Winona Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

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, (498 reviews)
"The room was clean and the bed was comfortable."
United States
Carolyn
The price is P6,088
P6,636 total
includes taxes & fees
Jun 9 - Jun 10
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, (715 reviews)
"Breakfast was fresh with many choices. Staff attentive and friendly."
United States
Anita
The price is P7,256
P7,909 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express and Suites Winona North by IHG

Relax Inn & Suites

Relax Inn & Suites
2.0 star property
Winona
5.8 out of 10, (62 reviews)
"The olace was just dirty. The beds were made but the dirty floors and the bugs made me wonder if they even changed the sheets or just made the bed. I would not recommend this place for anyone."
United States
Retha
The price is P3,874
P4,223 total
includes taxes & fees
Jun 7 - Jun 8
Relax Inn & Suites

Econo Lodge Grenada

Econo Lodge Grenada
2.0 star property
Grenada
8.0 out of 10, Very Good, (254 reviews)
"The staff went above and beyond to make the check in process and they stay pleasant ."
United States
Glennis
The price is P4,926
P5,418 total
includes taxes & fees
Jun 18 - Jun 19
Econo Lodge Grenada

Motel 6 Greenwood, MS

Motel 6 Greenwood, MS
2.0 star property
Greenwood
7.6 out of 10, Good, (183 reviews)
"Stayed over the weekend, pictured like expected. Renovations were appreciated especially for the price. Comfy king bed. Good communication.Rooms better than the the competitors down the street!"
United States
Kourtnay
The price is P4,555
P4,919 total
includes taxes & fees
Jun 7 - Jun 8
Motel 6 Greenwood, MS

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
2.5 star property
Grenada
6.2 out of 10, (694 reviews)
"Everything was great!"
United States
Allison
The price is P5,175
P5,692 total
includes taxes & fees
Jul 5 - Jul 6
Baymont by Wyndham Grenada

Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada
2.5 star property
Grenada
9.0 out of 10, Wonderful, (695 reviews)
"Large clean room"
United States
Randy
The price is P10,712
P11,784 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn & Suites Grenada

Oak Tree Inn

Oak Tree Inn
2.5 star property
Eupora
6.2 out of 10, (88 reviews)
"The place is filthy. The owner is unscrupulous. Avoid if possible."
United States
John
The price is P4,612
P5,027 total
includes taxes & fees
Jun 8 - Jun 9
Oak Tree Inn

Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
2.5 star property
Grenada
8.0 out of 10, Very Good, (826 reviews)
"Yes everything was good and I will stay here again "
United States
Dorothy
The price is P8,311
P9,142 total
includes taxes & fees
Jul 5 - Jul 6
Comfort Inn & Suites Grenada

OYO Hotel Grenada West

OYO Hotel Grenada West
2.0 star property
Grenada
6.6 out of 10, (403 reviews)
"The owners couldn’t be more accommodating and nicer, they moved us to a new room after a bad night with upstairs neighbors. Can’t say more about the owners and their kindness."
United States
David
The price is P3,746
P4,292 total
includes taxes & fees
Jul 7 - Jul 8
OYO Hotel Grenada West

Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG
2.5 star property
Grenada
8.6 out of 10, Excellent, (599 reviews)
"The room was lovely! Breakfast was the expected Holiday Inn Express fare, but everything was fresh and the attendant was constantly refilling items as they were taken."
United States
Jennifer
The price is P9,101
P10,011 total
includes taxes & fees
Jun 28 - Jun 29
Holiday Inn Express & Suites Grenada by IHG

Deluxe Inn & Suites

Deluxe Inn & Suites
2.5 star property
Greenwood
6.2 out of 10, (180 reviews)
"The staff was really wonderful and the rooms were OK. You can tell that they’re really old and should be renovating but other than that it was a pretty good place. Nobody bothers you."
United States
nicole
The price is P4,875
P5,265 total
includes taxes & fees
Jun 7 - Jun 8
Deluxe Inn & Suites

Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood
2.0 star property
Greenwood
4.6 out of 10, (105 reviews)
"It was great clean room everything work"
United States
Stanley
The price is P5,226
P5,645 total
includes taxes & fees
Jun 7 - Jun 8
Americas Best Value Inn & Suites Greenwood

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, (737 reviews)
"Great stay"
United States
Horace
The price is P8,232
P8,891 total
includes taxes & fees
Jun 21 - Jun 22
SureStay Plus Hotel by Best Western Greenwood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

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

Find out more about Winona

Top reasons to visit Winona

  • Outdoor Adventures: Winona is ideal for outdoor enthusiasts, offering golf courses, parks, and scenic surroundings for exploration.
  • Family-Friendly Activities: The city features a water park and various local events, perfect for families seeking fun together.
  • Vibrant Community: Experience the warm hospitality of friendly locals while exploring the rich heritage of downtown Winona.
  • Diverse Accommodation: Winona provides a range of lodgings, from cosy motels to inclusive hotels, catering to various needs.
  • Educational Experiences: Visitors can enjoy engaging sites that offer insights into local culture and history.

Find great hotels in and around Winona

Explore a variety of accommodation options in the charming town of Winona, Mississippi. From cosy motels to welcoming hotels, you'll find facilities that cater to diverse needs, including pet-friendly services and LGBTQIA inclusivity. Whether you're on a business trip or a relaxing getaway, Winona offers a selection of suites and highly-rated hotels, ensuring a comfortable stay tailored to your preferences.

  • Holiday Inn Express and Suites Winona North by IHG: Experience modern comfort at the Holiday Inn Express and Suites Winona North, ideal for both business and leisure travellers. This hotel prides itself on being LGBTQIA welcoming and pet-friendly, ensuring a warm atmosphere for all guests. With amenities tailored for convenience, such as a complimentary breakfast, high-speed Wi-Fi, and a well-equipped business centre, it's perfect for those on the go. Additionally, the property's pet policy allows dogs and cats, making it a great choice for travellers who wish to bring their furry companions along.
  • OYO Hotel Grenada West: Located 35.4km from Winona, OYO Hotel Grenada West offers a welcoming environment for all, with a particular focus on LGBTQIA inclusivity and pet-friendly accommodations. This hotel features essential amenities and comfortable rooms, making it a practical choice for travellers seeking value without compromising on comfort. The property allows dogs, and service animals are welcomed at no extra fee, ensuring that you can travel with peace of mind. Its location provides easy access to nearby attractions, making it a convenient base for your adventures.
  • Baymont by Wyndham Grenada: Situated 35.4km from Winona, Baymont by Wyndham Grenada is the perfect blend of comfort and convenience for business and leisure travellers alike. This pet-friendly hotel allows guests to bring their dogs and cats, ensuring no family member is left behind. With amenities including a business centre, complimentary breakfast, and high-speed internet, guests can enjoy a hassle-free stay. The hotel's commitment to creating a welcoming environment for all, including LGBTQIA guests, enhances its appeal for a diverse range of travellers.

Where to stay near Winona

Winona, Mississippi, is a charming city perfect for outdoor and family adventures. Explore its rich heritage as you wander through downtown Winona, where friendly locals welcome you to experience the vibrant community. Venture into the surrounding areas to take in the natural beauty and picturesque scenery, making for a memorable getaway. Whether seeking a romantic escape or a fun-filled family outing, Winona offers a delightful mix of experiences for every traveller.

  • Hendrix: Nestled a mere 9.7km from Winona, Hendrix is a quaint village that offers a unique retreat for those seeking a peaceful getaway. Despite its smaller size, the village attracts visitors primarily during the warmer months of March and June to July, making it an ideal spot for a relaxed beach experience. The local beach serves as the main attraction, providing a serene environment for sunbathing and leisurely strolls. While the number of travellers may fluctuate throughout the year, Hendrix remains a charming destination where you can unwind and appreciate a slower pace of life.
  • Kilmichael: Located 14.5km away from Winona, Kilmichael is a vibrant city known for its seasonal appeal, particularly in January, May, and October. This city offers a delightful mix of outdoor activities, romantic spots, and family-friendly experiences. Visitors can explore nearby lakes and enjoy the natural beauty that surrounds the area. The visitor centre and event conference venue also provide opportunities for local engagement and information. Whether you're looking for a fun family outing or a romantic escape, Kilmichael is a fantastic destination to immerse yourself in nature and community spirit.
  • Vaiden: Situated 16.1km from Winona, Vaiden is a lively city that welcomes families and adventure seekers alike. The visitor numbers tend to peak from May to July, making it a popular summer destination. Vaiden is renowned for its entertainment offerings, including a water park and a theme park, ensuring there’s plenty of excitement for all ages. Additionally, the local museum provides educational experiences, while country private clubs add a touch of leisure. With a variety of attractions close at hand, Vaiden promises a memorable and adventure-filled stay.

Things to do in and around Winona

Winona, Mississippi, offers a delightful mix of outdoor adventures and family-friendly activities, making it an ideal destination for a memorable holiday. Visitors can enjoy free activities, local events, and educational experiences, alongside attractions like a water park and a resort. Whether you're seeking relaxation or adventure, Winona provides a charming atmosphere to explore and enjoy with loved ones.

Shopping

In Winona, visit the vibrant downtown area for unique local shops and souvenirs. If you're up for a drive, check out the nearby Northpark Mall in Jackson, located 64.4km away, boasting a wide selection of retailers and dining options for a full shopping experience.

Recreation

Experience luxury at Winona Country Club, where you can indulge in fine dining and unwind in a serene atmosphere. For outdoor enthusiasts, Perry Creek Golf & Racquet Club offers invigorating golfing amidst nature, while Dogwoods Golf Course provides a challenging yet enjoyable sports experience surrounded by picturesque landscapes.

Adventure

Explore the picturesque Lake Chautauqua for kayaking and fishing, where you can savour the tranquillity of nature. For a thrilling experience, hike the nearby Black Creek Trail, immersing yourself in the stunning landscapes and observing local wildlife along the way.

Nightlife

Experience the vibrant nightlife in Winona at the Montgomery County Performing Arts Center, where romance, entertainment, and culture come together. Enjoy a captivating performance in this charming theatre, perfect for a delightful evening out.

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

Booking tips and Expedia advantages for Winona

For a budget-friendly trip to Winona, consider visiting between December and February, when accommodation prices are lower. Mondays are typically the least expensive days to stay, while Saturdays can be pricier. Utilise Expedia's search tool to filter by budget and location, and arrange results from lowest to highest price for the best deals. Combining your hotel with flights and activities in an Expedia package can lead to significant savings. Keep an eye out for great rates and offers to maximise your travel budget.

  • 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 to June and September, 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: Utilise Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. To find the most affordable prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Winona hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Winona

Winona, Mississippi, is an excellent destination for outdoor enthusiasts and families seeking adventure. Visitors can explore a variety of attractions, including golf courses, country clubs, educational sites, and urban parks. These points of interest offer a delightful blend of family-friendly activities and city experiences, making it a perfect spot for those looking to enjoy both nature and urban life during their holiday.

  • Grenada Country Club: Located 30.6km from Winona, this golf course offers a serene and budget-friendly atmosphere, perfect for both seasoned golfers and beginners looking to unwind amidst beautiful landscapes.
  • Winona - Montgomery County Library: Situated in Winona, this library is a cultural hub for families, featuring a welcoming environment with a rich collection of literature and resources that encourage community engagement.
  • Winona City Hall: Also within Winona, this town hall represents the business heart of the community, showcasing local governance while highlighting the town's dedication to public service and civic pride.

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 HighSlightly High
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 LowAverage
November53.4°F (11.9°C)Light RainMostly SunnySlightly LowAverage
December48.0°F (8.9°C)Light RainMostly SunnyAverageSlightly Low

Frequently asked questions

What's the best place to stay in Winona?
Holiday Inn Express and Suites Winona North by IHG is one of the top choices for your stay based on our traveler data. This hotel offers free breakfast and an outdoor pool. Other good choices for your visit include Americas Best Value Inn Winona and Relax Inn & Suites. See all available top hotels, or vacation rentals in Winona.
If I need to cancel my hotel reservation in Winona, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winona.
What's the best LGBTQ-friendly accommodation in Winona?
Holiday Inn Express and Suites Winona North by IHG is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. See all available hotels listed as LGBTQ-friendly in Winona.
What's the best pet-friendly hotel in Winona?
Holiday Inn Express and Suites Winona North by IHG is a top hotel for people traveling with their pets, and offers an outdoor pool and a fitness center for its human guests. See more pet-friendly hotel accommodations in Winona.
What are some accommodations with pools in Winona?
Holiday Inn Express and Suites Winona North by IHG: Features continental, an outdoor pool, and complimentary wired internet access. Another option with an onsite pool is Americas Best Value Inn Winona. View all hotels with pools in Winona.
How is it to stay in Winona?
Visitors can enjoy all that Winona has to offer including the coffeehouses, baseball games, and restaurants. This city also attracts tourists with its welcoming and quaint setting. In Winona, there are 8 hotels and other accommodations to choose from. Find out more about Winona.
What should I do while I'm visiting Winona?
Favorite places to visit include Montgomery County Performing Arts Center, Winona - Montgomery County Library, and Middleton Cemetery. A couple of additional sights to add to your agenda are Winona Country Club and Winona City Hall. Check out what more to see and do in Expedia's Winona guide.
What's the seasonal weather like in Winona?
The hottest months are usually July and August with an average temp of 79°F, while the coldest months are January and February with an average of 48°F. Average annual precipitation for Winona is 60 inches.

Explore a world of travel with Expedia