Find hotels in Windsor, MO from $62

These Windsor insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 14, 2026.

Top reasons to visit Windsor

• Outdoor Activities: Windsor is perfect for outdoor enthusiasts, offering scenic trails and local parks for picnics and exploration.
• Family-Friendly Attractions: The town hosts engaging activities suitable for families, ensuring fun for all ages.
• Vibrant Fairground Events: Visitors can enjoy events at the fairground showground, adding excitement to their stay.
• Cultural Experiences: Nearby Warrensburg offers a taste of local culture, enhancing the overall travel experience.
• Diverse Accommodations: Windsor provides a variety of lodging options, from cozy motels to family-friendly hotels.

Find great hotels near Windsor

Experience a delightful stay in Windsor, Missouri, where you’ll find a variety of accommodations to suit every traveler's needs. From family-friendly hotels to pet-friendly motels, Windsor offers options that cater to both leisure and business travelers. Whether you’re looking for a cozy motel near Windsor or the popular Windsor Crossroads Motel, you’ll discover a welcoming atmosphere perfect for your vacation.

• Westbridge Inn and Suites: A budget-friendly motel located 17 miles from Windsor, the Westbridge Inn and Suites boasts a guest rating of 8.0. This accommodation is ideal for travelers seeking a pet-friendly environment, making it a great choice for those traveling with furry companions. The hotel offers essential amenities including restrictions on pets, a fee structure for pet stays, and service animal accommodations, ensuring a comfortable experience for all guests. Perfect for business travelers, this property provides a cozy atmosphere for meetings and relaxation alike.
• Parkfield Inn: Rated at an impressive 9.2, Parkfield Inn is another budget-friendly option situated 17 miles from Windsor. This hotel emphasizes a professional atmosphere, making it well-suited for business travelers. Its focus on comfort and convenience ensures that guests have everything they need for a productive stay. With friendly service and essential amenities, Parkfield Inn provides a welcoming environment that caters to the needs of working travelers without sacrificing quality.
• Super 7 Motel Sedalia: Located 17 miles from Windsor, the Super 7 Motel Sedalia is a budget-friendly option that welcomes pets, featuring a pet-friendly policy that includes allowances for service animals and specific fee structures for pet stays. This motel is designed for travelers looking for a comfortable stay while bringing along their pets. With its practical amenities and a friendly atmosphere, Super 7 Motel Sedalia offers a convenient base for exploring the area while ensuring your furry friends are well accommodated.

Where to stay near Windsor

Windsor, Missouri, is a charming small town perfect for outdoor enthusiasts and families alike. Enjoy a picnic at one of the local parks or explore the scenic trails nearby. Just a short drive away, you can visit the vibrant college town of Warrensburg for a taste of local culture. Whether you seek adventure, romantic spots, or simply want to soak in the picturesque scenery, Windsor offers delightful experiences for everyone.

• Bryson: A charming village located 4 miles from Windsor, Bryson offers a delightful escape for outdoor enthusiasts and couples seeking a romantic getaway. With a travel experience that peaks in the summer months, visitors can enjoy activities such as golfing at local courses or relaxing near the nearby lake. The area features a vibrant sports facility stadium, making it a great spot for sports lovers. Whether you're looking to play a round of golf or simply soak in the natural surroundings, Bryson provides a warm and inviting atmosphere for all types of travelers.
• Calhoun: Situated 7 miles from Windsor, Calhoun is a picturesque city that attracts visitors year-round, particularly in the summer and fall. Known for its beautiful scenery, the city is perfect for those wanting to explore local parks and lakes. Visitors can enjoy outdoor activities in the scenic recreational areas or indulge in a shopping spree at the local mall. With its blend of nature and urban convenience, Calhoun is an ideal destination for couples seeking a romantic outing or families looking to enjoy a day of fun in the sun.
• Green Ridge: Located 9 miles from Windsor, Green Ridge is a vibrant city that shines brightest during the late spring and early fall. This family-friendly destination is perfect for those who enjoy city-themed experiences and outdoor adventures. Visitors can partake in recreational activities or hit the golf courses, while the urban parks and lakes offer ample opportunities for relaxation and family fun. With its seasonal charm and engaging attractions, Green Ridge makes for a memorable stop on your Missouri vacation.

Things to do in Windsor

Windsor, Missouri, is perfect for outdoor enthusiasts and family vacations, offering a variety of activities. Visitors can enjoy the local recreational area, attend events at the fairground showground, and explore the vibrant fairground. With its scenic views and engaging attractions, Windsor provides a delightful experience for all ages.

Shopping

In Windsor, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the nearby Sedalia Mall for a wider selection of national brands and specialty stores, or head to the charming boutiques in downtown Warrensburg for handmade items and local art.

Recreation

The Windsor Wellness Center offers rejuvenating yoga classes, relaxing massage therapies, and holistic health workshops in a tranquil setting. For outdoor enthusiasts, the nearby Truman Lake provides fishing, boating, and hiking opportunities, surrounded by scenic landscapes and abundant wildlife.

Adventure

Windsor's beautiful Harry S. Truman State Park offers hiking trails, fishing spots, and scenic picnic areas, perfect for outdoor enthusiasts. For an adrenaline rush, try the nearby Lake of the Ozarks, where boating and water sports create thrilling experiences amidst stunning landscapes.

Nightlife

Windsor, Missouri, offers a laid-back nightlife with local bars like The Brick House where you can enjoy live music. For a cozy atmosphere, stop by The Corner Bar for a drink and friendly conversation. The small-town charm makes for a relaxed evening out.

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 June, August and October, 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 refine your preferences such as budget, desired location, and the type of hotel you prefer. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from low to high.
• Consider bundling your trip: You can save money by combining your Windsor hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Windsor

Windsor, Missouri, is an ideal destination for outdoor enthusiasts and families seeking scenic adventures. Visitors can explore a variety of attractions, including national and state parks, art museums, and history museums. Whether you're looking for breathtaking landscapes or engaging activities, Windsor offers a perfect blend of natural beauty and cultural experiences for every type of traveler.

• Knob Noster State Park: Located 15 miles from Windsor, this beautiful state park offers a perfect blend of scenic views and outdoor adventures. Enjoy hiking, fishing, and picnicking amidst lush landscapes and vibrant wildlife, making it an ideal spot for nature lovers.
• Henry County Museum: Situated 18 miles away, this museum showcases the rich history and culture of Henry County. Explore fascinating exhibits that illustrate the area's heritage, including artifacts, photographs, and stories that bring the past to life.
• Daum Museum of Contemporary Art: Also 18 miles from Windsor, this art museum features an impressive collection of contemporary artworks. Experience thought-provoking exhibitions and enjoy a serene atmosphere that fosters creativity and inspiration.

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 slightly high and weather is mostly sunny with light rain. The coolest average temperature in Windsor falls in January, visitor numbers are slightly low and weather is mostly sunny with no rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.5°F (-0.3°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
February	34.2°F (1.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	46.2°F (7.9°C)	Light Rain	Mostly Sunny	Average	Average
April	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
May	64.8°F (18.2°C)	Light Rain	Mostly Sunny	Average	Average
June	75.2°F (24.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	78.4°F (25.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	70.3°F (21.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	57.4°F (14.1°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	45.5°F (7.5°C)	Light Rain	Mostly Sunny	Average	Average
December	36.3°F (2.4°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Windsor

To visit Windsor, Missouri, you can fly into several major airports. Kansas City International Airport (MCI) is located 83 miles away and offers nearby hotels such as the 4-star Argosy Casino & Hotel and the 3.5-star Hilton Kansas City Airport, both just 2 miles away, providing convenient access. Springfield-Branson National Airport (SGF) is 89 miles from Windsor, with hotel options like the 4-star Hotel Vandivort, 6 miles away, and transfers available. Columbia Regional Airport (COU) is 73 miles from Windsor and features hotels such as The Broadway Columbia, 11 miles away, offering easy access to the airport. Each airport provides a variety of transportation services for travelers.