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Stay near popular Winona attractions

Learn more about Winona

Nestled among the Ozarks, this small town serves as gateway to Rocky Falls where crystal waters cascade over ancient pink granite. Hikers and nature lovers can explore Mark Twain National Forest trails or float the pristine Current River for a perfect outdoor adventure.

Falling Springs Mill near Winona, Missouri. You will pass a beautiful little cemetery just before getting there
Photo by Jessica Richter
Open Photo by Jessica Richter

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Find out more about Winona

Top reasons to visit Winona

  • Outdoor Adventures: Winona is perfect for hiking, with stunning waterfalls and beautiful state parks for exploration.
  • Wine Tasting: Visit nearby vineyards to sample local wines while enjoying picturesque landscapes.
  • Vibrant Entertainment: Experience the local arena for exciting events and relaxation opportunities.
  • Cultural Immersion: Discover local culture at nearby museums and engage in eco-friendly activities.
  • Charming Accommodations: Choose from cozy motels and unique agritourism properties to enhance your stay.

Find great hotels near Winona

Discover the charm of Winona, Missouri, where a variety of accommodations await to enhance your vacation experience. Whether you're seeking cozy motels or unique agritourism properties, you'll find options that cater to adventurous spirits and pet-friendly travelers alike. Explore the best hotels and top-rated motels in the area, designed to make your stay memorable while you enjoy the natural beauty of the Missouri landscape.

  • The Woods and Willow Room: Embrace the spirit of adventure at The Woods and Willow Room, located 10 miles from Winona. This charming agritourism accommodation features a cozy queen bed with the option to add a cot, making it perfect for solo travelers or couples. The private bathroom adds to your comfort, while the nearby adventure sports such as swimming, fishing, kayaking, and rafting will satisfy your thirst for excitement. Ideal for those seeking an active vacation, this property invites you to explore the natural beauty of the region.
  • The Cottage Room: Perfect for families or groups, The Cottage Room is a delightful agritourism lodging option situated 10 miles from Winona. With two queen beds and a private bathroom, it offers ample space for relaxation. Start your day with a complimentary breakfast and enjoy entertainment options like cable or satellite TV. The scenic views of the nearby river enhance your stay, making it a serene choice for travelers who appreciate convenience and comfort alongside natural beauty.
  • Cute and Comfy Bedroom: Experience the charm of the Cute and Comfy Bedroom, located 10 miles from Winona. This pet-friendly accommodation features a cozy queen bed and private bath, making it a great choice for travelers with furry companions. Adventure awaits with activities like mountain climbing, tubing, and birdwatching right at your doorstep. With a welcoming pet policy, this lodging option is perfect for those who want to incorporate their pets into their outdoor adventures.

Where to stay near Winona

Winona, Missouri, offers a delightful blend of adventure and scenic beauty, making it an ideal destination for outdoor enthusiasts. Explore the picturesque surroundings, from charming neighborhoods to secluded areas perfect for relaxation. With ample opportunities for shopping and immersing yourself in the local atmosphere, Winona invites travelers to experience its unique vibe. Venture into nearby regions for even more breathtaking landscapes and memorable adventures, ensuring an unforgettable vacation in this beautiful part of the United States.

  • Eminence: Nestled about 10 miles from Winona, Eminence is a charming city that draws outdoor enthusiasts and adventurers year-round. The peak travel season from May to July offers vibrant experiences amidst stunning scenery. Visitors flock to enjoy recreational areas and the nearby national parks, where they can explore rivers and hiking trails. Don't miss the local arena entertainment facility, which hosts a variety of events throughout the year, making Eminence a lively spot for both relaxation and recreation.
  • Birch Tree: Located approximately 9 miles from Winona, Birch Tree offers a delightful mix of outdoor adventure and scenic beauty, appealing to travelers year-round. The summer months of July and August, along with December, see the highest visitor numbers. The city is well-known for its recreational areas and proximity to national parks, where visitors can immerse themselves in nature's wonders. Enjoy the local charm while participating in arena entertainment, ensuring a fun-filled experience in this quaint city.
  • Fremont: Just 10 miles from Winona, the village of Fremont is an inviting destination for those seeking outdoor activities and scenic landscapes. While travel is consistent throughout the year, peak visitors arrive in May, July, and September. Fremont's recreational areas offer ample opportunities for adventure, while its close proximity to national parks and rivers provides a serene backdrop for exploration. Experience the charm of this village as you engage in various outdoor pursuits amidst the captivating natural scenery.

Things to do near Winona

Winona, Missouri, is the perfect destination for outdoor enthusiasts and adventure seekers. Visitors can enjoy a variety of activities, including wine tasting, hiking to stunning waterfalls, and exploring the local recreational areas. The vibrant arena entertainment facility also offers exciting experiences for those looking to relax and unwind. Whether you're seeking an active vacation or simply want to soak in the scenic beauty, Winona has something for everyone.

Shopping

In Winona, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, check out the nearby shopping malls like the West Park Mall in Cape Girardeau, approximately 30 miles away, where you'll find a variety of stores and dining options.

Recreation

At Roy L. Beck Municipal Golf Course, enjoy a round of golf surrounded by beautiful landscapes just 10 miles from Winona. The course offers a refreshing outdoor experience, perfect for reconnecting with nature while engaging in a friendly game or simply relaxing in the serene environment.

Adventure

Experience the great outdoors at Pulltite campground, located 24 miles from Winona, where you can enjoy camping, hiking, and family activities amidst nature. For a scenic adventure, head to Himont Trailhead, 21 miles away, featuring beautiful trails perfect for hiking and enjoying breathtaking views.

Nightlife

Experience the vibrant nightlife at The Rustic Lounge for a cozy atmosphere and signature cocktails. For a lively evening, visit The Blue Note for live music and dancing, where you can enjoy performances by local bands while sipping on craft beers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winona

To save money on your trip to Winona, plan your visit between October and December when prices are generally lower. Book your stay on a Wednesday for the best rates, avoiding Saturdays when costs peak. Use Expedia’s search tool to filter by budget and hotel type, including eco-friendly options. Consider bundling your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership can unlock exclusive discounts and earn cash for future bookings. Look for minute deals and affordable options for a budget-friendly experience in Winona.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winona are October to December, where the prices are slightly lower. This is in comparison to March and June 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 Winona is Wednesday. The most expensive day to stay in Winona is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool lets you set your budget and choose your ideal location, among other options. You can easily organize your results by price, starting with the lowest rates to help you find the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by bundling your hotel stay in Winona with your flights and activities through an Expedia package.
  • 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 Winona

Winona, Missouri, is a haven for outdoor enthusiasts and adventure seekers, featuring stunning waterfalls and inviting state parks for exploration. Visitors can immerse themselves in local culture at the nearby museum and enjoy eco-friendly activities amidst beautiful scenery. For a unique experience, consider visiting nearby vineyards to sample local wines while soaking in the picturesque landscapes. Winona offers a perfect blend of adventure and relaxation for your vacation.

  • Alley Spring & Mill: Located 12 miles from Winona, this charming museum offers a glimpse into the area's cultural heritage. Explore the historic mill and learn about its significance while enjoying the tranquil beauty of the surrounding landscape.
  • Rocky Falls: Situated within Winona, this stunning waterfall is perfect for outdoor enthusiasts and couples alike. Experience the thrill of adventure as you hike to the falls, where you can relax and soak in the romantic atmosphere amidst nature's splendor.
  • Mahan Roadside Park: Just 7 miles from Winona, this eco-friendly park is ideal for families. Enjoy picnicking, walking trails, and playgrounds, all while embracing the natural beauty and wildlife that make this park a delightful retreat.

Frequently asked questions

What is the best area to stay in Winona?
The best area to stay in Winona is in the heart of the town, particularly around Main Street, for convenient access to local amenities and the feel of a small American town.

Winona's Main Street area is the central hub, providing easy access to the local diner, general store, and the post office. It's a compact area where you can walk to most local businesses, giving you a sense of the community. The town is surrounded by the Mark Twain National Forest, making this central location a practical base for exploring the natural surroundings.

For travelers looking for a quiet and straightforward experience, staying near Main Street is ideal. It offers a no-fuss approach to your visit, with local eateries and shops just a short walk away.
When is the best time to go to Winona?
The best time to go to Winona, Missouri, is during the spring and fall months, specifically from April to May and September to October.

These seasons offer pleasant weather conditions, with comfortable temperatures that are ideal for outdoor activities. You'll find fewer crowds compared to the peak summer months, making for a more relaxed experience when exploring the natural beauty of the Ozarks.

For those interested in hiking, fishing, or canoeing along the Current River, spring brings blooming wildflowers and lush greenery, while fall showcases stunning foliage colors.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winona.
How can I save on a Winona hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Winona hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Winona hotel?
Prices for hotels in Winona often vary, but you can find a great deal from $101 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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