Windsor Hotels

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Our top choices for Windsor hotels

Stonewood Inn & Suites Carrollton - Smithfield

Stonewood Inn & Suites Carrollton - Smithfield
2.0 star property
Smithfield
5.6 out of 10, (154)
Relax in this welcoming hotel featuring complimentary WiFi and convenient self parking. Located close to Serendipity Meadworks and Carrollton Nike Park, this restful retreat offers garden views and easy access to regional transportation.

"Close to everything"
United States
Joseph
The price is P4,241
P4,707 total
includes taxes & fees
Jan 15 - Jan 16
Stonewood Inn & Suites Carrollton - Smithfield

Woodspring Suites Yorktown Newport News

Woodspring Suites Yorktown Newport News
2.5 star property
Yorktown
7.8 out of 10, Good, (229)
Explore Newport News from this hotel with free WiFi and parking. The 24-hour fitness center keeps workouts on schedule, while Hampton Coliseum and Fort Eustis are just a short drive away. Nearby attractions include Hampton Roads Iceplex and Regal Kiln Creek.

"Staff were very welcoming and friendly."
United States
Hilary
The price is P3,707
P4,270 total
includes taxes & fees
Jan 14 - Jan 15
Woodspring Suites Yorktown Newport News

Candlewood Suites Newport News/Yorktown by IHG

Candlewood Suites Newport News/Yorktown by IHG
2.5 star property
Central Newport News
8.4 out of 10, Very Good, (330)
This business-friendly Yorktown hotel offers a seasonal outdoor pool and fitness center with free WiFi and parking. Located near Hampton Roads Iceplex and Patrick Henry Mall, the hotel provides convenient access to Christopher Newport University and Langley Air Force Base.

"Pleasant stay. "
United States
Joel
The price is P4,716
P5,400 total
includes taxes & fees
Jan 25 - Jan 26
Candlewood Suites Newport News/Yorktown by IHG

Smithfield Station

Smithfield Station
3.0 star property
Smithfield
8.8 out of 10, Excellent, (480)
Enjoy a peaceful waterfront retreat with marina access, outdoor pool, and full-service restaurant. Located near Isle of Wight County Museum and Windsor Castle Park, this hotel offers free breakfast, WiFi, and parking for a comfortable stay.

"A beautiful room and view"
United States
Catherine
Smithfield Station

Days Inn by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake
2.0 star property
Chesapeake
5.0 out of 10, (652)
Set in Chesapeake with easy access to Old Dominion University, this well-maintained motel offers convenient free Wi-Fi, complimentary on-the-go breakfast, and hassle-free parking. Rivers Casino Portsmouth and Brentwood Play Area provide nearby entertainment options.

"Staff was nice"
United States
Briley
The price is P3,708
P4,382 total
includes taxes & fees
Jan 5 - Jan 6
Days Inn by Wyndham Chesapeake

Smithfield Inn

Smithfield Inn
3.5 star property
Smithfield
9.0 out of 10, Wonderful, (104)
Experience Southern hospitality at this inviting establishment with a cozy bar, restaurant, and lush garden setting. Free breakfast and parking make exploration easy, with Isle of Wight County Museum and Smithfield Winery just minutes away.

"I enjoyed the friendly hospitality "
United States
Neslihan Christobel
The price is P9,357
P10,480 total
includes taxes & fees
Jan 15 - Jan 16
Smithfield Inn

Bowers Hill Inn

Bowers Hill Inn
2.0 star property
Chesapeake
6.4 out of 10, (225)
This budget-friendly hotel offers free WiFi and parking, just minutes from Chesapeake Square Mall and Cinemark. The 24-hour front desk ensures round-the-clock assistance for travelers exploring Norfolk's attractions.

"Good prices"
United States
Linwood
The price is P3,486
P4,126 total
includes taxes & fees
Jan 2 - Jan 3
Bowers Hill Inn

American Inn Chesapeake – Portsmouth

American Inn Chesapeake – Portsmouth
2.0 star property
Chesapeake
7.0 out of 10, Good, (306)
Conveniently located in Chesapeake, this practical motel offers complimentary WiFi and self parking. Just minutes from Chesapeake Square Mall and Cinemark, with 24-hour front desk service for round-the-clock assistance.

"It's Peaceful "
United States
B.F
The price is P3,787
P4,473 total
includes taxes & fees
Jan 14 - Jan 15
American Inn Chesapeake – Portsmouth

Budget Lodge

Budget Lodge
2.0 star property
Western Branch North
5.4 out of 10, (354)
This budget-friendly Chesapeake motel offers complimentary WiFi and self parking. Enjoy room service during your stay while maintaining easy access to Regal Harbour View Grande and Riverfront Golf Club.

"Great stay"
United States
Ronald
The price is P3,310
P4,100 total
includes taxes & fees
Jan 13 - Jan 14
Budget Lodge

Hampton Inn Suites Smithfield

Hampton Inn Suites Smithfield
2.5 star property
Smithfield
8.6 out of 10, Excellent, (643)
Enjoy complimentary amenities at this Smithfield hotel, including daily buffet breakfast, WiFi, and parking. The 24-hour fitness center keeps your workout routine intact while exploring nearby attractions. Business travelers appreciate the convenient location and excellent service.

"Staff was very nice, room was clean, free breakfast was good, parking was easy to find. "
United States
Alexandra
The price is P5,742
P6,431 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn Suites Smithfield

Extended Stay America Select Suites - Chesapeake - Churchland Blvd.

Extended Stay America Select Suites - Chesapeake - Churchland Blvd.
2.5 star property
Chesapeake
6.2 out of 10, (635)
Escape to Chesapeake where this hotel offers complimentary WiFi and parking. Located close to Riverfront Golf Club and Regal Harbour View Grande cinema, you'll find convenient laundry facilities for extended stays and easy access to nearby kayaking adventures.

"Michelle, the GM, is GREAT!"
United States
Antarian
The price is P4,562
P5,364 total
includes taxes & fees
Jan 4 - Jan 5
Extended Stay America Select Suites - Chesapeake - Churchland Blvd.

Super 8 by Wyndham Hampton

Super 8 by Wyndham Hampton
2.0 star property
Downtown Hampton
5.4 out of 10, (517)
Begin your Virginia adventure at this welcoming motel minutes from Hampton Coliseum and University. Start each day with on-the-go breakfast before exploring nearby Buckroe Beach. Free WiFi and parking add value to your comfortable, business-ready stay.

"The rudest owner/manager and employees I’ve ever experienced. I will never return"
United States
Andre
The price is P3,943
P4,652 total
includes taxes & fees
Jan 15 - Jan 16
Super 8 by Wyndham Hampton

Candlewood Suites Chesapeake by IHG

Candlewood Suites Chesapeake by IHG
2.5 star property
Western Branch North
8.2 out of 10, Very Good, (539)
Enjoy free WiFi, parking, and a 24-hour fitness center at this business-friendly hotel. Located near Chesapeake Square Mall and Cinemark, with helpful staff ready to assist. Only 26 minutes from Norfolk International Airport and 17 minutes from Norfolk Station.

"room was clean and staff was respectful"
United States
Lisa
The price is P4,452
P5,237 total
includes taxes & fees
Jan 2 - Jan 3
Candlewood Suites Chesapeake by IHG

Studio 6 Hampton, VA - Langley AFB Area

Studio 6 Hampton, VA - Langley AFB Area
2.0 star property
Coliseum Central
5.8 out of 10, (618)
This Hampton hotel offers easy access to Hampton University and Christopher Newport University. Enjoy helpful staff, complimentary WiFi and parking, plus a 24-hour front desk. Peninsula Town Center and Hampton Coliseum attractions are just minutes away.

"Not fancy, but budget friendly, awesome staff and pet friendly!!!"
United States
CANDICE
The price is P3,883
P4,584 total
includes taxes & fees
Jan 12 - Jan 13
Studio 6 Hampton, VA - Langley AFB Area

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
2.5 star property
Western Branch North
7.4 out of 10, Good, (800)
"Breakfast was punctual and many varieties"
United States
Heather
The price is P4,943
P5,802 total
includes taxes & fees
Jan 4 - Jan 5
Holiday Inn Express Hotel & Suites Chesapeake by IHG

Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
2.5 star property
Chesapeake
6.4 out of 10, (943)
Discover a welcoming retreat in Chesapeake with convenient access to Greenbrier Mall. Swim year-round in the indoor pool, maintain your workout routine at the 24-hour fitness center, and start each day with complimentary breakfast before exploring nearby attractions.

"Accommodations were just average, staff was very friendly, food ran out first morning, toilet plugged up, neighboring residents fought like cats and dogs, blasting the TV and screaming on the phone. Wouldn’t return."
United States
Craig
The price is P3,988
P5,056 total
includes taxes & fees
Jan 14 - Jan 15
Comfort Inn & Suites Chesapeake - Portsmouth

Economy 7 Inn Hampton

Economy 7 Inn Hampton
2.5 star property
Wythe
6.6 out of 10, (169)
Enjoy a practical getaway minutes from Hampton Coliseum and University. This hotel offers complimentary WiFi and parking, plus 24-hour front desk service. War Memorial Stadium and Buckroe Beach are just a short drive away.

"The room was clean. It was hard for me to understand check-in guy. They do NOT have an ice machine."
United States
Brenda
The price is P3,125
P3,711 total
includes taxes & fees
Jan 15 - Jan 16
Economy 7 Inn Hampton

Courtyard by Marriott Newport News Yorktown

Courtyard by Marriott Newport News Yorktown
3.0 star property
Yorktown
8.4 out of 10, Very Good, (833)
Explore Yorktown from this hotel with easy airport access via free shuttle. Take a dip in the indoor pool, grab a drink at the bar, or relax in the hot tub after using the 24-hour fitness center. Hampton Roads Iceplex is nearby.

"Its in a nice area and convenient to shopping."
United States
Anissa
The price is P5,179
P5,918 total
includes taxes & fees
Jan 14 - Jan 15
Courtyard by Marriott Newport News Yorktown

Relax Inn

Relax Inn
2.5 star property
Hampton
7.6 out of 10, Good, (104)
This business-friendly motel offers free WiFi and parking just minutes from Hampton Coliseum and Peninsula Town Center. Hampton University and Christopher Newport University are within a short drive, with 24-hour front desk service available.

"Staff was friendly & helpful. Room was clean & what one could expect for the price range. "
United States
Rock
The price is P5,245
P6,150 total
includes taxes & fees
Jan 15 - Jan 16
Relax Inn

Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
2.5 star property
Chesapeake
6.8 out of 10, (557)
"Great price for a good hotel"
United States
Christina
The price is P4,319
P5,085 total
includes taxes & fees
Jan 22 - Jan 23
Sleep Inn & Suites Chesapeake - Portsmouth
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

Find out more about Windsor

Top reasons to visit Windsor

  • Scenic Outdoor Activities: Enjoy picturesque boardwalks, serene lakes, and urban parks, perfect for families and couples.
  • Windsor Castle: A historic landmark that adds cultural depth to your visit.
  • Thrilling Amusement Parks: Experience exciting rides and attractions suitable for all ages.
  • Charming Neighbourhoods: Explore inviting areas with delightful restaurants and shops.
  • Diverse Accommodation Options: Find the perfect lodging, from pet-friendly retreats to business-friendly hotels.

Find great hotels near Windsor

Discover a charming selection of hotels in Windsor, Virginia, offering a welcoming atmosphere for every traveller. Whether you seek a pet-friendly retreat, a business-friendly environment, or an LGBTQIA-friendly experience, Windsor’s accommodations cater to your needs. With a variety of lodgings available, you’re sure to find the perfect base for your adventures in this quaint town. Experience the best of Windsor’s hospitality with friendly service and convenient amenities.

  • Candlewood Suites Chesapeake by IHG: Emphasising comfort and practicality, Candlewood Suites Chesapeake by IHG is perfect for business travellers and those seeking a welcoming atmosphere. Located 27.4km from Windsor, this hotel is LGBTQIA friendly and pet-friendly, ensuring all guests feel at home. The property features amenities that cater to your needs, including a fully equipped kitchenette in each room, complimentary laundry facilities, and a 24-hour fitness centre. With a friendly approach to guest services, Candlewood Suites is an ideal base for both work and relaxation.
  • Hampton Inn & Suites Chesapeake-Square Mall: Situated 29.0km from Windsor, Hampton Inn & Suites Chesapeake-Square Mall offers a delightful blend of comfort and convenience. This LGBTQIA friendly and pet-friendly hotel allows small pets and features a warm, inviting atmosphere. Guests can enjoy a complimentary hot breakfast, an indoor pool, and a well-equipped fitness centre. Its close proximity to shopping destinations and local attractions makes it a fantastic choice for families and leisure travellers alike, ensuring a memorable stay.
  • Hilton Garden Inn Suffolk Riverfront: Nestled 17.7km from Windsor, Hilton Garden Inn Suffolk Riverfront is a charming 3-star hotel that caters to families and pet lovers. With its picturesque riverside views, this LGBTQIA welcoming property offers amenities such as free cribs for children, making it a family-friendly option. Guests can unwind in spacious rooms, enjoy fresh cuisine at the on-site restaurant, or explore the nearby scenic waterfront. The hotel’s commitment to hospitality ensures a pleasant and relaxing experience for all visitors.

Where to stay in and around Windsor

Windsor, Virginia, offers a delightful blend of outdoor adventures and family-friendly attractions, perfect for a romantic getaway or a fun-filled holiday. Explore its peaceful surroundings, where easy access to charming restaurants enhances your experience. Venture into nearby cities for a taste of history and scenic excursions, making every moment special. With its warm atmosphere and inviting neighbourhoods, Windsor promises a memorable escape just a stone's throw from the vibrant energy of New York.

  • Suffolk: Nestled 17.7km from Windsor, Suffolk is a vibrant city that offers a diverse travel experience year-round. Peak visitor seasons in April and from June to July see families flocking to this charming locale, eager to explore its outdoor activities and city-themed attractions. Suffolk boasts an array of shopping centres and a bustling boardwalk, making it a perfect destination for retail therapy. Notable landmarks include the scenic esplanade and inviting beaches, perfect for relaxation and fun. Whether you're enjoying a leisurely stroll along the waterfront or indulging in retail delights, Suffolk promises a delightful getaway.
  • Isle of Wight: Located within the Windsor area, the quaint village of Isle of Wight is a hidden gem for those seeking outdoor adventures and stunning scenery. The peak travel months from June to August attract families eager to enjoy its recreational parks and golf facilities. Visitors can bask in the natural beauty of the local rivers and beaches, with family-friendly spots ensuring a memorable experience for all ages. Isle of Wight's picturesque landscape makes it an ideal backdrop for leisurely walks and outdoor activities, allowing you to immerse yourself in nature while creating cherished memories.
  • Zuni: Situated a mere 9.7km from Windsor, the village of Zuni offers a delightful mix of outdoor pursuits and family-friendly attractions. Its peak tourist season from June to August draws visitors keen on golf and exploration of nearby shopping centres and educational venues. Zuni is home to lovely urban parks and the expansive national state park, providing ample opportunities for hiking and picnicking. The welcoming atmosphere and recreational options make Zuni an excellent choice for travellers seeking both relaxation and adventure, ensuring a fulfilling experience during your visit.

Things to do near Windsor

Windsor, Virginia, offers a delightful blend of outdoor activities perfect for families and couples alike. Visitors can enjoy scenic boardwalks, thrilling rides at amusement parks, and explore shopping mall centres. Additionally, there are lovely picnic spots and opportunities for wine tastings, making it an ideal destination for a relaxed and enjoyable holiday.

Shopping

In Windsor, visit the Planters Peanut Center for unique gifts. If you're up for a drive, the Smithfield Farmers Market, a vibrant public market 20.9km away, offers local produce and artisanal goods. Additionally, Armory Plaza, 24.1km away, provides a family-friendly shopping experience with various shops.

Recreation

At Cypress Creek Golfers’ Club, enjoy a round of golf amid lush landscapes, perfect for both relaxation and sport. Barret's Landing offers serene recreational areas for leisurely strolls and picnics, while Carrollton Nike Park features tranquil paths and open spaces for rejuvenating outdoor activities.

Adventure

Experience the thrill of tennis at Huntington Park Tennis Center, located 35.4km from Windsor, where the vibrant atmosphere boosts your energy. Feel the adrenaline rush at Langley Speedway, 45.1km away, with exhilarating motor racing events. Enjoy scenic hiking along Greensprings Greenway Interpretative Trail, 48.3km from Windsor, amidst nature's beauty.

Nightlife

For an exciting night in Windsor, catch a film at Regal Harbour View Grande, just 29.0km away, perfect for family vibes and romance. Alternatively, venture 40.2km to Bounce House for arcade fun, or enjoy a nostalgic ride at Buckroe Beach Carousel, located 43.5km from Windsor.

*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 during your visit to Windsor, consider travelling between December and February when accommodation prices are lower. Booking your stay for a Tuesday can also help you secure cheaper rates compared to Saturdays. Use Expedia's search tool to filter results by budget and explore eco-certified hotels for sustainable options. Additionally, combining hotel bookings with flights and activities can lead to significant savings. Take advantage of free local parks and nature trails for enjoyable, cost-free experiences while utilising public transport for affordable travel around the area.

  • 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: Expedia's search tool enables you to specify your budget, preferred destination, and additional preferences. You can arrange your search results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Moreover, you have the option to refine your search by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel booking in Windsor with your flights and activities through an Expedia package.

Find the best attractions in and around Windsor

Windsor, Virginia, offers a delightful blend of outdoor activities, family-friendly attractions, and romantic getaways. Visitors can explore urban parks, serene lakes, and informative visitor centres, all catering to those seeking cultural and outdoor experiences. A must-see is the iconic Windsor Castle, which adds a touch of history to your visit. Whether you’re travelling solo or with loved ones, Windsor promises memorable adventures and a welcoming atmosphere.

  • Windsor Castle Park: This urban park offers a delightful escape with its lush greenery and family-friendly atmosphere. Located 20.9km from Windsor, it’s perfect for leisurely strolls and picnics, providing a vibrant city vibe amidst nature.
  • Lake Drummond: Situated 33.8km away, this stunning lake is renowned for its picturesque scenery and romantic settings. Ideal for outdoor activities, boating, or simply relaxing on the beach, it’s a beautiful spot for nature lovers.
  • Boykin's Tavern: Nestled within Windsor, this historic building is a treasure trove of local culture. Explore its rich history and enjoy the charming ambiance that reflects the heritage of the area.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

Windsor, Virginia, is conveniently served by several major airports, including Richmond International Airport (RIC), located 93.3km away, with nearby hotels such as The Jefferson Hotel and Omni Richmond Hotel. Norfolk International Airport (ORF) is 49.9km from Windsor, offering hotel options like The Founders Inn and Spa and Doubletree by Hilton Hotel Norfolk Airport. Newport News/Williamsburg International Airport (PHF) is the closest, at 41.8km, with accommodations including Kingsmill Resort and Embassy Suites by Hilton Hampton Convention Center. Each airport provides accessible transport services to these hotels, ensuring a smooth journey for visitors.

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 Hyatt Place Hampton Convention Center and Norfolk Waterside Marriott. 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.
What is staying in Windsor like?
Visitors to Windsor are sure to find plenty to explore and enjoy. There are 335 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 Suffolk Seaboard Station Railroad Museum and Windsor Castle Park 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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