comfort Suites Airport
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd Williamsburg VA
  • 53 min drive from Boykin's Tavern
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 ...
8.8/10 Excellent! (1,017 reviews)
"Great pool area though the lazy river wasn't functioning."

Reviewed on Jun 13, 2026

Kingsmill Resort
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
700 Monticello Avenue Norfolk VA
  • 49 min drive from Boykin's Tavern
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 ...
7/10 Good! (1,021 reviews)
"Clean room. Nice view. Chic decor."

Reviewed on Jun 12, 2026

Wyndham Garden Norfolk Downtown
Norfolk Waterside Marriott

Norfolk Waterside Marriott

3.5 out of 5
235 E Main St Norfolk VA
  • 49 min drive from Boykin's Tavern
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,008 reviews)
"Great stay, will alwaysstay here when cruising!!"

Reviewed on Jun 11, 2026

Norfolk Waterside Marriott
Quality Inn & Suites Olde Town

Quality Inn & Suites Olde Town

2.5 out of 5
347 Effingham St Portsmouth VA
  • 47 min drive from Boykin's Tavern
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 ...
7.4/10 Good! (1,006 reviews)
"The room was clean minus stains on the toilet. My stay was great other than that, I just wish there was a mini freezer in the room too so I could have ice cream and things like that."

Reviewed on Jun 13, 2026

Quality Inn & Suites Olde Town
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
1551 Hardy Cash Dr Hampton VA
  • 46 min drive from Boykin's Tavern
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 ...
8.8/10 Excellent! (1,317 reviews)
"Very friendly and helpful staff. Good breakfast. Room furniture was ripped. No comfy chair in the room. No luggage rack in the room."

Reviewed on Jun 13, 2026

Comfort Inn & Suites Hampton near Coliseum
Sheraton Norfolk Waterside Hotel

Sheraton Norfolk Waterside Hotel

3.5 out of 5
777 Waterside Dr Norfolk VA
  • 49 min drive from Boykin's Tavern
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 ...
8.2/10 Very Good! (1,007 reviews)
"hotel was fine as well as the staff and amenities. Could use some sprucing up, some places looked a bit worn"

Reviewed on Jun 12, 2026

Sheraton Norfolk Waterside Hotel
Courtyard by Marriott Newport News Airport

Courtyard by Marriott Newport News Airport

3 out of 5
530 Saint Johns Road Newport News VA
  • 43 min drive from Boykin's Tavern
Book a stay at this business-friendly hotel in Newport News. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,006 reviews)
"Room was not very clean. Room had odor of mildew and musky odor. Bed linens were very worn. Needed additional towels towels that were given smelled unclean. Ceiling falling apart. Walls dirty."

Reviewed on Jun 7, 2026

Courtyard by Marriott Newport News Airport
Courtyard by Marriott Norfolk Downtown

Courtyard by Marriott Norfolk Downtown

3 out of 5
520 Plume street Norfolk VA
  • 49 min drive from Boykin's Tavern
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8/10 Very Good! (1,009 reviews)
"They dont have parking, only vallet. Its extra."

Reviewed on Jun 6, 2026

Courtyard by Marriott Norfolk Downtown
Hilton Norfolk The Main

Hilton Norfolk The Main

4 out of 5
100 East Main Street Norfolk VA
  • 48 min drive from Boykin's Tavern
Book a stay at this business-friendly hotel in Norfolk. Enjoy 3 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
9/10 Wonderful! (1,011 reviews)
"Great for families! Room view was beautiful! All the art work around was also beautiful!"

Reviewed on Jun 14, 2026

Hilton Norfolk The Main
Sonesta Simply Suites Hampton

Sonesta Simply Suites Hampton

3 out of 5
401 Butler Farm Rd Hampton VA
  • 46 min drive from Boykin's Tavern
Book a stay at this business-friendly hotel in Hampton. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff ...
8.4/10 Very Good! (1,019 reviews)
"Honestly felt like home away from home when its the only time I'm able to be with husband"

Reviewed on Jun 13, 2026

Sonesta Simply Suites Hampton
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.

Find cheap hotels in Windsor

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Windsor hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Windsor.

Choosing the right hotel in Virginia has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Windsor’s 706 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $106. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Windsor hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Windsor. No matter your reason for visiting Windsor, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Windsor hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Windsor for as low as $106.

How many hotels are there in Windsor?

With over 706 hotels in Windsor, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $106.

How to find cheap car rentals in Windsor?

Finding a cheap car rental deal in Windsor is as easy as scoring cheap hotels in Windsor. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.