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Hotels in Windsor

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Choose from 100 Windsor Hotel Deals

Bowers Hill Inn
Bowers Hill Inn
2 out of 5
4725 W Military Hwy, Chesapeake, VA
  • 7 min drive from Chesapeake Square Mall
The price is $60 per night from Apr 28 to Apr 29
$60
per night
Apr 28 - Apr 29
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chesapeake Square Mall and Rivers Casino Portsmouth ...
5/10 (92 reviews)
"It’s was peaceful"

Reviewed on Mar 16, 2024

Bowers Hill Inn
Sleep Inn & Suites Chesapeake - Portsmouth
Sleep Inn & Suites Chesapeake - Portsmouth
2.5 out of 5
3280 Western Branch Blvd, Chesapeake, VA
  • 7 min drive from Chesapeake Square Mall
The price is $71 per night from May 12 to May 13
$71
per night
May 12 - May 13
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Riverfront Golf Club and Chesapeake ...
6.4/10 (317 reviews)
"Room was excellent, clean. Thank you."

Reviewed on Apr 4, 2024

Sleep Inn & Suites Chesapeake - Portsmouth
Comfort Suites Suffolk - Chesapeake
Comfort Suites Suffolk - Chesapeake
2.5 out of 5
5409 Plummer Blvd, Suffolk, VA
  • 7 min drive from Chesapeake Square Mall
The price is $105 per night from May 12 to May 13
$105
per night
May 12 - May 13
Stay at this business-friendly hotel in Suffolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,000 reviews)
"It was comfortable and clean"

Reviewed on Apr 14, 2024

Comfort Suites Suffolk - Chesapeake
Hilton Garden Inn Suffolk Riverfront
Hilton Garden Inn Suffolk Riverfront
3 out of 5
100 E Constance Rd, Suffolk, VA
  • 22 min drive from Chesapeake Square Mall
The price is $127 per night from May 12 to May 13
$127
per night
May 12 - May 13
Stay at this 3-star hotel in Suffolk. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.4/10 Very Good! (655 reviews)
"It is a lovely property and the staff is excellent. It is undergoing renovation, which made some areas unusable. It will soon be beautiful."

Reviewed on Apr 13, 2024

Hilton Garden Inn Suffolk Riverfront
Holiday Inn Express Hotel & Suites Chesapeake, an IHG Hotel
Holiday Inn Express Hotel & Suites Chesapeake, an IHG Hotel
2.5 out of 5
2436 Gum Rd, Chesapeake, VA
  • 15 min walk from Chesapeake Square Mall
The price is $116 per night from May 5 to May 6
$116
per night
May 5 - May 6
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.4/10 Good! (653 reviews)
"Quick and friendly check in process. The rooms was very nice and clean. Great breakfast options as well. Really enjoyed the stay! Would recommend to anyone and would stay here again!"

Reviewed on Apr 12, 2024

Holiday Inn Express Hotel & Suites Chesapeake, an IHG Hotel
Hilton Garden Inn Chesapeake/Suffolk
Hilton Garden Inn Chesapeake/Suffolk
3 out of 5
5921 Harbour View Blvd, Suffolk, VA
  • 9 min drive from Chesapeake Square Mall
The price is $131 per night from May 26 to May 27
$131
per night
May 26 - May 27
Stay at this 3-star hotel in Suffolk. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (879 reviews)
Graduation ceremony
"This establishment has become my new favorite place to stay when I visit the Hampton Roads area."

Reviewed on Apr 22, 2024

Hilton Garden Inn Chesapeake/Suffolk
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
2.5 out of 5
2122 Jolliff Rd, Chesapeake, VA
  • 28 min walk from Chesapeake Square Mall
The price is $94 per night from May 20 to May 21
$94
per night
May 20 - May 21
Stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (495 reviews)
"We had an excellent stay here. They were about to remodel but it didn't affect our stay at all. The complimentary breakfast was superb (better than getting breakfast at a restaurant) and the cook they have went above and beyond to make sure everyone was taken care of. Would definitely recommend staying ..."

Reviewed on Apr 18, 2024

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Candlewood Suites Chesapeake, an IHG Hotel
Candlewood Suites Chesapeake, an IHG Hotel
2.5 out of 5
4809 Market Pl, Chesapeake, VA
  • 27 min walk from Chesapeake Square Mall
The price is $113 per night from May 2 to May 3
$113
per night
May 2 - May 3
Stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (397 reviews)
Pleasant Stay
"Room was large and enjoyed having a kitchenette. Every thing was nice and clean lotsof eating places close by ."

Reviewed on Apr 12, 2024

Candlewood Suites Chesapeake, an IHG Hotel
Courtyard by Marriott Suffolk Chesapeake
Courtyard by Marriott Suffolk Chesapeake
3 out of 5
8060 Harbour View Blvd, Suffolk, VA
  • 11 min drive from Chesapeake Square Mall
The price is $119 per night from May 19 to May 20
$119
per night
May 19 - May 20
Stay at this 3-star business-friendly hotel in Suffolk. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (616 reviews)
Great stay!
"Staff was friendly and hotel was clean inside and out. Will stay again when in the area!"

Reviewed on Apr 11, 2024

Courtyard by Marriott Suffolk Chesapeake
Hampton Inn & Suites Chesapeake-Square Mall
Hampton Inn & Suites Chesapeake-Square Mall
2.5 out of 5
4449 Peek Trail, Chesapeake, VA
  • 13 min walk from Chesapeake Square Mall
The price is $114 per night from May 20 to May 21
$114
per night
May 20 - May 21
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (880 reviews)
"Not the cleanest room I've ever had at a Hampton Inn, Toilet didn't work, had to use the bathroom in the lobby."

Reviewed on Apr 18, 2024

Hampton Inn & Suites Chesapeake-Square Mall
Holiday Inn Express Hotel & Suites Suffolk, an IHG Hotel
Holiday Inn Express Hotel & Suites Suffolk, an IHG Hotel
2.5 out of 5
1018 Centerbrooke Ln, Suffolk, VA
  • 20 min drive from Chesapeake Square Mall
The price is $116 per night from May 12 to May 13
$116
per night
May 12 - May 13
Stay at this business-friendly hotel in Suffolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8.6/10 Excellent! (425 reviews)
Enjoyed my stay!
"The hotel was great. Check in, the room, cleanliness, the breakfast were all great. One small complaint... the pillows were soft and flimsy."

Reviewed on Apr 21, 2024

Holiday Inn Express Hotel & Suites Suffolk, an IHG Hotel
Budget Lodge
Budget Lodge
2 out of 5
3244 Western Branch Blvd, Chesapeake, VA
  • 7 min drive from Chesapeake Square Mall
The price is $65 per night from May 3 to May 4
$65
per night
May 3 - May 4
Stay at this motel in Chesapeake. Enjoy free WiFi, free parking, and room service. Popular attractions Riverfront Golf Club and Chesapeake Square Mall are located ...
5/10 (289 reviews)
"Staff was very friendly and kind The property was very clean as y"

Reviewed on Mar 21, 2024

Budget Lodge
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

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 100 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 $60. 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 up to 60% 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 save up to 60% off 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 $60.

How many hotels are there in Windsor?

With over 100 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 $60.

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 even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Windsor now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Windsor right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.