Hotels in Windsor

Whispers of Windsor: Discover a Tapestry of Nature and Culture

Nestled just minutes from bustling Madison, Windsor, Wisconsin, is a charming getaway perfect for nature lovers and culture enthusiasts alike. This quaint village boasts scenic landscapes, inviting parks, and a vibrant local library that serves as a community hub. Explore the surrounding trails for hiking and biking or enjoy a leisurely afternoon at nearby shops and eateries. Windsor's friendly atmosphere and close-knit community make it an ideal spot for a romantic retreat or a peaceful family escape. Experience the warm charm and hidden gems of Windsor, where every visit feels like a homecoming.

Discover great hotels in Windsor

Windsor, Wisconsin offers a variety of hotel accommodations, from budget-friendly inns to comfortable mid-range options. You can find welcoming hotels with spacious rooms and essential amenities, ensuring a pleasant stay whether you're exploring the area or just passing through. Here are some of the best hotels in Windsor that our travelers love:

1. Holiday Inn Express Deforest by IHGOpens in a new window: Holiday Inn Express Deforest by IHG is a charming 2.5-star hotel that caters to thrill-seekers and adventure lovers. With a range of exhilarating activities available both onsite and nearby, including skiing, snowboarding, and ice skating, this hotel promises an action-packed stay. The property welcomes adventurous spirits with its LGBTQIA-friendly atmosphere and offers pet-friendly accommodations. Guests appreciate the vibrant environment and the opportunity to immerse themselves in exhilarating sports, making it a favored choice for those seeking unique and memorable experiences.
2. Comfort Inn & Suites Madison NorthOpens in a new window: Comfort Inn & Suites Madison North is a delightful 2.5-star hotel that provides a warm, welcoming atmosphere perfect for family vacations. With thoughtful amenities for children, including a dedicated pool for kids and cribs available for a small fee, this hotel stands out for its family-friendly focus. The property also embraces a pet-friendly policy, adding to its appeal for those traveling with furry companions. Guests value the attention to detail and the enriching environment, ensuring a comfortable and enjoyable stay for families looking to create lasting memories.
3. GrandStay Hotel & Suites - Waunakee Opens in a new window: GrandStay Hotel & Suites - Waunakee is an inviting lodging option designed for urban explorers and business travelers seeking a city-centered experience. Located in the heart of the city, this hotel boasts comfortable accommodations that cater to the needs of those on the go. With a pet-friendly policy, it ensures that guests can travel with their beloved pets. The property has earned praise for its convenient location and the high-quality experience it offers, making it an excellent choice for those looking to blend leisure and exploration in a vibrant urban setting.

Top locations to stay in Windsor

When visiting Windsor, Wisconsin, consider staying in Madison, Sun Prairie, or De Forest. Madison offers vibrant shopping and a dynamic cultural scene. Sun Prairie is family-friendly with plenty of parks and activities, while De Forest provides a welcoming atmosphere for families. For first-time visitors, Madison is the best choice due to its diverse attractions and accessibility.

1. MadisonOpens in a new window: Madison is a vibrant city known for its lively shopping scene and cultural attractions. With a mix of trendy boutiques and large shopping centers, you'll find everything from local crafts to high-end fashion. The city is also home to various cultural venues, including theaters and art galleries, offering a rich array of performances and exhibitions. Outdoor enthusiasts can enjoy beautiful parks and lakes, perfect for leisurely strolls or picnics. Plus, being the capital of Wisconsin, Madison is steeped in history and offers plenty of opportunities to explore its unique architecture and museums.
2. Sun PrairieOpens in a new window: Sun Prairie is a charming community perfect for families, boasting a friendly atmosphere and a range of family-friendly activities. The area features several parks with playgrounds, sports facilities, and picnic areas, making it ideal for outdoor fun. Shoppers will appreciate the local shops and markets, which often showcase artisanal products and seasonal goods. Additionally, Sun Prairie hosts various community events throughout the year, providing a great way to immerse yourself in local culture and meet residents.
3. De ForestOpens in a new window: De Forest is a welcoming small town that emphasizes family-friendly activities and community spirit. With plenty of parks, walking trails, and recreational facilities, it's a great place to relax and enjoy the outdoors. The town also has a quaint shopping experience with local businesses offering unique products. Engaging community events and seasonal festivals make De Forest a delightful stop for anyone looking to experience the warmth of Midwest hospitality.

Things to do in Windsor

Windsor offers a delightful mix of stunning parks, serene lakes, and lush greenery, perfect for outdoor activities. Travelers can enjoy hiking trails, boating adventures, or a round of golf amidst picturesque landscapes. With vibrant shopping areas and plenty of sports options, it’s a great spot for everyone.

• Capitol SquareOpens in a new window – Step into the heart of Madison at Capitol Square, where you can admire the stunning architecture of the Wisconsin State Capitol. Take a leisurely stroll around the square, enjoy local food vendors, and soak in the vibrant atmosphere that brings the community together.
• Olbrich Botanical GardensOpens in a new window – Explore the lush landscapes of Olbrich Botanical Gardens, where you can wander through themed gardens and marvel at exotic plants. Don’t miss the spectacular Thai Pavilion, a gift from Thailand, which adds a unique touch to this serene oasis.
• Chazen Museum of ArtOpens in a new window – Discover a diverse collection of artwork at the Chazen Museum of Art. From classic pieces to contemporary installations, this museum offers a chance to appreciate creativity in all its forms. Admission is free, making it a great stop for art enthusiasts.
• University of Wisconsin-Madison ArboretumOpens in a new window – Embrace nature at the University of Wisconsin-Madison Arboretum, where you can hike scenic trails and observe native plant communities. This expansive area is perfect for a peaceful afternoon surrounded by the beauty of the outdoors.
• State Street ShoppingOpens in a new window – Dive into the lively atmosphere of State Street Shopping, where you’ll find an array of shops, boutiques, and eateries. Whether you’re hunting for unique souvenirs or craving a delicious meal, this bustling street has something for everyone.

4 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 tend to be lower. For a comprehensive experience of the city's historical landmarks and cultural attractions, it's recommended to stay for at least 2 to 3 days. This duration allows visitors to explore various sites, including dining options and shopping districts, while enjoying the friendly atmosphere. With the potential for prices to drop, this budget-friendly destination offers great value for money for those looking to immerse themselves in Windsor's rich history and culture.
2. Look for last-minute deals on Hotels.com: To explore last-minute deals for hotels in Windsor, visit the DealsOpens in a new window or Last-Minute Deals section on Hotels.com, where you may discover discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions, helping you find the best hotel deal. Additionally, Smart Shopping is a handy comparison tool within the app that allows you to compare hotel prices and amenities, ensuring you're more likely to see the best options. This way, you'll be informed if prices drop or new rooms become available, making your last-minute getaway easier.
3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the time of year. Being flexible with your travel dates might 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 may offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below average. If the price is on the higher end, we may suggest more affordable dates to enhance your chances of finding a better deal.
4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with a higher price tag. If you're looking for more budget-friendly options, you might want to consider hotels in less central neighborhoods, which usually tend to be more affordable while still allowing for easy access to the sites you want to visit. Additionally, exploring independent hotels a bit further out can lead to a more genuine and cost-effective experience.

Best time to go to Windsor

Windsor experiences its lowest average temperature in January, at 18.3°F (-7.6°C), while July is the hottest month, with an average temperature of 71.4°F (21.9°C). June is typically the wettest month. If you’re looking to soak up the lively atmosphere in Windsor, April, July, and September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny to mostly cloudy, with light rainfall. However, if you prefer a more relaxed experience, January, November, and December are perfect for a quieter getaway, marked by no to light rainfall and mostly sunny to mostly cloudy conditions.