Search for Cheap Deals on
Hotels in Windsor

Choose from 691 Windsor Hotel Deals

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 ...
Comfort Suites Airport
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 ...
Comfort Inn & Suites Hampton near Coliseum
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 ...
Wyndham Garden Norfolk Downtown
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 ...
Embassy Suites by Hilton Hampton Convention Center
Hyatt Place Hampton Convention Center

Hyatt Place Hampton Convention Center

3 out of 5
1905 Coliseum 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 ...
Hyatt Place Hampton Convention Center
YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
2137 Starmount Parkway Chesapeake VA
  • 33 min drive from Boykin's Tavern
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 ...
YourSpace Hotels Chesapeake
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 ...
Norfolk Waterside Marriott
Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel

3.5 out of 5
425 Water St Portsmouth VA
  • 48 min drive from Boykin's Tavern
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 ...
Renaissance Portsmouth-Norfolk Waterfront Hotel
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 ...
8.6/10 Excellent! (1,000 reviews)
"Safe. Clean. Quiet. Beautiful surroundings and property. However, the rooms are out dated/old."

Reviewed on Nov 2, 2026

Kingsmill Resort
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! (1,001 reviews)
"Checked in about 315pm. Staff were very pleasant and helpful. Room was spacious, clean, with basic amenities you would expect. A/C was working great and was very quiet. Free breakfast was very basic, so don't expect to "fill up." Great dark roast coffee, though!"

Reviewed on Nov 5, 2026

Quality Inn & Suites Olde Town
City Express By Marriott Newport News

City Express By Marriott Newport News

2 out of 5
12359 Hornsby Ln Newport News VA
  • 43 min drive from Boykin's Tavern
Book a stay at this business-friendly hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
City Express By Marriott Newport News
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 ...
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 691 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 $98. 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 $98.

How many hotels are there in Windsor?

With over 691 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 $98.

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.