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Our top choices for Windsor hotels

A hotel room with a large window, a bed with white linens, two bedside lamps, and a patterned wall.
An outdoor patio area with glass tables and chairs, potted plants, and umbrellas.
A spacious lobby with a central seating area, a reception desk, and multiple levels with balconies.
A hotel lobby with a grand staircase, a reception desk, and a large wall with a blue illuminated panel.

1. Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center
Coliseum Central
United States
Kay
$98 nightly
$114 total
Oct 4 - Oct 5
Total with taxes and fees
Embassy Suites by Hilton Hampton Convention Center
An aerial view of a resort with a large swimming pool, a water slide, and multiple lounge areas with umbrellas.
An outdoor dining area with tables and chairs, a view of the sea, and a glass door leading to an interior space.
A waterfront property with a marina, a covered outdoor seating area, and a building with a modern design.
A golf course with a water body, trees, and a building in the background.

2. Kingsmill Resort

Kingsmill Resort
Kingsmill
United States
Kim
$222 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
Kingsmill Resort
An indoor swimming pool with clear blue water, lounge chairs, and a view of a stone building and greenery outside.
A modern kitchen with dark cabinets, a marble floor, and various food items displayed on the counter.
A modern gym with cardio machines, weightlifting equipment, and large windows offering a view of greenery.
A spacious hotel lobby with high ceilings, large windows, and modern furnishings.

3. DoubleTree by Hilton Williamsburg

DoubleTree by Hilton Williamsburg
Williamsburg
United States
Tiffany
$106 nightly
$120 total
Oct 20 - Oct 21
Total with taxes and fees
DoubleTree by Hilton Williamsburg
A modern lobby with a reception desk, a staircase, and seating areas.
A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a television on a wooden panel wall.
A hotel room with a large bed, a nightstand, a wall-mounted lamp, and a window with curtains.
A Comfort Inn & Suites hotel with a brick facade, multiple windows, and a well-maintained lawn.

4. Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum
Coliseum Central
United States
Patrick
$83 nightly
$98 total
Oct 18 - Oct 19
Total with taxes and fees
Comfort Inn & Suites Hampton near Coliseum
A Comfort Suites hotel with a central entrance, brick exterior, and a distinctive crescent moon logo.
A reception area with a blue sofa, a tufted bench, a reception desk, and a patterned floor.
An indoor swimming pool with a tiled floor, surrounded by seating areas and windows.
A modern restaurant with hexagonal patterned flooring, wooden tables and chairs, a central bar area, and a fireplace.

5. Comfort Suites Airport

Comfort Suites Airport
Central Newport News
United States
JERRINA
$93 nightly
$108 total
Oct 15 - Oct 16
Total with taxes and fees
Comfort Suites Airport
A modern lounge area with a large window overlooking a marina, featuring leather seating and a round wooden table.
A bar area with green upholstered bar stools, a wooden bar counter, and a variety of liquor bottles.
A restaurant with a view of a marina, featuring wooden tables and chairs, a brick wall, and large windows.
A hotel room with two beds, a red chair, a large window with a view of a body of water and buildings, and a wall with motivational quotes.

6. The Landing at Hampton Marina, Tapestry Collection by Hilton

The Landing at Hampton Marina, Tapestry Collection by Hilton
Downtown Hampton
United States
Jeanne
$114 nightly
$133 total
Oct 1 - Oct 2
Total with taxes and fees
The Landing at Hampton Marina, Tapestry Collection by Hilton
An outdoor patio with wicker furniture, a stone wall, and string lights.
A modern Hyatt Place hotel with a covered entrance, well-maintained landscaping, and a clear sky at dusk.
A hotel room with a bed, a desk, a sofa, and a painting on the wall.
A modern restaurant with a bar area, multiple seating options including round tables and booths, and a view of the outdoors through large windows.

7. Hyatt Place Hampton Convention Center

Hyatt Place Hampton Convention Center
Coliseum Central
United States
Stephanie
$106 nightly
$124 total
Oct 11 - Oct 12
Total with taxes and fees
Hyatt Place Hampton Convention Center
A modern hotel room with a bed, sofa, and a painting on the wall.
A multi-story hotel with a parking lot, a blue building with 'Your Space' signage, and a white building with orange accents.
A gym with treadmills, weight machines, and a brick wall.
A modern hotel room with a kitchenette, a bed, a window with curtains, and a view of the outdoors.

8. YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
Western Branch North
United States
Dora
$92 nightly
$108 total
Oct 25 - Oct 26
Total with taxes and fees
YourSpace Hotels Chesapeake
A hotel room with a large bed, a desk with a chair, a TV mounted on the wall, and a bedside table with a phone.
A breakfast station with a flat-top griddle, a coffee machine, and a sign directing to the pan-cake area.
A reception area with a stone wall backdrop, a digital display, and a wooden reception desk.
A hotel room with a kitchenette including a coffee maker, microwave, and oven. There is a bed with a nightstand, a lamp, and a small table. The room has a blue carpet and wooden walls.

9. Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG
Williamsburg
United States
Faye
$87 nightly
$103 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Express Williamsbrg Busch Gardens Area by IHG
An outdoor patio with a gazebo, seating area, and grill.
A gym with treadmills, weight machines, and exercise mats.
A hotel room with a bed, bedside table, lamp, TV, and a dining area with chairs and a table.
A modern living room with a gray sofa, a coffee table, and a dining area with a kitchen in the background.

10. Sonesta Simply Suites Hampton

Sonesta Simply Suites Hampton
Hampton
United States
Christopher
$93 nightly
$109 total
Sep 30 - Oct 1
Total with taxes and fees
Sonesta Simply Suites Hampton
A modern lobby with a grand piano, a high ceiling, and a contemporary chandelier.
A spacious atrium with high ceilings, large windows, and modern furniture.
A modern interior with a staircase, a glass table, and hanging spherical lights.
A hotel room with a large bed, a desk with a TV, a chair, a small table, and a window with a view.

11. Holiday Inn Newport News - Hampton by IHG

Holiday Inn Newport News - Hampton by IHG
Central Newport News
United States
Dunford
$97 nightly
$113 total
Sep 30 - Oct 1
Total with taxes and fees
Holiday Inn Newport News - Hampton by IHG
A hotel lobby with multiple dining tables and chairs, a fireplace, and a blue wall with framed pictures.
A hotel room with a large bed, two bedside lamps, a chair, and a desk.
A coffee station with two coffee machines, a coffee press, and various coffee-related items on a counter.
A spacious lobby with a reception desk, a staircase, and a glass door entrance.

12. Holiday Inn Express Hotel & Suites Suffolk by IHG

Holiday Inn Express Hotel & Suites Suffolk by IHG
Suffolk
United States
Tracey
$99 nightly
$114 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Express Hotel & Suites Suffolk by IHG
A conference room with a long table, red upholstered chairs, and orange pendant lights.
A hotel room with a wooden floor, a bed, a desk, a chair, a bathroom with a shower, and a mirror.
A gym with exercise equipment, a red exercise ball, and a motivational sign.
A Hampton Inn hotel with a brick facade, multiple windows, and a clear entrance.

13. Hampton Inn Suffolk

Hampton Inn Suffolk
Suffolk
United States
Eileen
$114 nightly
$131 total
Oct 20 - Oct 21
Total with taxes and fees
Hampton Inn Suffolk
A reception area with a reception desk, a clock, and a wall-mounted sign that reads "Microtel Inn".
A multi-story building with a brick facade and beige accents, featuring multiple windows and a parking lot.
A hotel room with a treadmill, a desk, a chair, and a large window with blinds.
Two double beds with wooden headboards, a bedside table with a lamp, and a window with curtains.

14. Microtel Inn by Wyndham Newport News Airport

Microtel Inn by Wyndham Newport News Airport
Central Newport News
United States
Shainna
$50 nightly
$59 total
Oct 1 - Oct 2
Total with taxes and fees
Microtel Inn by Wyndham Newport News Airport
A two-story building with a covered patio area, a sign indicating '1619 Wine Pavilion', and a pathway leading to the entrance.
A pool area with lounge chairs and a brick building in the background.
A courtyard with a fountain, brick walls, and a staircase leading to an upper level.
A cozy living room with a stone fireplace, a leather sofa, and a vase of flowers.

15. Wedmore Place

Wedmore Place
Williamsburg
United States
Margarita
$180 nightly
$204 total
Sep 27 - Sep 28
Total with taxes and fees
Wedmore Place
A circular stone fire pit with a fire burning, surrounded by outdoor seating including a sofa and chairs, under a night sky.
A Courtyard Marriott hotel with a modern design, featuring a prominent entrance with a covered walkway and a landscaped area in front.
A modern lobby with seating areas, a reception desk, and a large abstract artwork on the wall.
A hot tub with a tiled edge and a metal ladder.

16. Courtyard by Marriott Newport News Airport

Courtyard by Marriott Newport News Airport
Central Newport News
United States
Alicia
$83 nightly
$97 total
Sep 28 - Sep 29
Total with taxes and fees
Courtyard by Marriott Newport News Airport
A modern kitchen with a central island, dark wooden cabinets, and a stone backsplash.
A gym with exercise equipment, dumbbells, and a treadmill.
A hotel room with a large bed, a desk, a chair, and a sofa. There is a window with a view of buildings outside.
A Comfort Inn hotel with a brick building, a parking lot, and a signboard.

17. Comfort Inn Newport News - Hampton I-64

Comfort Inn Newport News - Hampton I-64
Central Newport News
United States
Jaime
$89 nightly
$104 total
Oct 4 - Oct 5
Total with taxes and fees
Comfort Inn Newport News - Hampton I-64
A modern courtyard with white furniture, a central seating area, and a small lawn.
A reception desk with a blue wall, a white counter, and dark cabinets. There is a vase with white flowers on the counter.

18. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
Suffolk
United States
Karen
$119 nightly
$137 total
Oct 12 - Oct 13
Total with taxes and fees
stayAPT Suites Suffolk-Chesapeake
A row of two-story houses with brick and white siding, featuring front porches and chimneys.
A spacious living room with a high ceiling, a dining area with a glass table, and a staircase leading to another level.
A swimming pool with a gazebo, multiple lanes, and lounge chairs.

19. Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort
Williamsburg
United States
Jessica
$121 nightly
$138 total
Oct 25 - Oct 26
Total with taxes and fees
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort
A hotel room with a large window, a bed, a bedside table with two glasses, and a patterned carpet.
A restaurant with red chairs, a bar area with shelves of bottles, and a tiled floor.
A bar area with red bar stools, a variety of bottles and glasses on shelves, and a counter with a cash register.
A hotel lobby with a reception desk, seating area, and a large flat-screen TV.

20. SpringHill Suites Marriott Norfolk Old Dominion University

SpringHill Suites Marriott Norfolk Old Dominion University
Norfolk
United States
Nekita
$127 nightly
$149 total
Sep 29 - Sep 30
Total with taxes and fees
SpringHill Suites Marriott Norfolk Old Dominion University
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Where to stay in and around Windsor

Windsor offers a charming escape for outdoor enthusiasts and families alike. Explore the scenic beauty of the Windsor area, or venture to downtown Luray for delightful excursions. Enjoy a romantic atmosphere with friendly locals, perfect for creating lasting memories on your vacation.
A traditional windmill with a white door and windows, surrounded by lush greenery and a clear sky.
A person rowing a boat on a misty lake with a tree and a sunlit sky in the background.
A person in a boat on a misty lake with trees on the banks and a bright sun in the background.
A person paddling a canoe on a calm body of water with mist and sunlight in the background.
A misty lake at sunrise with trees reflected on the water.

Suffolk

For travelers looking for a memorable trip, Suffolk offers a delightful blend of outdoor adventures and cultural experiences. Families and weekend getaway seekers will find the charming Suffolk Seaboard Station Railroad Museum, the serene Lake Drummond, and the vibrant Suffolk Center for Cultural Arts all within easy reach. With about 11 miles separating Suffolk from Windsor, it serves as a great base for exploring the area while enjoying attractions like the local boardwalk and shopping centers. Suffolk is an excellent choice for your next hotel booking.

Isle of Wight

Experience the charm of Isle of Wight, a fantastic hub for families and nature enthusiasts looking to explore the beautiful landscapes and attractions of Windsor, Virginia. With top spots like Windsor Castle Park and the Isle of Wight County Museum nearby, visitors can enjoy outdoor activities, local history, and serene beach views. Ideally located, Isle of Wight makes it easy to access shopping and dining options, making it a smart choice for your next vacation stay.

Zuni

Families and nature enthusiasts will love Zuni, known for its charming outdoor experiences and family-friendly activities. This quaint village offers access to attractions like the historic Boykin's Tavern and the serene Lake Prince, perfect for a weekend getaway. With a blend of urban parks and event venues like the Airfield Conference Center, Zuni provides a variety of leisure options. Just about 6 miles from Windsor, Zuni is a smart choice for your vacation stay, ensuring both relaxation and adventure are within reach.

Carrsville

Ideally situated for family and nature enthusiasts, Carrsville offers a charming getaway with easy access to scenic outdoor experiences. Visitors can enjoy local attractions like Camptown Park, perfect for picnics and play, while the nearby lake and beach provide a tranquil escape. With moderately seasonal traveler arrivals, summer is a vibrant time to explore. Located about 7 miles from Windsor, Carrsville is a smart choice for budget-conscious travelers seeking a peaceful retreat.

Ivor

Travelers visiting the area often choose Ivor, especially families and nature enthusiasts seeking a blend of outdoor adventure and historical charm. This quaint city offers access to attractions like the scenic Windsor Castle Park, the intriguing Boykin's Tavern, and the versatile Airfield Conference Center, making it a perfect spot for a variety of activities. Situated about 10 miles from Windsor, Ivor provides a welcoming atmosphere that makes it a smart choice for your stay.

Stay near popular attractions in and around Windsor

Discover the charm of Windsor, where outdoor adventures and family-friendly attractions await. Explore beautiful parks, visit local landmarks, and enjoy the scenic beauty of the nearby Isle of Wight and Hampton Roads, making your stay an unforgettable blend of culture and nature.
A large brick building with a central entrance, surrounded by a paved walkway and trees.

Suffolk Center for Cultural Arts

8.0/10 (43 reviews)
No trip is complete without a visit to the Suffolk Center for Cultural Arts, a vibrant hub for art and culture. Just 11 miles by car from Windsor, this center offers unique exhibitions and programs that celebrate local talent. Staying nearby gives you easy access to a rich cultural experience.
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A calm lake reflecting the sky and trees.

Windsor Castle Park

9.0/10 (12 reviews)
Perfectly suited for families and outdoor enthusiasts, Windsor Castle Park offers a serene escape with its picturesque landscapes and city vibes. Just 13 miles away from Windsor, this urban park provides a delightful experience for visitors looking to enjoy nature and recreational activities, making it a convenient base for your adventures.
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Lake Prince

7.0/10 (8 reviews)
Experience the best of outdoor romance at Lake Prince, a picturesque destination perfect for nature lovers. Enjoy scenic views and beach vibes as you unwind by the water. Located about 7 miles from Windsor, it’s an ideal spot to relax and soak in the natural beauty of Virginia.
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Boykin's Tavern

8.0/10 (1 review)
Considered a central hub for history buffs, Boykin's Tavern in Windsor offers a unique glimpse into Virginia's past. This historic building exudes cultural charm, making it an ideal spot to explore local heritage. Situated within Windsor, it’s a convenient base for visitors looking to enjoy the town’s attractions.
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Suffolk Seaboard Station Railroad Museum

7.4/10 (12 reviews)
Ideal for travelers interested in railway history, the Suffolk Seaboard Station Railroad Museum offers a unique glimpse into the region's cultural heritage. Located about 11 miles by car from Windsor, this museum is a convenient stop for those exploring the area, making it an enriching addition to your itinerary.
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St. Luke's Church

8.4/10 (7 reviews)
An essential stop for history lovers, St. Luke's Church in Carrollton, Virginia, offers a glimpse into the region's rich cultural heritage. With its unique architectural features and serene atmosphere, the church is about 13 miles from Windsor, making it a convenient visit during your stay.
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Riddick's Folly House Museum

7.0/10 (8 reviews)
Culture seekers will enjoy the simplicity of exploring Riddick's Folly House Museum, a historic house that showcases rich local history and unique architectural features. Located about 11 miles by car from Windsor, it offers easy access to a captivating glimpse of the past, making it a convenient stop during your visit.
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Isle of Wight County Museum

8.0/10 (6 reviews)
A must-see for history buffs, the Isle of Wight County Museum in Smithfield offers a fascinating glimpse into local culture and heritage. Located about 13 miles from Windsor, it provides easy access for those looking to explore Virginia's rich past, making it a convenient addition to your itinerary.
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Top Windsor Hotel Reviews

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

8/10 Good
"As I was looking through the hotels that came across this hotel. One difference about this hotel was the fact that it has a washer and a dryer in the room which I have never seen any hotel ever have this inside the room. The room was very clean. Hotel was pet friendly. One thing I didn’t care for was the fact that it didn’t have a lot of room for dogs to walk around, even though they did have a huge gated area if you chose to let your dog run around in there, which I didn’t really do since it was raining most of the time for that one night I stayed once you walk in you can see that they have pretty much everything you could think of for your hotel stay right in the front area as you walk in. One thing that I had gotten misunderstood was that I thought the lady at the desk said the door would be locked at 8 PM and that would have to go around to a different door to get back in. You only need your key to get back in the front door."
Michael 1-night trip
Posted 9 hours ago
YourSpace Hotels Chesapeake
Hyatt Place Hampton Convention Center

Hyatt Place Hampton Convention Center

10/10 Excellent
"Very clean property ,Gym works the AC was not working on day 1 but it was fixed the next day and breakfast have a variety of foods to choose from."
Rahab 2-night trip
Posted 10 hours ago
Hyatt Place Hampton Convention Center
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

10/10 Excellent
"It was incredible, beautiful room, tasty food and delicious libations!"
Douglas 3-night trip
Posted 18 hours ago
Embassy Suites by Hilton Hampton Convention Center
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

10/10 Excellent
"Overall the staff was very friendly, the room was clean and breakfast was included do that was a plus."
Kerelle 1-night trip
Posted 19 hours ago
Comfort Inn & Suites Hampton near Coliseum
Courtyard by Marriott Newport News Airport

Courtyard by Marriott Newport News Airport

10/10 Excellent
"Need complimentary breakfast"
Mahogany 2-night trip
Posted 1 day ago
Courtyard by Marriott Newport News Airport
Comfort Suites Airport

Comfort Suites Airport

10/10 Excellent
"I was pleasantly surprised to find the room truly clean.Well maintained- updated furniture,bedspreads, paint on walls not scuffed or dirty. Shades not dusty or stained. Completely satisfied and thankful for a great overnite stay. Staff was pleasant!"
delece 1-night trip
Posted 2 days ago
Comfort Suites Airport
Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel

10/10 Excellent
"Excellent options to choose from especially the made to order omelet and waffles"
Jeanice 2-night trip
Posted 2 days ago
Renaissance Portsmouth-Norfolk Waterfront Hotel
Kingsmill Resort

Kingsmill Resort

8/10 Good
"We enjoyed the property. We choice the room on expedia website expecting one of the larger room apartment style rooms but we ended up with a smaller hotel room. You have to pay an extra fee if you want a 1 bedroom room. Wasn't fully clear based on pictures. We could hear the other guest at night. Visited the eagle restaurant. Staff were very pleasant and accommodating. The light fixtures outdide above the tables has lots of spider web's. Need to be cleaned. The room was clean. Air conditioner was noisy. Enjoyed our stay otherwise. Gym and pools were great. The pump for the lazy river and hot tubs were not on, but sgaun still enjoyed our stay."
Kim 2-night trip
Posted 4 days ago
Kingsmill Resort

More cheap stays in Windsor

James River Inn & Suites

James River Inn & Suites

6045 Jefferson Ave Newport News VA
$61 nightly
$71 total
Sep 27 - Sep 28
Total with taxes and fees
6/10 (216 reviews)
James River Inn & Suites
Key West Inn - Newport News

Key West Inn - Newport News

11845 Jefferson Ave Newport News VA
$70 nightly
$82 total
Sep 27 - Sep 28
Total with taxes and fees
Key West Inn - Newport News
Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth

3280 Western Branch Blvd Chesapeake VA
$71 nightly
$84 total
Oct 25 - Oct 26
Total with taxes and fees
6.8/10 (691 reviews)
Sleep Inn & Suites Chesapeake - Portsmouth
Comfort Suites Airport

Comfort Suites Airport

12570 Jefferson Ave Newport News VA
$93 nightly
$108 total
Oct 15 - Oct 16
Total with taxes and fees
8.8/10 Excellent! (1,140 reviews)
Comfort Suites Airport
Quality Inn & Suites Olde Town

Quality Inn & Suites Olde Town

347 Effingham St Portsmouth VA
$94 nightly
$111 total
Sep 27 - Sep 28
Total with taxes and fees
Quality Inn & Suites Olde Town
stayAPT Suites Hampton

stayAPT Suites Hampton

2122 Hartford Rd Hampton VA
$119 nightly
$139 total
Sep 27 - Sep 28
Total with taxes and fees
9.2/10 Wonderful! (20 reviews)
stayAPT Suites Hampton

Hotels in Windsor with star-rating

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Enjoy scenic boardwalks and family-friendly activities in Windsor's beautiful outdoor spaces.
  • Local Attractions: Explore historic houses, arts centers, and amusement parks that cater to all ages.
  • Topgolf Experience: Visit nearby Virginia Beach for a fun, competitive outing at Topgolf.
  • Southern Hospitality: Experience the warm, welcoming atmosphere that Windsor is known for.
  • Diverse Accommodations: Choose from a variety of hotels, including pet-friendly and LGBTQIA-friendly options.

Find great hotels near Windsor

Discover the charm of Windsor, Virginia, where a variety of lodging options await to ensure a comfortable stay. Whether you're looking for pet-friendly hotels, convenient motels, or accommodations that embrace LGBTQIA travelers, Windsor has something for everyone. With a focus on business travel amenities, you'll find the perfect place to unwind after a day of exploring this delightful area. Start your vacation by choosing from the best hotels in Windsor for an unforgettable experience.

  • Comfort Suites Suffolk - Chesapeake: This budget-friendly hotel caters to families and business travelers alike, providing a comfortable and convenient stay just 17 miles from Windsor. Known for its spacious suites, Comfort Suites offers amenities such as free cribs for children, making it an excellent choice for families. Guests appreciate the welcoming atmosphere and the hotel's commitment to service, which includes a complimentary breakfast to start your day right. With easy access to local attractions and business centers, it's an ideal base for both leisure and work-related trips.
  • Extended Stay America Select Suites - Chesapeake - Churchland Blvd: Perfect for those traveling with pets, this budget-friendly hotel is located 19 miles from Windsor. Extended Stay America allows pets on the property, making it a great option for travelers who don’t want to leave their furry companions behind. The hotel features essential amenities for long-term stays, including kitchen facilities in each suite, allowing guests to prepare their own meals. With a pet-friendly policy that includes restrictions and waived fees for service animals, this hotel combines comfort with convenience for both you and your pet.
  • Sleep Inn & Suites Chesapeake - Portsmouth: This budget-friendly hotel, situated 19 miles from Windsor, is designed with business travelers in mind. Sleep Inn & Suites offers modern accommodations that make it easy to unwind after a long day of meetings. Guests can enjoy features like a well-equipped business center and complimentary Wi-Fi, along with a hearty breakfast to fuel your day. The hotel’s convenient location means that you're close to major business hubs and local attractions, making it an excellent choice for work-related trips and leisurely exploration.

Where to stay in and around Windsor

Windsor, Virginia, offers a delightful blend of outdoor adventures and Southern hospitality, making it perfect for family, romantic, or relaxing getaways. Explore scenic spots that showcase the heart of Virginia, all while enjoying the friendly atmosphere of this charming city. Nearby neighborhoods beckon with family-friendly excursions and unique experiences, ensuring your visit is filled with memorable moments and friendly faces. Discover the best Windsor has to offer during your vacation.

  • Suffolk: Located 11 miles away from Windsor, Suffolk is a vibrant city known for its family-friendly atmosphere and outdoor activities. Visitors can enjoy a variety of experiences, from leisurely strolls along the picturesque boardwalk to shopping at local centers and malls. The city’s peak tourist seasons in April and June to July bring a lively ambiance, making it an ideal time to explore its urban attractions. Don’t miss the local landmarks such as the scenic esplanade and nearby beaches, perfect for a romantic getaway or a fun family outing.
  • Isle of Wight: Nestled in the vicinity of Windsor, the village of Isle of Wight offers a charming escape with its beautiful scenery and outdoor adventures. The peak visiting months from June to August attract those seeking beach experiences and leisurely days in urban parks. Whether you want to play a round of golf or enjoy a peaceful day by the lake, Isle of Wight provides ample opportunities for relaxation and enjoyment. Its close-knit community and laid-back vibe make it a perfect spot for travelers looking to soak in the natural beauty of the area.
  • Zuni: Just 6 miles from Windsor, Zuni is a quaint village that beckons outdoor enthusiasts and families alike. With its peak visitor numbers from June to August, Zuni is a hub for recreational activities. Golfing, shopping, and exploring local parks are popular among visitors. Nature lovers will appreciate the nearby nature reserves, which offer a serene escape into the great outdoors. Zuni's friendly atmosphere and city-themed experiences make it an inviting destination for a day trip or a relaxing weekend getaway.

Things to do in Windsor

Windsor, Virginia, offers a delightful mix of outdoor activities perfect for family, romantic getaways, and fun outings. Visitors can enjoy the scenic boardwalk, explore a local amusement park, and shop at nearby stores. For a unique experience, consider a visit to Topgolf in Virginia Beach, which is great for family outings and friendly competition.

Shopping

In Windsor, browse local shops for unique gifts and souvenirs. If you're up for a drive, head to the nearby Chesapeake Square Mall, about 12 miles away, featuring a range of stores from popular brands to local boutiques, perfect for finding that special memento from your trip.

Recreation

In Windsor, the Windsor Wellness Retreat offers serene yoga sessions and holistic therapies to rejuvenate your mind and body. Nearby, the tranquil Lake Windsor provides opportunities for kayaking and leisurely walks, allowing you to connect with nature while enjoying peaceful surroundings.

Adventure

In Windsor, explore the scenic trails of the Windsor Castle Park for hiking and birdwatching. Experience kayaking on the Blackwater River, where you can paddle through tranquil waters surrounded by nature. Don’t miss the chance to visit local farms for fresh produce and unique adventures.

Nightlife

Experience the cozy vibe at The Corner Bar on Main Street, where you can enjoy classic cocktails and friendly chatter. For a lively night, check out the local bands at Windsor Live Music Venue, showcasing emerging talent with a fun atmosphere and great drinks.

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

Booking tips and Expedia advantages for Windsor

  • 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 May to July, 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 customize your options based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Windsor hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Windsor

Windsor, Virginia, offers a delightful mix of outdoor adventures and family-friendly activities, making it perfect for romantic getaways as well. Visitors can explore a variety of attractions, including historic houses, arts centers, and local landmarks. Whether you're seeking cultural experiences or outdoor fun, Windsor has something to cater to every traveler's interest.

  • Lake Prince: Located 7 miles from Windsor, Lake Prince offers a serene escape with its picturesque scenery. Enjoy outdoor activities like fishing, kayaking, or simply relaxing on the beach. It's a perfect spot for romantic picnics or peaceful walks along the shore, surrounded by nature's beauty.
  • Suffolk Center for Cultural Arts: Situated 11 miles away, this arts center is a cultural gem. It hosts a variety of performances, exhibitions, and workshops, making it a vibrant hub for local artists and art lovers alike. Immerse yourself in the rich cultural experiences it offers.
  • Boykin's Tavern: Nestled in Windsor, Boykin's Tavern is a historic building that reflects the town's heritage. Step back in time and explore its unique architecture and exhibits that showcase the local history and culture, making it a must-visit for history enthusiasts.

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 SunnyAverageSlightly High
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 SunnyAverageAverage
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

If you're planning a trip to Windsor, Virginia, you have several airport options. RIChmond International Airport (RIC) is 58 miles away, with nearby hotels like The Jefferson Hotel and Omni Richmond Hotel, both about 7 miles from the airport. NORFolk International Airport (ORF) is closer at 31 miles, featuring hotels such as Doubletree by Hilton Hotel Norfolk Airport, just 2 miles away. Lastly, Newport News-Williamsburg International Airport (PHF) is 26 miles from Windsor, with options including Kingsmill Resort and DoubleTree by Hilton Williamsburg, both 12 miles from the airport. Each airport offers convenient access to local accommodations for a comfortable stay.

Frequently asked questions

What is the best area to stay in Windsor?
The best area to stay in Windsor is directly within the town center due to its convenient access to local amenities and the surrounding natural attractions.The town center of Windsor offers a compact layout with several local establishments, including eateries and shops, situated primarily along the main thoroughfare, US-460. This area provides a central base for exploring the region's agricultural landscapes and outdoor activities.Couples looking for a relaxing getaway will appreciate staying in the town center. Its proximity to the Windsor Castle Park, a significant green space with walking trails and river access, makes it ideal for strolls and enjoying nature without extensive travel. The peaceful environment allows for a tranquil visit.For solo travelers, the town center offers practicality and easy access to local dining and services.
When is the best time to go to Windsor?
The best time to go to Windsor, Virginia, is during the spring (April to June) and fall (September to October) months.During these periods, the weather is pleasantly mild, making it ideal for exploring the natural beauty and outdoor activities Windsor offers. Temperatures are comfortable for walking, visiting local farms, or enjoying the scenic countryside without the extreme heat of summer or the chill of winter. This time of year also typically sees less rain, making for more consistent travel plans.For couples looking for a tranquil getaway, these seasons provide a serene backdrop for enjoying Windsor's quiet charm. You can take leisurely drives through the rural landscape, visit local vineyards, or explore nearby wildlife refuges in comfortable weather conditions.Families will also find these seasons favorable for outdoor excursions. The pleasant temperatures are great for visiting petting zoos, berry picking at local farms, or enjoying community events that often take place in spring and fall.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor.
How much is the nightly rate at a Windsor hotel?
Prices for hotels in Windsor often vary, but you can find a great deal from $56 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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