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Our top choices for Windsor hotels

American Inn Chesapeake – Portsmouth

American Inn Chesapeake – Portsmouth
2.0 star property
Chesapeake
7.0 out of 10, Good, (318 reviews)
"Comfort, Quite nice place to stay"
United States
B.F
The price is NT$2,054
NT$2,426 total
includes taxes & fees
Mar 24 - Mar 25
American Inn Chesapeake – Portsmouth

Hampton Inn Suffolk

Hampton Inn Suffolk
2.5 star property
Suffolk
9.0 out of 10, Wonderful, (681 reviews)
"Nice staff, super clean room right off the interstate in a good area "
United States
Andrew
The price is NT$3,679
NT$4,226 total
includes taxes & fees
Mar 26 - Mar 27
Hampton Inn Suffolk

Holiday Inn Express Hotel & Suites Suffolk by IHG

Holiday Inn Express Hotel & Suites Suffolk by IHG
2.5 star property
Suffolk
8.6 out of 10, Excellent, (595 reviews)
"Nice people at the front desk, easy in easy out."
United States
Geoffrey
The price is NT$3,224
NT$3,707 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Express Hotel & Suites Suffolk by IHG

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
3.0 star property
Western Branch North
9.8 out of 10, Exceptional, (7 reviews)
"I absolutely loved this hotel. The staff is outstanding, the room is amazing. I felt like I was in a studio apartment that I owned"
United States
Kelvin
The price is NT$2,988
NT$3,500 total
includes taxes & fees
Apr 5 - Apr 6
YourSpace Hotels Chesapeake

Relax Inn

Relax Inn
2.5 star property
Hampton
7.6 out of 10, Good, (125 reviews)
"Nice check in staff"
United States
Mark
The price is NT$2,122
NT$2,577 total
includes taxes & fees
Mar 24 - Mar 25
Relax Inn

Quality Inn & Suites Olde Town

Quality Inn & Suites Olde Town
2.5 star property
Portsmouth
7.6 out of 10, Good, (1,000 reviews)
"Did not know about Hot Tub , Breakfast was enjoyable!!!"
United States
Damani
The price is NT$3,160
NT$3,730 total
includes taxes & fees
Mar 27 - Mar 28
Quality Inn & Suites Olde Town

Kingsmill Resort

Kingsmill Resort
4.0 star property
Kingsmill
8.8 out of 10, Excellent, (1,001 reviews)
"I really enjoyed my stay; the customer service was excellent and I will definitely stay there again."
United States
Joyce
The price is NT$4,855
NT$7,065 total
includes taxes & fees
Mar 24 - Mar 25
Kingsmill Resort

Smithfield Inn

Smithfield Inn
3.5 star property
Smithfield
8.8 out of 10, Excellent, (110 reviews)
"Great location and fun to stay in a historic building. "
United States
James
The price is NT$4,437
NT$4,969 total
includes taxes & fees
Mar 24 - Mar 25
Smithfield Inn

Surry Seafood Company

Surry Seafood Company
3.0 star property
Surry
9.4 out of 10, Exceptional, (148 reviews)
"Beautiful. The rooms are nice, and with only a few it feels like an Airbnb. The seafood restaurant in the first floor is pretty good. The rooms are clean and comfortable. Just such a great area!!"
United States
William
Surry Seafood Company

Woodspring Suites Yorktown Newport News

Woodspring Suites Yorktown Newport News
2.5 star property
Yorktown
8.0 out of 10, Very Good, (256 reviews)
"I had absolutely no worries! clean, quiet, easy check in , the staff was amazing. If I could give 10 stars I would."
United States
Sarai
The price is NT$2,202
NT$2,531 total
includes taxes & fees
Mar 24 - Mar 25
Woodspring Suites Yorktown Newport News

Hampton Inn & Suites Newport News (Oyster Point)

Hampton Inn & Suites Newport News (Oyster Point)
2.5 star property
Central Newport News
8.8 out of 10, Excellent, (597 reviews)
"Staff friendly and room was immaculate. Bed comfortable and quiet . "
United States
Jeffrey
The price is NT$2,957
NT$3,433 total
includes taxes & fees
Mar 30 - Mar 31
Hampton Inn & Suites Newport News (Oyster Point)

Smithfield Station

Smithfield Station
3.0 star property
Smithfield
8.8 out of 10, Excellent, (486 reviews)
"Beautiful hotel, friendly staff in a great location. Highly recommend and look forward to staying there again."
United States
Kirk
Smithfield Station

The Landing at Hampton Marina, Tapestry Collection by Hilton

The Landing at Hampton Marina, Tapestry Collection by Hilton
3.5 star property
Downtown Hampton
8.0 out of 10, Very Good, (1,006 reviews)
"Staff was very attentive, clean and comfortable room. Beautiful view. "
United States
Dana
The price is NT$2,793
NT$3,276 total
includes taxes & fees
Apr 7 - Apr 8
The Landing at Hampton Marina, Tapestry Collection by Hilton

Comfort Suites Airport

Comfort Suites Airport
2.5 star property
Central Newport News
8.8 out of 10, Excellent, (1,008 reviews)
"Breakfast, room, staff and location to airport were excellent!"
United States
Sarah
The price is NT$2,988
NT$3,468 total
includes taxes & fees
Mar 29 - Mar 30
Comfort Suites Airport

Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center
3.5 star property
Coliseum Central
8.6 out of 10, Excellent, (1,304 reviews)
"Excellent place to stay!"
United States
Donald
The price is NT$2,853
NT$3,345 total
includes taxes & fees
Mar 25 - Mar 26
Embassy Suites by Hilton Hampton Convention Center

Quality Inn & Suites Franklin

Quality Inn & Suites Franklin
2.5 star property
Franklin
7.2 out of 10, Good, (227 reviews)
"The room was just average."
United States
Diane
The price is NT$2,155
NT$2,552 total
includes taxes & fees
Apr 12 - Apr 13
Quality Inn & Suites Franklin

Springhill Suites by Marriott Hampton Coliseum

Springhill Suites by Marriott Hampton Coliseum
3.0 star property
Briarfield
8.0 out of 10, Very Good, (1,001 reviews)
"Great and safe place to stay"
United States
janet
The price is NT$2,591
NT$3,044 total
includes taxes & fees
Mar 29 - Mar 30
Springhill Suites by Marriott Hampton Coliseum

Days Inn by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake
2.0 star property
Chesapeake
5.2 out of 10, (677 reviews)
"Its not even days inn anymore "
United States
Jake
The price is NT$1,899
NT$2,248 total
includes taxes & fees
Mar 25 - Mar 26
Days Inn by Wyndham Chesapeake

Hilton Garden Inn Newport News

Hilton Garden Inn Newport News
3.0 star property
Central Newport News
9.0 out of 10, Wonderful, (780 reviews)
"Nice, quiet, spacious place. Good people."
United States
Jingbo Louise
The price is NT$2,591
NT$3,012 total
includes taxes & fees
Apr 19 - Apr 20
Hilton Garden Inn Newport News

Towneplace Suites By Marriott Newport News Airport

Towneplace Suites By Marriott Newport News Airport
2.0 star property
Central Newport News
The price is NT$4,852
NT$5,498 total
includes taxes & fees
Apr 5 - Apr 6
Towneplace Suites By Marriott Newport News Airport
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.
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Stay near popular Windsor attractions

Top Windsor Hotel Reviews

More cheap stays in Windsor

Hotels in Windsor with star-rating

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Windsor offers a variety of outdoor activities, from exploring urban parks to enjoying scenic lakes, perfect for nature lovers.
  • Family-Friendly Attractions: The town features an amusement park and shopping malls, ensuring fun experiences for families.
  • Historical Charm: Visit nearby Windsor Castle to immerse yourself in the region's rich history and culture.
  • Relaxing Wine Tastings: Enjoy delightful wine tastings and picnics in picturesque spots around Windsor.
  • Welcoming Accommodations: Find a range of cozy, pet-friendly hotels and motels tailored for every traveler.

Find great hotels near Windsor

Discover a range of welcoming accommodations in Windsor, Virginia, perfect for every type of traveler. Whether you're seeking a cozy motel or a comfortable hotel, you'll find pet-friendly options and facilities designed for business travelers. Experience an LGBTQIA-friendly atmosphere while enjoying your stay in this charming town. Explore the best available hotels in Windsor that cater to your needs for a memorable vacation experience.

  • Comfort Suites Suffolk - Chesapeake: This hotel offers a welcoming atmosphere perfect for both business travelers and families. Located 27.4km from Windsor, Comfort Suites prides itself on spacious accommodations and family-friendly amenities. Guests can enjoy complimentary cribs for little ones, making it an ideal choice for those traveling with children. The property also features a business center, meeting rooms, and free Wi-Fi, ensuring that every need is met. With a complimentary breakfast and convenient access to local attractions, Comfort Suites Suffolk - Chesapeake is a great pick for a comfortable stay.
  • Extended Stay America Select Suites - Chesapeake - Churchland Blvd: Situated 30.6km from Windsor, this hotel is perfect for pet lovers looking to enjoy a hassle-free vacation with their furry friends. Extended Stay America Select Suites offers pet-friendly accommodations, allowing guests to bring along their beloved pets with minimal restrictions. The property features a fully equipped kitchen in every suite, making it ideal for longer stays or those who prefer home-cooked meals. With its casual atmosphere and essential amenities, it’s a versatile choice for travelers seeking comfort and convenience.
  • Sleep Inn & Suites Chesapeake - Portsmouth: This hotel is designed for travelers on business, located 30.6km from Windsor. Sleep Inn & Suites offers a modern and professional environment, complete with facilities like a business center and meeting spaces. Guests appreciate the comfortable rooms equipped with essential amenities and complimentary breakfast, perfect for fueling up before a busy day. Situated near key business hubs and local attractions, this hotel is a practical choice for professionals looking to balance work and leisure during their stay.

Where to stay in and around Windsor

Windsor, Virginia, offers a charming blend of family-friendly attractions and peaceful surroundings. Visitors can enjoy outdoor activities and explore the rich history of the region. Nearby cities provide easy access to delightful restaurants and scenic excursions, making it an ideal spot for romantic getaways or family vacations. With its welcoming atmosphere, Windsor invites travelers to experience both relaxation and adventure, all just a short drive from the excitement of New York.

  • Suffolk: A vibrant city located 17.7km from Windsor, Suffolk offers a delightful mix of family-friendly activities and outdoor adventures. Known for its year-round accessibility, the city sees a peak in visitors during the spring and summer months, especially from April through July. Here, you can enjoy an exciting shopping experience at various malls and centers, stroll along the scenic boardwalk, or take in the local tourist precinct. Notable attractions include beautiful beaches that provide a perfect backdrop for relaxation and family outings.
  • Isle of Wight: Nestled within the Windsor area, Isle of Wight is a charming village that attracts visitors with its stunning scenery and outdoor recreational opportunities. The peak season runs from June to August, making it an ideal summer destination. Families can enjoy activities such as golfing and visiting local recreation parks. Additionally, the village is close to picturesque rivers and family-friendly beaches, ensuring a memorable experience for all ages. Whether you’re looking to unwind or explore, Isle of Wight has something for everyone.
  • Zuni: Just 9.7km from Windsor, Zuni is another quaint village that draws visitors with its outdoor charm and family-oriented vibe. With a moderate influx of travelers during the summer months, Zuni offers a variety of activities including golfing and shopping. The village is home to lovely urban parks and nearby national state parks, making it a perfect spot for nature lovers and families alike. Enjoy the relaxed atmosphere while exploring the local educational venues and vibrant community spaces.

Things to do near Windsor

Windsor, Virginia, is perfect for outdoor, family, and romantic vacations. Visitors can enjoy attractions like the boardwalk, an amusement park, and shopping mall centers. Don’t miss the chance for delightful wine tastings and relaxing picnics in scenic spots. Whether you're seeking adventure or leisure, Windsor offers a variety of activities to create memorable experiences.

Shopping

In Windsor, visit the Planters Peanut Center for unique gifts. If you're up for a drive, the Smithfield Farmers Market, located 20.9km away, offers a vibrant atmosphere with local produce and crafts. The Peanut Patch, 29.0km away, is another great stop for delightful souvenirs.

Recreation

At Carrollton Nike Park, enjoy serene walking trails and picnic areas that promote relaxation. Riverfront Golf Club offers an invigorating golfing experience amidst lush landscapes, perfect for outdoor enthusiasts. Huntington Park features peaceful walking paths and tranquil spots for meditation, making it an ideal retreat for wellness seekers.

Adventure

Experience the thrill of motor racing at Langley Speedway, located 45.1km from Windsor, where adrenaline meets speed. For a scenic adventure, hike the Greensprings Greenway Interpretative Trail, situated 48.3km away, and immerse yourself in nature. Tennis enthusiasts can enjoy the Huntington Park Tennis Center, just 35.4km from Windsor.

Nightlife

In Windsor, the nightlife features the charming Commodore Theatre, perfect for a romantic movie night. For family fun, head to Bounce House, where adventure awaits at the arcade. For a whimsical experience, the Buckroe Beach Carousel provides a delightful amusement ride, just a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor

To save money on your trip to Windsor, Virginia, consider visiting between December and February when prices are lower, especially on Tuesdays, the cheapest day to stay. Avoid Saturdays to sidestep higher rates. Utilize Expedia’s search tool to find great hotel deals by sorting prices from lowest to highest. Combining your hotel stay with flights and activities in an Expedia package can lead to additional savings. Look for free activities in the area to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windsor are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windsor is Tuesday. The most expensive day to stay in Windsor is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor with your flights and activities through an Expedia package.

Find the best attractions in and around Windsor

Windsor, Virginia, is perfect for outdoor enthusiasts, families, and couples seeking a romantic getaway. Visitors can explore urban parks, scenic lakes, and a welcoming visitor center, all offering cultural and family-oriented experiences. A must-see attraction nearby is Windsor Castle, which adds historical charm to your trip. Enjoy a delightful blend of nature and culture in this charming town.

  • Lake Prince: Experience the serene beauty of Lake Prince, located 11.3km from Windsor. This picturesque lake offers a relaxing beach atmosphere perfect for outdoor activities, romantic picnics, and breathtaking scenic views, making it an ideal spot for nature lovers.
  • Boykin's Tavern: Immerse yourself in local history at Boykin's Tavern, situated in Windsor. This historic building showcases the rich culture of the area and provides a glimpse into the past, making it a must-visit for history enthusiasts.
  • Suffolk Center for Cultural Arts: Just 17.7km away, the Suffolk Center for Cultural Arts is a vibrant arts center that hosts various cultural events and exhibitions. Enjoy the artistic atmosphere and discover the creativity that thrives in this community hub.

Best time to go to Windsor

The best time to visit Windsor can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windsor falls in July, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Windsor falls in January, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.1°F (4.5°C)Light RainMostly SunnyLowSlightly Low
February43.5°F (6.4°C)Light RainMostly SunnyAverageSlightly Low
March49.5°F (9.7°C)Light RainMostly SunnyAverageAverage
April59.2°F (15.1°C)Light RainMostly SunnyAverageAverage
May67.5°F (19.7°C)Light RainMostly SunnyAverageAverage
June75.0°F (23.9°C)Light RainMostly SunnyHighSlightly High
July79.2°F (26.2°C)Light RainMostly SunnyHighSlightly High
August77.5°F (25.3°C)Light RainMostly SunnyAverageSlightly High
September72.5°F (22.5°C)Light RainMostly SunnyHighAverage
October62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
November51.6°F (10.9°C)Light RainMostly SunnyLowAverage
December45.3°F (7.4°C)Light RainMostly SunnyLowSlightly Low

The nearest major airports for your trip to Windsor

When visiting Windsor, Virginia, you have several airport options. Richmond International Airport (RIC) is 93.3km away, with nearby hotels like The Jefferson Hotel and Omni Richmond Hotel, both within 11.3km. Newport News-Williamsburg International Airport (PHF) is 41.8km from Windsor, offering hotels such as Kingsmill Resort and DoubleTree by Hilton Williamsburg, both around 19.3km away. Norfolk International Airport (ORF) is 49.9km from Windsor, with accommodations like Delta Hotels by Marriott Virginia Beach Waterfront Suites and The Founders Inn and Spa, both within 12.9km. Each airport provides convenient access to these hotels for a smooth travel experience.

Frequently asked questions

What's the best place to stay in Windsor?
Embassy Suites by Hilton Hampton Convention Center, located 25.5 mi (41 km) from the heart of Windsor, is a top choice for your stay based on our traveler data. Two other options for your trip to the area are Norfolk Waterside Marriott and Sheraton Norfolk Waterside Hotel. See all available top hotels, or vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes! Most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
Where can I learn more about changing or cancelling my trip to Windsor?
To access more information about changing or cancelling your trip to Windsor, click here.
What's the best place to stay near Norfolk International Airport (ORF)?
Red Roof Inn Virginia Beach - Norfolk Airport is a popular hotel, featuring an outdoor pool and free WiFi. It's located a short 1.6 mi (2.7 km) from Norfolk Intl. Airport. Other good choices within close proximity to the airport include Comfort Inn & Suites Virginia Beach - Norfolk Airport and Americas Best Value Inn Norfolk Airport Area.
What is staying in Windsor like?
Visitors to Windsor are sure to find plenty to explore and enjoy. There are 354 hotels and other accommodations in the surrounding area. Find out more about Windsor.
What should I do while I'm visiting Windsor?
A couple of favorite places to visit are Lake Prince and Boykin's Tavern. You'll also find Planters Peanut Center and Chesapeake Square Mall in the area. Check out what more to see and do in Expedia's Windsor guide.
What's the weather like in Windsor?
The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 45°F. Average annual precipitation for Windsor is 52 inches.

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