Hotels in Windsor

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Where to stay in Windsor?

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.

Top landmarks in Windsor

Learn more about Windsor

Windsor is well-known for its attractions such as Harry S. Truman State Park and Missouri State Fairgrounds.

Frequently asked questions

What hotels do travelers like in Windsor?
Windsor Crossroads Motel is a property that our guests really like.
Where can I get free parking at my hotel in Windsor?
Park your car for free at Windsor Crossroads Motel.
Can I book a refundable hotel in Windsor?
If you’re looking for the flexibility to change your plans to Windsor, most hotels provide refundable* bookable rates. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay if I'm visiting Windsor with my children?
Parents traveling with children may want to consider Windsor Crossroads Motel.
What will the weather in Windsor be like during my trip?
The warmest months in Windsor are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 37°F. The rainiest months are May and April.
Why should I book my Windsor hotel with Hotels.com?
There are plenty of reasons to book your Windsor travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Windsor

Find out more about Windsor

Discover Windsor: Where Historic Charm Meets Nature's Embrace

Nestled in the heart of Missouri, Windsor is a charming off-the-beaten-path destination that beckons travelers with its picturesque landscapes and rich history. Explore the serene waters of local lakes, perfect for fishing and boating, or visit the historic college university that adds a vibrant academic flair. Nature enthusiasts can venture to nearby state parks for hiking and wildlife spotting. With its inviting small-town atmosphere and modern event venues, Windsor is ideal for both relaxation and unforgettable gatherings. Experience the warm hospitality and hidden gems that make Windsor a delightful getaway for all. For our best hotel rates in Windsor and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Windsor

Windsor, Missouri offers a variety of hotel accommodations, from cozy motels to comfortable inns, catering to different budgets and preferences. Whether you seek convenience near local attractions or a peaceful retreat, you'll find suitable options to enhance your travel experience in this charming town. These are some of the hotels preferred by our travelers in Windsor:

  1. Hidden Lake ResortOpens in a new window: Hidden Lake Resort is a 3.0-star motel that provides an adventurous escape for leisure travelers seeking unique experiences. This property features a wealth of outdoor activities such as rafting, kayaking, and horseback riding, ensuring guests can immerse themselves in nature. The accommodation boasts a smoke-free environment and has been recently updated, providing a fresh and modern feel. Guests appreciate the convenience of having a bar and restaurant onsite, enriching their stay with delightful dining options. The overall sentiment reflects satisfaction with both the quality of the rooms and the attentive service.
  2. Parkfield InnOpens in a new window: Parkfield Inn is a 2.5-star hotel ideal for business travelers looking for comfort and convenience. This property offers essential amenities such as meeting rooms and conference space, catering to the needs of professionals. Guests enjoy the refreshing pool and hot tub, perfect for unwinding after a busy day. The location is convenient, surrounded by shops and dining options, making it easy for travelers to explore the area. The positive reviews highlight excellent value for money and the friendly, helpful staff, creating a welcoming atmosphere for all visitors.
  3. Windsor Crossroads MotelOpens in a new window: Windsor Crossroads Motel is a charming 2.5-star motel that appeals to leisure travelers seeking a serene getaway. The property offers various outdoor activities, including hiking, fishing, and kayaking, allowing guests to engage with the beautiful surroundings. With a focus on cleanliness and comfort, this hotel ensures a pleasant stay for all visitors. The positive feedback emphasizes the helpfulness of the management and the pristine condition of the accommodations, creating a relaxing environment for those looking to escape the hustle and bustle of daily life.

Top locations to stay in Windsor

When visiting Windsor, Missouri, consider staying in Leeton, Calhoun, or Green Ridge. Green Ridge offers cultural attractions like the Daum Museum and outdoor activities at Katy Trail State Park. Leeton is charming and peaceful, while Calhoun provides a quaint small-town experience. For first-time visitors, Green Ridge stands out with its diverse amenities and points of interest.

  1. Green RidgeOpens in a new window: Green Ridge is a charming spot for travelers looking to immerse themselves in art and outdoor activities. The Daum Museum of Contemporary Art is a standout attraction, showcasing a variety of thought-provoking pieces. For nature lovers, the Katy Trail State Park offers scenic views and a great spot for hiking or biking. If you're visiting during the fair season, the Missouri State Fairgrounds is a must-see for local culture and fun events. When you're ready to unwind, Leisure Park provides a nice escape, while shopping at Casa Bonita Home Furnishings & Decor and the Cole Camp Area Farmers Market adds a local flair to your experience.
  2. LeetonOpens in a new window: Leeton is a cozy town that appeals to those seeking a peaceful getaway. Its friendly atmosphere makes it easy to connect with locals and explore the area's unique charm. While specific attractions may be limited, the surrounding natural beauty invites outdoor enthusiasts to enjoy leisurely walks or bike rides through the scenic landscape. The close-knit community often hosts local events and gatherings that allow visitors to experience the warmth and hospitality of small-town life, making it an inviting place to stay.
  3. CalhounOpens in a new window: Calhoun offers a quaint setting ideal for travelers who appreciate a slower pace. This small town is perfect for those looking to escape the hustle and bustle of larger cities. While it may not have a wide array of attractions, it provides a serene environment for relaxation and reflection. Explore the nearby countryside, which is rich in natural beauty, or participate in community events that showcase the local culture. Calhoun's charm lies in its simplicity, making it a lovely spot for a tranquil retreat.

Things to do in Windsor

Windsor enchants visitors with its stunning lakeside views and lush parks, perfect for hiking, boating, or leisurely picnics. Explore vibrant markets and enjoy exhilarating fairground activities, while the nearby historic college adds an educational twist. Whether you seek relaxation or fun, Windsor’s natural beauty invites exploration and adventure.

  • Missouri State FairgroundsOpens in a new window – Dive into the excitement at the Missouri State Fairgrounds, where the annual fair brings together thrilling rides, delicious food, and lively entertainment. Explore the grounds, which also host various events throughout the year, making it a hub of community activity and fun.
  • Harry S. Truman State ParkOpens in a new window – Discover the natural beauty of Harry S. Truman State Park, a national park perfect for outdoor enthusiasts. Enjoy activities like fishing, hiking, or simply relaxing by the picturesque lake. This serene spot invites you to connect with nature while soaking in the peaceful surroundings.
  • Daum Museum of Contemporary ArtOpens in a new window – Unleash your creativity at the Daum Museum of Contemporary Art, where you can appreciate a diverse collection of modern artworks. Stroll through the galleries and experience thought-provoking pieces that challenge perceptions and inspire imagination.
  • Henry County MuseumOpens in a new window – Step back in time at the Henry County Museum, where you can explore the rich history of the region. From fascinating exhibits to engaging artifacts, this museum offers a glimpse into the past, showcasing the stories that shaped the community.

5 tips for savvy savings when booking a hotel in Windsor

  1. Book for the cheapest times: The most affordable time to visit Windsor is during January, February, and December, when hotel prices are typically lower. For a budget-friendly trip that allows you to fully appreciate the city's landmarks, history, and culture, it's best to plan for at least 2 to 3 days. This timeframe gives you the opportunity to explore key attractions such as the historic college university, the national state park, the beautiful botanical garden, and the picturesque lake, all while enjoying great value for your money. With the potential for prices to drop during these months, it’s an ideal time for those looking to travel on a budget.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals for your next stay in Windsor, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, ensuring you don't miss potential savings. Additionally, the Smart ShoppingOpens in a new window tool available via the app allows you to compare room rates and amenities, so you're more likely to see the best options available. With these resources, you'll be well-equipped to secure a great deal for your getaway.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at a Windsor hotel. If you're seeking a unique experience, boutique hotels often provide a more personalized touch and sometimes better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could be more affordable, increasing the likelihood that you’ll find a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. To find more affordable options, consider hotels in less central neighborhoods, allowing you to balance cost with accessibility to the sights you want to see. You might also look into independent hotels located a bit further out, which can offer a more genuine and budget-friendly experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Windsor. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Windsor

Windsor experiences its lowest average temperature in January, at 31.5°F (-0.3°C), while July is the hottest month, with an average temperature of 78.4°F (25.8°C). May tends to be the wettest month. The peak travel months to visit Windsor are June, July, and September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, February, and December are ideal if you're looking for a calmer vacation, marked by no to light rainfall and mostly sunny conditions.

If you're looking for a place to get away, look no further than Windsor. Whether you're planning to stay for a night or for the week, the area around Windsor has accommodations to fit every need. Search for hotels in Windsor with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Windsor hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Windsor hotel deals are here with our lowest price guarantee.