Hotels in Windsor

Windsor: Where Lakeside Serenity Meets Coastal Adventure

Nestled in the heart of Virginia, Windsor is a charming small town that offers a delightful escape into nature and history. Surrounded by lush landscapes and serene lakes, it's perfect for family outings and leisurely strolls. Explore the picturesque esplanade along the lake, where fishing and picnicking abound. Windsor's rich heritage is showcased in its quaint architecture and local festivals, inviting visitors to immerse themselves in Southern hospitality. Whether you're seeking outdoor adventures or a peaceful retreat, Windsor promises a unique blend of relaxation and exploration, making it an enchanting off-the-beaten-path destination.

Discover great hotels in Windsor

Windsor, Virginia offers a range of accommodation options, from budget-friendly inns to luxury hotels. Expect competitive rates, with quality options that cater to various needs. Whether you're looking for family-friendly stays or a romantic getaway, you'll find comfortable hotels to enhance your visit. These are some of the hotels preferred by our travelers in Windsor:

1. The Nest Hotel SuffolkOpens in a new window: The Nest Hotel Suffolk is a cozy 2.0-star hotel that caters to leisure travelers seeking a pet-friendly getaway. Ideal for those who appreciate the company of their furry friends, this property features a welcoming atmosphere with a range of amenities designed for comfort. Guests can enjoy onsite activities that enhance relaxation and exploration. The inviting environment has garnered positive sentiments for its accommodating pet policy, ensuring a seamless experience for travelers who wish to bring their pets along.
2. Brentwood Inn & SuitesOpens in a new window: Brentwood Inn & Suites is a charming 1.5-star hotel perfect for leisure travelers looking to enjoy sports and recreational activities. With nearby golfing options and entertainment facilities like cable television, this hotel offers a delightful escape for those seeking relaxation and enjoyment. The inviting atmosphere and access to nearby attractions have led to favorable reviews that highlight its excellent location and the pleasant ambiance, making it a great choice for a laid-back trip.
3. Quality Inn & SuitesOpens in a new window: Quality Inn & Suites is a stylish 2.5-star hotel designed for business travelers who also appreciate pet-friendly accommodations. This property features modern amenities tailored for productivity and convenience, including a business district location that facilitates easy access to meetings and events. The thoughtful design and welcoming environment have earned it high praise from guests who value its blend of professionalism and comfort, making it an excellent choice for those who seek a refined experience while traveling with their pets.

Top locations to stay in Windsor

Some great areas to stay in when visiting Windsor, Virginia, are Suffolk, Isle of Wight, and Ivor. Suffolk offers family-friendly attractions and scenic parks, while Isle of Wight is rich in history and charming landscapes. Ivor features unique points of interest. For first-time visitors, Suffolk is best suited due to its variety of family-oriented activities.

1. SuffolkOpens in a new window: Suffolk is a charming destination that beautifully blends history and modern conveniences. Known for its family-friendly atmosphere, it offers a range of activities that cater to all ages. You can explore the scenic parks and waterways, perfect for leisurely strolls or picnics. Suffolk's downtown area features unique shops and local boutiques that showcase the region's craftsmanship. Don’t miss the opportunity to visit the Suffolk Seaboard Station Railroad Museum, which provides a glimpse into the area’s rich rail history. The natural beauty of the Great Dismal Swamp National Wildlife Refuge also offers a chance for outdoor exploration and wildlife viewing.
2. Isle of WightOpens in a new window: The Isle of Wight is a delightful spot for history enthusiasts, boasting a rich heritage that dates back centuries. Here, you can visit historic landmarks such as the Isle of Wight Courthouse and the local museums that celebrate the area’s past. The county's picturesque landscapes are perfect for hiking and exploring nature. With local shops and artisan markets, you can enjoy a taste of the island's culture and crafts. The annual Isle of Wight County Fair is a highlight, providing fun for families with rides, games, and local food.
3. IvorOpens in a new window: Ivor is a quaint and peaceful small town that provides a perfect getaway for travelers looking to escape the hustle and bustle. Its close-knit community feel makes it a great place to unwind and explore local charm. You can enjoy leisurely walks through the scenic countryside and visit nearby farms that offer fresh produce and homegrown goods. Ivor’s small-town shops provide a delightful shopping experience, showcasing local artisans and unique finds. This area is ideal for those looking to experience a slower pace and connect with the surrounding nature.

Things to do in Windsor

Windsor offers a delightful blend of natural beauty and vibrant activities. Stroll along scenic boardwalks, enjoy family-friendly beaches, or explore lush parks while soaking up the sun. From boating and hiking to leisurely days at shopping centers, there’s something for everyone in this charming lakeside destination.

• Windsor Castle ParkOpens in a new window – Spend a delightful day at Windsor Castle Park, where you can stroll along the scenic esplanade, relax by the lake, or let the kids play in designated family beach areas. This urban park is perfect for picnics and enjoying the outdoors.
• Isle of Wight County MuseumOpens in a new window – Dive into the local history at the Isle of Wight County Museum. Explore fascinating exhibits that showcase the rich heritage of the area, making it a great stop for those curious about the past.
• Fort BoykinOpens in a new window – Step back in time at Fort Boykin, a historic site that offers a glimpse into military history. Walk through the grounds and take in the views of the James River, making it an ideal spot for both history enthusiasts and photographers.
• Lake PrinceOpens in a new window – Discover the natural beauty of Lake Prince, where you can partake in fishing, kayaking, or simply enjoy a peaceful moment by the water. It's a lovely escape for those looking to unwind amidst nature.
• St. Luke's ChurchOpens in a new window – Visit St. Luke's Church, a charming place of worship that boasts stunning architecture and a serene atmosphere. Take a moment to reflect or admire the intricate details of this historic structure.

5 tips for savvy savings when booking a hotel in Windsor

1. Book for the cheapest times: For an affordable getaway to Windsor, January, February, and December are the best months to visit, as hotel prices may drop during this time. A stay of at least 2 to 3 days is perfect for discovering the city's rich history and cultural landmarks. You can explore attractions such as the historic lighthouse, history museum, sports facility stadium, urban parks, and various monuments that highlight Windsor's heritage. With lower prices during these months, it’s a great value for money, making it an ideal choice for budget-conscious travelers seeking to immerse themselves in Windsor's unique history and culture.
2. Look for last-minute deals on Hotels.com: To discover last-minute hotel deals in Windsor, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may find discounted rates as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, helping you seize opportunities to save. Additionally, the app's Smart ShoppingOpens in a new window tool allows you to compare hotel prices and amenities, increasing your chances of finding the best options. By staying updated on availability and price changes, you could be among the first to book a spontaneous getaway.
3. Be flexible with dates: Prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay at a Windsor hotel. If you're in search of something special, boutique hotels can provide a more personalized experience and sometimes offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is higher, we’ll recommend alternative dates that could be more affordable, increasing your chances of getting a great deal.
4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more affordable options, you might want to look at hotels in less central neighborhoods, striking a balance between cost and access to the sights you want to see. Independent hotels further out usually tend to be more affordable and can offer a more authentic experience.
5. Become a Member: Join for free and start booking your next stay in Windsor! Enjoy exclusive member prices on over 100,000 hotels worldwide. As a member, you can easily advance through tiers and gain access to fantastic perks, including complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don't miss out on these amazing benefits—sign up today!

Best time to go to Windsor

Windsor experiences its lowest average temperature in January, at 40.1°F (4.5°C), while July is the hottest month, with an average temperature of 79.2°F (26.2°C). September is typically the wettest month. If you’re looking to soak up the lively atmosphere in Windsor, June, July, and September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, January, November, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.