Book Hotels in Winona, MS
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Top Winona hotels
Holiday Inn Express and Suites Winona North by IHG
Reviewed on Jul 20, 2025
Americas Best Value Inn Winona
Reviewed on Jun 27, 2025
Comfort Inn & Suites Grenada
Reviewed on Jul 21, 2025
OYO Hotel Grenada West
Reviewed on Jul 20, 2025
Baymont by Wyndham Grenada
Reviewed on Jul 4, 2025
Relax Inn & Suites
Reviewed on Dec 9, 2024
Charming ranch style log cabin with AC in scenic Winona
Reviewed on May 6, 2025
Charming 3-bedroom barn in quaint Winona with AC
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Reviewed on May 4, 2025
Cheap Winona hotels
Americas Best Value Inn Winona
Winona Hotel & Travel Guide
Arranging a trip to Grenada and hoping to discover basic or more upscale hotels in Winona? There are a limited number of options which can be booked via Travelocity's destination page. You'll be able to book 2 hotels within 6 miles (10 kilometers) of its central area.
Winona's city heart is a brisk walk from Travelocity-listed lodgings like Holiday Inn Express and Suites Winona North and Americas Best Value Inn & Suites.
Thinking of checking out more of the rivers and wetlands this area offers? Why not have some extra nights in some of the other areas of Northwest - Delta Region? You could see local diverse places of interest or have a go at mountain biking and horse riding and afterwards make a booking for a local Travelocity-registered lodging.
Located 25 miles (41 kilometers) to the west of Winona is Greenwood, which is where visitors can find various accommodation options. The Comfort Suites Greenwood and Holiday Inn Express & Suites - Greenwood are a few of the Travelocity-registered options here.
If sport is your passion, stop by C.M. Tad Smith Coliseum, which you will find 60 miles (100 kilometers) to the north of Winona. Travelers who enjoy the convenience of checking in to a room in the area, make a reservation in the Super 8 Oxford Ms or Quality Inn & Suites.
Why not look up Travelocity's complete Winona travel guide to explore the great cultural and scenic attractions that this area boasts.
Top reasons for your vacation to Winona
- Outdoor Activities: Winona offers a range of outdoor activities, including exploring museums, historic sites, and spending a day by Lake Winona.
- Small Town Charm: Experience the charm of small-town Winona by strolling through the picturesque downtown area and exploring local shops.
- Baseball Excitement: Catch a game at the local stadium and cheer on the team for an exciting baseball experience.
- Budget-Friendly Options: Enjoy budget-friendly outdoor excursions such as golf courses and hiking trails in Winona.
- Family-Friendly Restaurants: There are plenty of family-friendly restaurants in Winona to refuel after a day of exploring and activities.
Find your favorite hotels in Winona
If you're planning an outdoor vacation in Winona, Mississippi, you'll find a range of hotel accommodations to choose from. Whether you're looking for a top hotel with luxurious amenities or a cozy pet-friendly option, there are options available to suit your needs. These accommodations provide a comfortable stay for you and your family, allowing you to explore the outdoor attractions and enjoy your vacation to the fullest.
| Hotel name | Type | Stars | Description |
| Holiday Inn Express and Suites Winona North, an IHG Hotel | Hotel | 2.5 | This 2.5-star hotel is a great option for your outdoor vacation. With its close proximity to the countryside, you can enjoy the beautiful scenery and outdoor activities. The hotel also offers a fitness center and sports facilities for those looking to stay active. After a day of exploring, you can relax by the outdoor pool or catch a baseball game. Plus, they offer free breakfast and pet-friendly accommodations, making it a convenient and welcoming choice for your family. |
| Americas Best Value Inn Winona | Motel | 2.0 | If you're looking for a budget-friendly option, this 2.0-star motel is a good choice. It is conveniently located near the countryside, offering opportunities for outdoor activities. The motel features an outdoor pool and offers free breakfast, making it suitable for families. They also have laundry facilities and are known for their friendly staff. With its proximity to excursions and its family-friendly atmosphere, Americas Best Value Inn Winona is a practical option for your outdoor vacation. |
| Relax Inn & Suites | Motel | 2.0 | This 2.0-star motel is another budget-friendly option for your outdoor vacation. It is known for its family-friendly atmosphere and friendly staff. With its proximity to baseball games and excursions, there are plenty of activities to keep you entertained. The motel also offers amenities such as coffee, dining options, and a golf course nearby. If you're looking to experience a small town atmosphere while staying on a budget, Relax Inn & Suites is a good choice for your outdoor vacation. |
Explore the best activities and sights in Winona
Winona, Mississippi is a great destination for a family outdoor vacation. With its friendly people and small town charm, there are plenty of activities to keep everyone entertained. Explore the many museums and historic places, or enjoy a day by Lake Winona. For a fun shopping experience, check out the local antique stores. And when it's time to refuel, there are a variety of family-friendly restaurants to choose from. Whether you're into golf, baseball, or just want to relax in nature, Winona has something for everyone.
- Winona Country Club: The Winona Country Club offers a luxurious experience with its friendly members and picturesque golf course. Enjoy a cup of coffee while taking in the scenic views of the green fairways. If you're a baseball fan, catch a game at the club's baseball field. For those seeking adventure, the club organizes exciting excursions. With its budget-friendly options, it's a great place to unwind in a small town atmosphere. Whether you're into sports or looking to do some business networking, Winona Country Club has something for everyone. Don't forget to dine at their exquisite restaurant for a truly memorable experience.
- Montgomery County Performing Arts Center: Immerse yourself in culture and entertainment at the Montgomery County Performing Arts Center. This friendly venue offers a cozy atmosphere to enjoy a cup of coffee before or after a show. From theater performances to baseball tournaments, there's always something happening here. The center also offers budget-friendly options for those looking to experience the arts. Located in a charming small town, it provides a perfect setting for a romantic date night or a fun family outing. Whether you're a sports fan or a business traveler, the Montgomery County Performing Arts Center is a must-visit destination for a unique and memorable experience.
Where to stay in Winona
Experience the charm of small-town Winona, Mississippi, on your outdoor vacation. Explore the picturesque downtown area with its friendly people and local shops, where you can grab a cup of coffee and immerse yourself in the relaxed vibe. For baseball enthusiasts, catch a game at the local stadium and cheer on the team. If you're looking for outdoor excursions, Winona offers budget-friendly options like golf courses and hiking trails. Whether you're planning a romantic getaway or a family adventure, Winona has lots of places to explore and enjoy.
- Grenada: Grenada is a charming city located 20.3 miles away from Winona. It offers a unique experience with its delightful dining options, family-friendly atmosphere, cozy cafes, and vibrant shopping scene. The city is also known for its beautiful gardens and picturesque river, perfect for outdoor activities like sailing. Visitors can explore magnificent temples and admire historic monuments, including a stunning cathedral. Grenada is a great choice for an outdoor vacation with your family, as it combines cultural attractions with natural beauty.
- Kosciusko: Located 30.4 miles away from Winona, Kosciusko is a popular city known for its excellent hunting and biking opportunities. Families can also enjoy wildlife encounters and play golf in the city's scenic surroundings. Kosciusko offers exciting excursions and live music events, providing entertainment for all ages. The city's churches and cathedral showcase its rich religious heritage, while its natural parks offer a serene escape into nature. Kosciusko is a fantastic destination for an outdoor vacation, offering a range of activities that cater to different interests.
- Durant: Just 29.0 miles away from Winona, Durant is a charming city worth visiting. While specific unique experiences and local affinities for outdoor vacations were not mentioned, Durant offers a tranquil atmosphere and proximity to other exciting cities in the region. It can serve as a convenient base for exploring the surrounding areas and enjoying the natural beauty of Mississippi.
The travel seasons of Winona
Trips to Winona show no change in popularity throughout the year. The peak season to visit is from May to July, with June being the highest month. Off-peak season starts from October to December, and November sees the least travelers.
Winona has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 80.8 degrees Fahrenheit. The wettest month in Winona is March, so pack accordingly.
 Calendar Month |  Temperature |  Precipitation |  Cloudiness |
| January | 43.7°F (6.5°C) | Light Rain | Mostly Sunny |
| February | 47.7°F (8.7°C) | Light Rain | Mostly Sunny |
| March | 55.6°F (13.1°C) | Light Rain | Mostly Sunny |
| April | 62.6°F (17.0°C) | Light Rain | Mostly Sunny |
| May | 71.1°F (21.7°C) | Light Rain | Mostly Sunny |
| June | 78.8°F (26.0°C) | Light Rain | Mostly Sunny |
| July | 80.8°F (27.1°C) | Light Rain | Mostly Sunny |
| August | 80.2°F (26.8°C) | Light Rain | Mostly Sunny |
| September | 75.6°F (24.2°C) | Light Rain | Mostly Sunny |
| October | 65.1°F (18.4°C) | Light Rain | Mostly Sunny |
| November | 53.4°F (11.9°C) | Light Rain | Mostly Sunny |
| December | 48.0°F (8.9°C) | Light Rain | Mostly Sunny |
Food and dining in Winona
When visiting Winona, Mississippi, you must try the local cuisine. One popular restaurant in the area is Pizza Inn, a moderately rated pizzeria that is highly popular among locals and travelers alike. If you're looking for more options, there are several other eateries to explore. For senior citizens or those seeking upscale dining experiences, Green Mill Restaurant is a great choice. Additionally, many restaurants are conveniently located near the intersection of the highway, making it easy to find a delicious meal during your vacation in Winona.
How do I find a great hotel with Travelocity?
Ensure your entire crew has an unforgettable vacation. Utilize our family-friendly badge to find hotels that offer special amenities for children. Our custom filters allow you to refine your search to hotels near popular attractions, with enhanced cleaning protocols, and within your budget. Trust our reliable online travel platform to make your trip planning a breeze.
Why should I book with Travelocity?
Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide stress-free travel every time you and your family book with us so that you can spend less time worrying and more time making cherished memories. In pursuit of this, we will assist you in finding and organizing your perfect trip, along with offering transparent pricing and reliable reviews, as well as 24/7 guaranteed customer support before, during, and after your vacation.
How can I save money on my trip to Winona?
If you're looking to save money on your trip to Winona, Mississippi, consider visiting during the less popular season of October-December. Bundle your flights, hotel, and car bookings together to take advantage of discounted prices. While in Winona, enjoy the three inexpensive local affinities of friendly people, budget-friendly dining options, and the small-town charm. Take the opportunity to explore the family-friendly attractions, sip on delicious coffee, and maybe even catch a baseball game.
Frequently asked questions
Recent Winona hotel reviews by fellow wanderers
Comfort Inn & Suites Grenada
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Accommodation Types
- Grenada Hotels
- Greenwood Hotels
- Southeastern United States Hotels
- Kosciusko Hotels
- Eupora Hotels
- Coffeeville Hotels
- Durant Hotels
- The South Hotels
- Central United States Hotels
- Ackerman Hotels
- Lexington Hotels
- French Camp Hotels
- Vaiden Hotels
- Calhoun City Hotels
- Mississippi Delta Hotels
- Kilmichael Hotels
- Duck Hill Hotels
- Southwest Hotels
- Carrollton Hotels
- Gore Springs Hotels
- Central Mississippi Hotels
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