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Hotels in Windsor

Last Minute Hot Rate® Hotel Deals in Windsor

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Choose from 95 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 May 26 to May 27
$60
per night
May 26 - May 27
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 (99 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 $79 per night from May 27 to May 28
$79
per night
May 27 - May 28
Book a 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 (324 reviews)
"Small room (small tv too!) but clean and comfortable room! Only complaint was it was a full size mattress in a queen size bed frame so it was VERY small but luckily we are a couple who cuddles lol. But the bed was really comfortable and I slept great."

Reviewed on May 13, 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 $101 per night from Jun 23 to Jun 24
$101
per night
Jun 23 - Jun 24
Book a 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 ...
7.6/10 Good! (1,001 reviews)
"Good service"

Reviewed on May 13, 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 $126 per night from May 27 to May 28
$126
per night
May 27 - May 28
Stay at this 3-star hotel in Suffolk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (667 reviews)
"It was just a very cozy environment"

Reviewed on May 18, 2024

Hilton Garden Inn Suffolk Riverfront
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 $98 per night from May 27 to May 28
$98
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (501 reviews)
Customer Service & Room was Great!
"Deja was excellent and she was accommodating and made our stay enjoyable."

Reviewed on May 20, 2024

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
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 $107 per night from May 30 to May 31
$107
per night
May 30 - May 31
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (662 reviews)
"Comfy bed and exceptionally friendly staff. The main reason i chose this hotel was because it was advertised to have a spa tub, but it unfortunately does not."

Reviewed on May 16, 2024

Holiday Inn Express Hotel & Suites Chesapeake, an IHG Hotel
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 30 to May 31
$113
per night
May 30 - May 31
Book a 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 ...
8.2/10 Very Good! (402 reviews)
"Nice stay"

Reviewed on May 5, 2024

Candlewood Suites Chesapeake, 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 $62 per night from Jun 2 to Jun 3
$62
per night
Jun 2 - Jun 3
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 (293 reviews)
"Staff was very friendly and kind The property was very clean as y"

Reviewed on Mar 21, 2024

Budget Lodge
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 $113 per night from May 30 to May 31
$113
per night
May 30 - May 31
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! (886 reviews)
Great hotel, just can’t use pool
"The room was nice and big, very clean. The shower head had a leak at where it came out of the wall. They allowed dogs but only up to 75lbs and no more than 2. There’s a $75 deposit per dog. Also there’s a $50 security deposit but you get that back after checkout and they’ve ensured there are no damages ..."

Reviewed on May 12, 2024

Hampton Inn & Suites Chesapeake-Square Mall
Extended Stay America Suites Chesapeake Churchland Blvd
Extended Stay America Suites Chesapeake Churchland Blvd
2.5 out of 5
3214 Churchland Blvd, Chesapeake, VA
  • 7 min drive from Chesapeake Square Mall
The price is $77 per night from May 30 to May 31
$77
per night
May 30 - May 31
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Riverfront Golf Club and Chesapeake ...
6.2/10 (564 reviews)
"Great location, friendly staff , great price"

Reviewed on Apr 23, 2024

Extended Stay America Suites Chesapeake Churchland Blvd
Red Roof Inn Suffolk
Red Roof Inn Suffolk
2 out of 5
633 North Main Street, Suffolk, VA
  • 23 min drive from Chesapeake Square Mall
The price is $72 per night from May 28 to May 29
$72
per night
May 28 - May 29
Stay at this hotel in Suffolk. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Suffolk Center for Cultural Arts and Planters Peanut ...
6/10 (395 reviews)
Outstanding hospitality
"Yesterday was very comfortable and the hospitality was excellent and helpful"

Reviewed on Apr 25, 2024

Red Roof Inn Suffolk
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 30 to May 31
$119
per night
May 30 - May 31
Stay at this 3-star business-friendly hotel in Suffolk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (619 reviews)
Great Stay!
"Staying at the Courtyard by Marriott was the perfect little getaway. The room was great and so was the service!"

Reviewed on Apr 29, 2024

Courtyard by Marriott Suffolk Chesapeake
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 95 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 95 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.