Find hotels in Windsor, VA from $65

Top reasons to visit Windsor

• Outdoor Adventures: Enjoy a range of outdoor activities like strolling along scenic boardwalks and exploring urban parks.
• Windsor Castle: Visit this historical site for a glimpse into the town's rich cultural heritage.
• Wine Tastings: Indulge in delightful wine tastings at nearby vineyards for a memorable experience.
• Charming Accommodations: Choose from a variety of hotels and motels catering to diverse needs and preferences.
• Local Shopping: Explore unique boutiques and shopping centers for a taste of local flair.

Find great hotels near Windsor

Discover a variety of hotel accommodations in Windsor, Virginia, tailored to meet your needs. Whether you're looking for a pet-friendly stay, a business-themed experience, or a welcoming environment for LGBTQIA travelers, Windsor has you covered. With options ranging from cozy motels to comfortable hotels, you’ll find the perfect place to unwind after exploring all that this charming town has to offer.

• Comfort Suites Suffolk - Chesapeake: Experience a blend of business efficiency and family-friendly comfort at Comfort Suites Suffolk - Chesapeake. Located 17 miles from Windsor, this hotel caters to both business travelers and families seeking a relaxed vacation. The hotel features a well-equipped business center available 24/7, along with multiple meeting rooms, ensuring that corporate needs are met seamlessly. Families will appreciate the availability of free cribs, making it easier to travel with little ones. Guests enjoy spacious suites designed for relaxation after a busy day, along with complimentary breakfast to kickstart their mornings.
• Extended Stay America Select Suites - Chesapeake - Churchland Blvd: If you're traveling with pets, Extended Stay America Select Suites - Chesapeake - Churchland Blvd. is the perfect choice. Situated 19 miles from Windsor, this hotel welcomes furry companions with a pet-friendly policy, making it an ideal destination for pet owners. It offers comfortable, home-like accommodations with kitchen facilities, allowing guests to cook their own meals during their stay. The property features essential amenities for a pleasant extended stay, including laundry services and easy access to local attractions, ensuring both comfort and convenience.
• Sleep Inn & Suites Chesapeake - Portsmouth: A great option for business travelers, Sleep Inn & Suites Chesapeake - Portsmouth is located 19 miles from Windsor. This hotel combines modern amenities with a comfortable atmosphere, featuring a fully equipped business center and meeting rooms for corporate needs. Guests enjoy a complimentary breakfast, free Wi-Fi, and cozy accommodations designed to provide a restful stay. The hotel’s convenient location allows easy access to nearby business hubs and the beautiful sights of Chesapeake and Portsmouth, making it an excellent base for both work and leisure.

Where to stay in and around Windsor

Windsor, Virginia, is a charming destination perfect for outdoor adventures and family getaways. Enjoy the peaceful atmosphere while exploring friendly attractions and scenic spots nearby. With easy access to delightful restaurants, Windsor offers a perfect blend of relaxation and excitement. Venture a bit further to discover historical sites and excursions, making it an ideal base for unforgettable experiences in the region. Whether you're seeking romance or fun, Windsor has something for everyone.

• Suffolk: Located approximately 11 miles from Windsor, Suffolk is a vibrant city that offers a mix of family-friendly activities and scenic outdoor experiences. The city sees peak visitor numbers from April to July, making it an ideal time for travelers seeking lively events. Enjoy leisurely strolls along the boardwalk, explore the bustling shopping centers, or relax at local beaches. Popular attractions include the picturesque esplanade and various tourist precincts, providing a delightful blend of relaxation and fun for visitors of all ages.
• Isle of Wight: Nestled within the Windsor area, the village of Isle of Wight is a perfect destination for those looking to immerse themselves in nature and culture. With visitor numbers peaking from June to August, this charming village offers outdoor enthusiasts breathtaking scenery and rich historical experiences. Explore the local shopping area or take a leisurely walk along the boardwalk. Key attractions include a fascinating history museum, as well as serene spots by the river and lake, making it a tranquil getaway for anyone seeking beauty and relaxation.
• Carrsville: Just 7 miles from Windsor, Carrsville is a city that thrives on outdoor adventures and family-oriented fun. With peak visitor numbers during the summer months and in October, this destination is ideal for romantic getaways or family vacations. Visitors can enjoy activities at the local golf course, catch a show at the arena entertainment facility, or relax at the nearby beach. The stunning lake and family-friendly beach provide ample opportunities for a fun-filled day in the sun, making Carrsville a must-visit for any traveler.

Things to do near Windsor

Windsor, Virginia, is perfect for outdoor adventures and family or romantic getaways. Visitors can enjoy activities like strolling along the boardwalk, exploring shopping centers, and discovering local boutiques. Don't miss the opportunity for a delightful picnic in scenic spots and indulging in wine tastings at nearby vineyards, making for a memorable experience in this charming town.

Shopping

In Windsor, visit the Planters Peanut Center for unique gifts. If you're up for a drive, check out the Smithfield Farmers Market, located 13 miles away, offering local goods and a vibrant atmosphere. The Peanut Patch, 18 miles away, is another great spot for specialty items.

Recreation

At Carrollton Nike Park, enjoy serene walking trails and picnic spots surrounded by nature. Riverfront Golf Club offers a fantastic golfing experience with beautiful landscapes. For relaxation, Huntington Park features tranquil areas perfect for unwinding and reconnecting with nature.

Adventure

Experience the thrill of motor racing at Langley Speedway, located 28 miles from Windsor, where high-speed action meets adrenaline. For a scenic outdoor adventure, hike the Greensprings Greenway Interpretative Trail, situated 30 miles away, offering beautiful landscapes. For tennis enthusiasts, the Huntington Park Tennis Center, 22 miles from Windsor, provides exciting matches.

Nightlife

Catch a movie at the Commodore Theatre, just 25 miles away, for a cozy and romantic vibe. For an adventurous night, visit Bounce House, also 25 miles away, where you can enjoy fun arcade games. Don’t miss the Buckroe Beach Carousel, located 27 miles away, for a whimsical ride.

Booking tips and Expedia advantages for Windsor

To save money on your trip to Windsor, consider visiting between December and February when hotel prices are lower, and aim to book your stay on a Tuesday for the best rates. Use Expedia’s search tool to compare options and look for eco-certified hotels. Combine your hotel, flight, and activities for package deals, and join the One Key membership for exclusive discounts and cash back on future stays. Lastly, explore free local attractions and utilize public transport for affordable travel around town.

• 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 narrow down your options based on your budget, preferred location, and the type of hotel you're looking for. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels 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 deal.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Windsor

Windsor, Virginia, offers a delightful vacation experience for outdoor enthusiasts, families, and couples alike. You can explore urban parks, enjoy the tranquility of local lakes, and visit the visitor center for more insights about the area. For a touch of history, make sure to check out Windsor Castle, which adds a cultural flair to your trip. With a variety of attractions available, Windsor promises a memorable getaway for every type of traveler.

• Lake Prince: Experience the serene beauty of Lake Prince, located 7 miles from Windsor. Enjoy a relaxing day at the beach, surrounded by scenic views, perfect for romantic outings or peaceful picnics amidst nature.
• Boykin's Tavern: Step back in time at Boykin's Tavern, a historic building in Windsor. This site is rich in culture and offers a glimpse into the local history, making it a fascinating stop for history enthusiasts.
• Suffolk Visitor Center: Just 11 miles away, the Suffolk Visitor Center is the gateway to adventure. Engage in family-friendly activities and outdoor exploration, making it an ideal spot for those seeking fun and excitement.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	40.1°F (4.5°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	43.5°F (6.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	49.5°F (9.7°C)	Light Rain	Mostly Sunny	Average	Average
April	59.2°F (15.1°C)	Light Rain	Mostly Sunny	Average	Average
May	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	75.0°F (23.9°C)	Light Rain	Mostly Sunny	High	Slightly High
July	79.2°F (26.2°C)	Light Rain	Mostly Sunny	High	Slightly High
August	77.5°F (25.3°C)	Light Rain	Mostly Sunny	Average	Average
September	72.5°F (22.5°C)	Light Rain	Mostly Sunny	High	Average
October	62.8°F (17.1°C)	Light Rain	Mostly Sunny	Average	Average
November	51.6°F (10.9°C)	Light Rain	Mostly Sunny	Low	Average
December	45.3°F (7.4°C)	Light Rain	Mostly Sunny	Low	Slightly Low

The nearest major airports for your trip to Windsor

Traveling to Windsor, Virginia, is convenient with several nearby airports. Richmond International Airport (RIC) is 58 miles away, with great hotel options like The Jefferson Hotel and Omni Richmond Hotel, both located within 7 miles of the airport. Norfolk International Airport (ORF) is closer at 31 miles, offering hotels such as Delta Hotels by Marriott Virginia Beach Waterfront and Doubletree by Hilton Hotel Norfolk Airport, both within 8 miles. Lastly, Newport News/Williamsburg International Airport (PHF) is only 26 miles away, featuring hotels like DoubleTree by Hilton Williamsburg and The Landing at Hampton Marina, both 12 miles from the airport. All these hotels provide easy access to their respective airports.