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Our top choices for Winona hotels

Americas Best Value Inn Winona

Americas Best Value Inn Winona
2.0 star property
Winona
8.0 out of 10, Very Good, (473 reviews)
"Clean room and friendly staff."
United States
Paul
$99 nightly
The price is $108
Mar 26 - Mar 27
Total with taxes and fees
Americas Best Value Inn Winona

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
2.5 star property
Winona
8.2 out of 10, Very Good, (699 reviews)
"Staff was super friendly and everything was clean and quiet!!"
United States
Jeff
$120 nightly
The price is $131
Apr 8 - Apr 9
Total with taxes and fees
Holiday Inn Express and Suites Winona North by IHG

Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada
2.5 star property
Grenada
9.0 out of 10, Wonderful, (687 reviews)
"Staff was great"
United States
Nichole
$174 nightly
The price is $191
Mar 29 - Mar 30
Total with taxes and fees
Hampton Inn & Suites Grenada

Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG
2.5 star property
Grenada
8.8 out of 10, Excellent, (571 reviews)
"The pool was not open the room was dirty and the breakfast was horrible."
United States
Alexisa
$132 nightly
The price is $145
Mar 29 - Mar 30
Total with taxes and fees
Holiday Inn Express & Suites Grenada by IHG

Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
2.5 star property
Grenada
8.0 out of 10, Very Good, (808 reviews)
"Entire stay was amazing along with complementary breakfast "
United States
Erica
$127 nightly
The price is $140
Apr 19 - Apr 20
Total with taxes and fees
Comfort Inn & Suites Grenada

SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood
2.5 star property
Greenwood
8.2 out of 10, Very Good, (718 reviews)
"The people were nice "
United States
Lisa R
$131 nightly
The price is $142
Mar 29 - Mar 30
Total with taxes and fees
SureStay Plus Hotel by Best Western Greenwood

Econo Lodge Grenada

Econo Lodge Grenada
2.0 star property
Grenada
8.0 out of 10, Very Good, (238 reviews)
"Staff has been wonderful rooms very clean "
United States
Cynthia
$82 nightly
The price is $90
Apr 1 - Apr 2
Total with taxes and fees
Econo Lodge Grenada

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
2.5 star property
Grenada
6.2 out of 10, (681 reviews)
"Clean room, friendly staff, and good breakfast. "
United States
Roger
$70 nightly
The price is $77
Apr 5 - Apr 6
Total with taxes and fees
Baymont by Wyndham Grenada

Motel 6 Greenwood, MS

Motel 6 Greenwood, MS
2.0 star property
Greenwood
7.6 out of 10, Good, (170 reviews)
"Everything was nice and clean, I enjoyed my stay "
United States
Latosha
$70 nightly
The price is $76
Mar 26 - Mar 27
Total with taxes and fees
Motel 6 Greenwood, MS

Oak Tree Inn

Oak Tree Inn
2.5 star property
Eupora
6.2 out of 10, (85 reviews)
"This is a very nice low cost place to stay. Clean, comfy, and a good night's sleep at a great price."
United States
Steven
$75 nightly
The price is $82
Mar 26 - Mar 27
Total with taxes and fees
Oak Tree Inn

OYO Hotel Grenada West

OYO Hotel Grenada West
2.0 star property
Grenada
6.6 out of 10, (390 reviews)
"Good hotel "
United States
Jade
$59 nightly
The price is $65
Apr 1 - Apr 2
Total with taxes and fees
OYO Hotel Grenada West

Deluxe Inn & Suites

Deluxe Inn & Suites
2.5 star property
Greenwood
6.2 out of 10, (178 reviews)
"Room was good, would definitely stay again."
United States
Travaris
$79 nightly
The price is $86
Mar 26 - Mar 27
Total with taxes and fees
Deluxe Inn & Suites

Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood
2.0 star property
Greenwood
4.4 out of 10, (100 reviews)
"It was great clean room everything work"
United States
Stanley
$70 nightly
The price is $76
Mar 26 - Mar 27
Total with taxes and fees
Americas Best Value Inn & Suites Greenwood
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Stay near popular Winona attractions

Learn more about Winona

Stroll down charming Front Street to admire historic storefronts and pop into local shops for unique souvenirs. Don't miss the chance to explore Winona's Civil War history at the Confederate Cemetery or catch a show at the restored Strand Theater.

Winona County Courthouse

Top Winona Hotel Reviews

More cheap stays in Winona

Hotels in Winona with star-rating

Find out more about Winona

Top reasons to visit Winona

  • Outdoor Adventures: Winona offers a variety of outdoor activities, perfect for family fun and exploration in the scenic Mississippi Delta.
  • Golfing Opportunities: Enjoy golfing at local country clubs, catering to both avid players and beginners alike.
  • Cultural Experiences: Explore educational attractions, historical sites, and the vibrant downtown area.
  • Welcoming Accommodations: Find diverse lodging options, including pet-friendly and LGBTQIA-friendly hotels.
  • Mindfulness and Wellness: Participate in wellness classes and mindfulness activities for relaxation and rejuvenation.

Find great hotels in and around Winona

Discover the charming accommodations of Winona, Mississippi, where a variety of hotels and motels cater to every type of traveler. Whether you're seeking a welcoming environment for LGBTQIA guests, pet-friendly options, or a comfortable spot for business travel, Winona has you covered. Enjoy a relaxing vacation experience in well-appointed guest rooms and choose from the area's best hotels to ensure a memorable stay.

  • OYO Hotel Grenada West: OYO Hotel Grenada West is an affordable lodging option located 22 miles from Winona, ideal for budget-conscious travelers seeking comfort without breaking the bank. This hotel offers a variety of entertainment options, including multiple television channels such as Cable TV and Premium TV Channels, ensuring guests can unwind after a day of exploration. With its straightforward amenities and friendly service, OYO Hotel Grenada West is perfect for a relaxing stay with essential comforts.
  • Baymont by Wyndham Grenada: Baymont by Wyndham Grenada is a welcoming budget-friendly hotel located 22 miles from Winona, catering to both leisure and business travelers. Known for its pet-friendly policy, this property allows certain pets on-site, making it a great choice for those traveling with furry companions. With amenities tailored for business travelers, you’ll find everything you need for a seamless stay. Guests appreciate the accommodating atmosphere and thoughtful services, making it a home-away-from-home experience.
  • Americas Best Value Inn Winona: Americas Best Value Inn Winona is a budget-friendly motel situated right in Winona, boasting a guest rating of 8.0 out of 10. Ideal for business travelers, this property combines convenience with comfort, providing a solid base for those on the go. Its central location allows easy access to local attractions and amenities, while the welcoming environment and practical facilities ensure a pleasant stay. Whether you're in town for work or leisure, this inn offers a reliable lodging experience.

Where to stay near Winona

Winona, Mississippi, is an outdoor enthusiast's paradise, perfect for family adventures and excursions. Explore the scenic beauty of the Mississippi Delta and the charming neighborhoods nearby. Don't miss a trip to the vibrant downtown area and the cultural richness of the Twin Cities. Whether you're seeking romance or family fun, Winona offers a welcoming atmosphere and friendly faces, making it an ideal destination for your next vacation.

  • Kilmichael: Nestled about 9 miles from Winona, Kilmichael is a charming city that attracts visitors seeking outdoor adventures and romantic scenery. The travel experience here is enhanced by its seasonal appeal, with peak arrivals in January, May, and October. Visitors can enjoy local landmarks such as beautiful lakes and a visitor center, which provide an excellent backdrop for relaxation and exploration. Whether you're interested in educational activities or simply soaking in the natural beauty, Kilmichael offers a delightful escape.
  • Vaiden: Located 10 miles from Winona, Vaiden is a vibrant city that offers a family-friendly atmosphere filled with entertainment and adventure. Unlike many other locations, Vaiden sees steady visitor numbers, peaking from May to July. The local water park and theme park are highlights for families looking for fun and excitement. Additionally, the presence of a modern college university adds an educational dimension to your visit. With recreational areas and various activities, Vaiden promises a memorable experience for all ages.
  • Duck Hill: Just 10 miles away from Winona, Duck Hill is a quaint village that is perfect for those who love outdoor activities and scenic views. With highly seasonal visitor traffic, the village sees its peak in March, July, and September. Travelers can explore nearby lakes, a visitor center, and even a national state park, making it an ideal spot for adventure seekers. The recreational areas and campgrounds offer ample opportunities for relaxation and connection with nature, ensuring a refreshing getaway.

Things to do in Winona

Winona, Mississippi, is perfect for outdoor and family adventures, offering a variety of activities. Visitors can enjoy wellness classes, explore recreational areas, and play golf. The town also features mindfulness activities, making it an ideal destination for those seeking relaxation and fun. Whether you're an avid golfer or looking for a rejuvenating experience, Winona has something for everyone to enjoy.

Shopping

In Winona, you can explore local shops like the Winona Shopping Center for unique gifts and souvenirs. If you're up for a drive, head to the nearby Greenwood Mall for a wider selection of stores and shopping options to enhance your vacation experience.

Recreation

Experience the serene ambiance of Winona Country Club, a luxurious private club where you can enjoy leisurely rounds of golf or unwind in the elegant clubhouse. Engage in social activities and savor fine dining while surrounded by beautiful landscapes, perfect for relaxation and rejuvenation.

Adventure

Explore the scenic trails of the Choctaw National Forest for hiking and mountain biking, offering diverse terrain and beautiful landscapes. For water adventures, head to Lake Grenada for fishing, boating, or kayaking, enjoying the serene environment and abundant wildlife.

Nightlife

In Winona, the vibrant nightlife features local bars like The Corner Bar, where you can enjoy live music and a friendly atmosphere. The nearby Whistle Stop offers karaoke nights, perfect for letting loose and having fun with friends. Experience Southern hospitality and lively entertainment throughout the week.

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

Booking tips and Expedia advantages for Winona

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winona are December to February, where the prices are slightly lower. This is in comparison to May and September to 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 Winona is Monday. The most expensive day to stay in Winona is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to choose your budget, desired location, and additional preferences. You can easily organize your results to display the lowest prices first, helping you find the most affordable hotels right away. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winona with your flights and activities through an Expedia package deal.

Find the best attractions in and around Winona

Winona, Mississippi, is perfect for outdoor family adventures, offering a variety of attractions. Visitors can enjoy golfing at local country clubs, delve into educational experiences at the library, and explore cultural sites. Whether you're looking for family-friendly activities or outdoor excursions, Winona has something to cater to every traveler's interests.

  • Grenada Country Club: Located 19 miles from Winona, this golf course offers a budget-friendly escape with relaxing vibes. Perfect for both seasoned golfers and beginners, the scenic greens provide a peaceful setting to enjoy a round of golf and unwind amidst nature.
  • Holmes Community College: Situated 20 miles away, this educational institution is rich in culture. Visitors can appreciate the campus's architecture and engage with local events, making it a great spot to soak in the community's academic spirit.
  • Winona - Montgomery County Library: Nestled within Winona, this library is a hub for culture and family activities. It offers a welcoming environment for reading, learning, and enjoying community events, making it ideal for visitors of all ages.

Best time to go to Winona

The best time to visit Winona can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winona falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winona falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January43.7°F (6.5°C)Light RainMostly SunnySlightly LowSlightly Low
February47.7°F (8.7°C)Light RainMostly SunnyAverageSlightly Low
March55.6°F (13.1°C)Light RainMostly SunnySlightly HighAverage
April62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
May71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
June78.8°F (26.0°C)Light RainMostly SunnySlightly HighAverage
July80.8°F (27.1°C)Light RainMostly SunnySlightly HighAverage
August80.2°F (26.8°C)Light RainMostly SunnyAverageAverage
September75.6°F (24.2°C)Light RainMostly SunnyAverageSlightly High
October65.1°F (18.4°C)Light RainMostly SunnySlightly LowSlightly High
November53.4°F (11.9°C)Light RainMostly SunnySlightly LowAverage
December48.0°F (8.9°C)Light RainMostly SunnyAverageSlightly Low

The nearest major airports for your trip to Winona

To reach Winona, Mississippi, you have several airport options. Jackson, MS (JAN-Evers Intl.) is 83 miles away, with nearby hotels like Sheraton Flowood The Refuge Hotel & Conference Center, located 1 mile from the airport, and The Westin Jackson, 6 miles away. Columbus, MS (GTR-Golden Triangle Regional) is 66 miles from Winona, offering hotel options such as Comfort Inn & Suites Columbus North, 11 miles away, and Shadowlawn Bed & Breakfast, 10 miles away. Lastly, Meridian, MS (MEI-Meridian Regional) is 97 miles from Winona, with Threefoot Hotel, 3 miles from the airport. Each hotel provides various transportation services for easy access to the airports.

Frequently asked questions

What is the best area to stay in Winona?
The best area to stay in Winona is near Main Street, particularly the area surrounding the historic downtown square.

This central area is the heart of Winona, featuring local businesses, the historic Montgomery County Courthouse, and several dining options. Main Street itself is easily walkable, making it convenient to explore the town's core.

For solo travelers or couples, staying near Main Street offers easy access to local eateries and the town's small-town character.
What are the best hotels in Winona that travelers recommend?
Two of the best hotels in Winona that receive consistently high recommendations from travelers are the Holiday Inn Express and Suites Winona North by IHG and the Americas Best Value Inn Winona.

The Holiday Inn Express and Suites Winona North by IHG, with an 8.2 rating, is praised for its friendly and good staff, great breakfast, and excellent outdoor pool. Guests also appreciate the spacious rooms, which include suites, and convenient amenities like free continental breakfast, premium bedding, and complimentary rollaway beds or cribs.

Another highly recommended option is the Americas Best Value Inn Winona, which has an 8.0 rating. Travelers frequently mention the friendly and nice staff, as well as the clean rooms. This hotel also offers suites, air conditioning, free breakfast, and an outdoor pool.
What are the best family hotels in Winona?
For families traveling to Winona, two highly-rated options are the Holiday Inn Express and Suites Winona North by IHG and the Americas Best Value Inn Winona.

The Holiday Inn Express and Suites Winona North by IHG, with a rating of 8.2, is popular for its family-friendly amenities. It offers free rollaway extra beds, complimentary cribs, and rooms with sofa beds, making it easy to accommodate everyone. Guests frequently mention the friendly and good staff, the great breakfast, and the excellent pool. The spacious rooms and child-friendly window design also contribute to a comfortable stay.

Another good choice for families is the Americas Best Value Inn Winona, which has an 8.0 rating. This hotel provides free breakfast and continental breakfast, along with suites for extra space. Travelers appreciate the friendly and nice staff and the clean rooms. Find more child-friendly accommodations in Winona
What hotels in Winona offer free breakfast?
For hotels in Winona that offer complimentary breakfast, consider the Holiday Inn Express and Suites Winona North by IHG and Americas Best Value Inn Winona.

The Holiday Inn Express and Suites Winona North by IHG, with an 8.2 rating, provides a free continental breakfast. Guests frequently mention the friendly and good staff, as well as the spacious rooms and excellent pool. This hotel also offers free WiFi and free self-parking, and suites are available.

Another option is Americas Best Value Inn Winona, which has an 8.0 rating and also includes free continental breakfast. Travelers often praise the friendly and nice staff, and the clean rooms. Free self-parking is also available here. Find more hotels with free breakfast in Winona
What are the top pet-friendly hotels in Winona?
For top pet-friendly hotels in Winona, the Holiday Inn Express and Suites Winona North by IHG is a highly recommended option.

This hotel, with an 8.2 rating, is known for warmly welcoming both dogs and cats. Guests frequently praise the friendly and good staff, especially the front desk staff, and appreciate the spacious rooms. It offers a great, free continental breakfast, free self-parking, and free WiFi, making it a convenient choice for travelers with pets. Additionally, the hotel provides free toiletries and cribs. See more pet-friendly hotels in Winona
What are the best budget hotels in Winona?
For budget-friendly accommodations in Winona, consider the Holiday Inn Express and Suites Winona North by IHG and the Americas Best Value Inn Winona.

The Holiday Inn Express and Suites Winona North by IHG, with an 8.2 rating, offers complimentary breakfast, free self-parking, and free Wi-Fi. Guests frequently praise the friendly staff, the great breakfast, and the spacious rooms. The hotel also features an excellent pool.

Another good option is the Americas Best Value Inn Winona, which has an 8.0 rating. This hotel provides free continental breakfast, free self-parking, and complimentary toiletries. Guests often mention the friendly staff and the clean rooms. View all budget hotels in Winona
When is the best time to go to Winona?
The best times to visit Winona are during the spring (April to May) and fall (September to October) when the weather is most comfortable.

During these seasons, you'll experience mild temperatures and lower humidity, making it ideal for exploring Winona's outdoor attractions and enjoying local events. Spring brings blooming dogwoods and azaleas, while fall offers pleasant conditions for activities like strolling through the historic downtown or visiting nearby natural areas.

For those interested in local culture and festivals, these periods often coincide with community gatherings and events.
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 $65 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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