Hotels in Winona

Discover Winona: A Tapestry of Nature and Community Awaits

Discover the charm of Winona, Mississippi, a delightful small-town gem nestled in the heart of the Delta. Just a short drive from downtown, this welcoming community invites you to explore its rich history and vibrant local culture. Stroll through picturesque streets lined with unique boutiques, savor southern comfort food at local diners, and immerse yourself in the lively arts scene. Nature enthusiasts can enjoy scenic views at nearby parks, while history buffs will appreciate the town's roots in blues music. Winona is the perfect off-the-beaten-path destination for those seeking authentic southern hospitality and unforgettable experiences. For great hotel rates in Winona, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Winona

When visiting Winona, Mississippi, great areas to stay include Vaiden, Kilmichael, and Duck Hill. Vaiden offers attractions like the Montgomery County Performing Arts Center and unique shopping at The Mississippi Gift Company. Kilmichael and Duck Hill present quaint charm, though with fewer notable points of interest. For first-time visitors, Vaiden is best suited due to its vibrant community and activities.

1. VaidenOpens in a new window: Vaiden is a charming small town perfect for travelers seeking a cozy getaway. You can immerse yourself in local culture at the Montgomery County Performing Arts Center, where various cultural events and performances take place. The town is also home to unique finds at The Mississippi Gift Company, making it a great spot for shopping. Don't forget to check out the Winona - Montgomery County Library for its cozy reading nooks and community events. With its friendly atmosphere and rich history, Vaiden offers a delightful experience for those looking to explore Mississippi's heart.
2. KilmichaelOpens in a new window: Kilmichael is a quaint community that embraces the essence of small-town Mississippi. Although it may be less bustling than nearby areas, it offers a laid-back charm perfect for a peaceful retreat. Explore local parks for a leisurely stroll or enjoy the scenic countryside. Kilmichael is also close to areas rich in history, offering a glimpse into the past. This is an ideal place for travelers who appreciate a slower pace and want to enjoy the beauty of rural Mississippi.
3. Duck HillOpens in a new window: Duck Hill is a lovely spot for those who enjoy a relaxed atmosphere. While it may be smaller, it serves as a peaceful escape with friendly locals and a welcoming vibe. The surrounding natural landscape offers opportunities for outdoor exploration, from hiking to enjoying the fresh air. Although not heavily commercialized, Duck Hill's charm lies in its simplicity and the chance to connect with nature and the local community.

Things to do in Winona

Nestled amid lush forests and serene lakes, Winona offers a delightful escape for outdoor enthusiasts. Enjoy leisurely days of boating and hiking, or challenge yourself with a round of golf. As the sun sets, unwind in the charming downtown area, where local eateries and vibrant community events come to life.

• Grenada Country ClubOpens in a new window – Swing your clubs at Grenada Country Club, a charming destination for golf enthusiasts nestled in a small-town setting. Enjoy a round of golf surrounded by beautiful landscapes that offer a peaceful retreat from the hustle and bustle of everyday life. Whether you’re a seasoned pro or a beginner, the course presents a welcoming atmosphere where you can improve your swing while soaking up the sun. After your game, relax in the clubhouse, where you can chat with fellow players or enjoy refreshments. The sense of community here is palpable, making it a great spot to connect with locals and fellow travelers alike. Don't forget to take in the stunning views of the course as you play; the scenery adds to the overall experience of your visit. Make sure to pack your clubs for a memorable day at Grenada Country Club!

5 tips for savvy savings when booking a hotel in Winona

1. Book for the cheapest times: The most affordable time to visit Winona is during January, February, and December, when hotel prices tend to be lower. For budget-conscious travelers, staying for at least 1 to 2 days is perfect for discovering the town's significant landmarks and rich cultural heritage, including its charming small-town vibe. This short visit allows guests to appreciate Winona's historical sites and cultural attractions while enjoying great value for their money. If you time your trip right, prices may drop even further, making it an ideal getaway for those on a budget.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals for hotels in Winona, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted 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 opportunities to save. Additionally, the Smart ShoppingOpens in a new window tool in the app allows you to compare hotel prices and amenities, helping you identify the best hotel deal. With these resources, you're more likely to secure great rates and book your getaway.
3. Be flexible with dates: Prices can fluctuate based on 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 hotel in Winona. If you're in search of something unique, boutique hotels can provide a more personalized experience and, in some cases, a 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 more budget-friendly dates to increase your chances of finding a great deal.
4. Consider your location: Staying near popular attractions or downtown areas can be convenient, but it often comes with a higher price tag. For more budget-friendly options, look into hotels in neighborhoods that are usually less central, allowing you to balance cost with accessibility to the sites you want to visit. You might also consider independent hotels located a bit further out, which can offer a more authentic experience while typically being more affordable.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Winona. 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 Winona

Winona experiences its lowest average temperature in January, at 43.7°F (6.5°C), while July is the hottest month, with an average temperature of 80.8°F (27.1°C). March is usually the wettest month. March, June, and July are the peak travel months in Winona, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with light rainfall. On the other hand, January, October, and November tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.