Find hotels in Winona, MS from CA $88

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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, (482 reviews)
"Clean room and friendly staff."
United States
Paul
The price is CA $115
CA $125 total
includes taxes & fees
May 24 - May 25
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, (703 reviews)
"Staff was super friendly and everything was clean and quiet!!"
United States
Jeff
The price is CA $167
CA $182 total
includes taxes & fees
May 28 - May 29
Holiday Inn Express and Suites Winona North by IHG

Relax Inn & Suites

Relax Inn & Suites
2.0 star property
Winona
6.0 out of 10, (57 reviews)
"The room was ok to stay for one night no hot water. The outside needs some work and cleaned up."
United States
carrie
The price is CA $86
CA $94 total
includes taxes & fees
May 7 - May 8
Relax Inn & Suites

Econo Lodge Grenada

Econo Lodge Grenada
2.0 star property
Grenada
8.0 out of 10, Very good, (245 reviews)
"The staff went above and beyond to make the check in process and they stay pleasant ."
United States
Glennis
The price is CA $102
CA $112 total
includes taxes & fees
May 5 - May 6
Econo Lodge Grenada

Oak Tree Inn

Oak Tree Inn
2.5 star property
Eupora
6.2 out of 10, (86 reviews)
"Roaches, dirty room, cats everywhere outside, price was different from what Expedia said once I got there. Checked out early and left couldn’t stay there anymore. "
United States
David
The price is CA $102
CA $111 total
includes taxes & fees
May 8 - May 9
Oak Tree Inn

Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada
2.5 star property
Grenada
9.0 out of 10, Wonderful, (689 reviews)
"Staff was great"
United States
Nichole
The price is CA $187
CA $206 total
includes taxes & fees
May 17 - May 18
Hampton Inn & Suites Grenada

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
2.5 star property
Grenada
6.2 out of 10, (686 reviews)
"It was a good stay"
United States
Steven
The price is CA $107
CA $118 total
includes taxes & fees
May 17 - May 18
Baymont by Wyndham Grenada

OYO Hotel Grenada West

OYO Hotel Grenada West
2.0 star property
Grenada
6.6 out of 10, (395 reviews)
"Great for price. Front desk was truly awesome. Great personality and he made sure we had everything we needed. Thanks for the great hospitality. 😍"
United States
Rachel
The price is CA $81
CA $92 total
includes taxes & fees
Apr 30 - May 1
OYO Hotel Grenada West

Motel 6 Greenwood, MS

Motel 6 Greenwood, MS
2.0 star property
Greenwood
7.6 out of 10, Good, (177 reviews)
"Everything was nice and clean, I enjoyed my stay "
United States
Latosha
The price is CA $101
CA $109 total
includes taxes & fees
May 2 - May 3
Motel 6 Greenwood, MS

Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
2.5 star property
Grenada
8.0 out of 10, Very good, (818 reviews)
"Entire stay was amazing along with complementary breakfast "
United States
Erica
The price is CA $186
CA $205 total
includes taxes & fees
May 17 - May 18
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, (726 reviews)
"Great stay"
United States
Horace
The price is CA $169
CA $183 total
includes taxes & fees
May 3 - May 4
SureStay Plus Hotel by Best Western Greenwood

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, (587 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 CA $209
CA $230 total
includes taxes & fees
May 28 - May 29
Holiday Inn Express & Suites Grenada by IHG

Deluxe Inn & Suites

Deluxe Inn & Suites
2.5 star property
Greenwood
6.2 out of 10, (179 reviews)
"Room was good, would definitely stay again."
United States
Travaris
The price is CA $108
CA $117 total
includes taxes & fees
May 3 - May 4
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, (102 reviews)
"It was great clean room everything work"
United States
Stanley
The price is CA $81
CA $88 total
includes taxes & fees
May 3 - May 4
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 Theatre.

Winona County Courthouse

Top Winona Hotel Reviews

Recent Reviews in Winona

More cheap stays in Winona

Hotels in Winona with star rating

Find out more about Winona

Top reasons to visit Winona

  • Outdoor Adventures: Winona boasts beautiful urban parks and scenic surroundings, perfect for nature lovers and outdoor activities.
  • Family-Friendly Attractions: The town offers a variety of educational attractions that cater to visitors of all ages.
  • Charming Downtown: Explore the vibrant downtown area filled with friendly locals, lively bars, and unique shops.
  • Golfing Opportunities: Enjoy a round of golf at local country clubs, ideal for both enthusiasts and casual players.
  • Affordable Accommodations: Winona features a range of budget-friendly hotels and motels suitable for all travellers.

Find great hotels in Winona

Winona, Mississippi, offers an array of budget-friendly accommodations, featuring 2 to 2.5-star options primarily in the form of motels and hotels. Ideal for travellers seeking both business amenities and a pet-friendly experience, you'll discover a variety of choices to suit your needs. Whether you're searching for the best Winona hotels or looking to book a comfortable stay, this charming town has something for everyone.

  • Holiday Inn Express and Suites Winona North by IHG: Embracing a contemporary theme, the Holiday Inn Express and Suites Winona North by IHG is perfect for both leisure and business travellers. This hotel provides a welcoming atmosphere with a range of amenities tailored for those on the go. Guests can enjoy a 24-hour Business Centre and meeting rooms equipped for corporate needs. Additionally, pet lovers will appreciate the pet-friendly policy, allowing dogs and cats on-site, with waived fees for service animals. Comfort and convenience define your stay at this well-appointed property.
  • OYO Hotel Grenada West: Located 33.8km from Winona, OYO Hotel Grenada West offers a relaxed ambiance for pet owners looking to unwind. This hotel prioritizes comfort with essential amenities and a welcoming atmosphere. The pet policy is accommodating, permitting dogs, with fees waived for service animals. Ideal for those seeking a hassle-free stay in a friendly environment, OYO Hotel Grenada West is a great choice for travellers who wish to explore the region with their furry companions.
  • Americas Best Value Inn Winona: A classic motel option, Americas Best Value Inn Winona caters specifically to business travellers with its practical amenities. Situated conveniently in Winona, this property focuses on providing essential services and a comfortable stay for those visiting for work. Guests appreciate the straightforward approach to hospitality, ensuring a restful night’s sleep after a busy day. The no-frills experience combined with attentive service makes it a reliable choice for business-oriented visitors.

Where to stay in Winona

Winona, Mississippi, offers a delightful blend of outdoor adventures and charming city vibes, perfect for family, romantic, or solo getaways. Explore the vibrant downtown area, where friendly locals and lively bars enhance the experience. Venture into the scenic surroundings of Southeast Minnesota for breathtaking views and excursions. Whether you're keen on relaxing or seeking adventure, Winona promises memorable moments in the heart of this enchanting city.

  • Hendrix: A quaint village located 9.7km from Winona, Hendrix offers visitors a peaceful retreat with a charming beach experience. While the number of travellers remains relatively stable throughout the year, the peak months of March, July, and October see a delightful influx of visitors. The inviting beach serves as the main attraction, perfect for relaxation and a touch of adventure. Whether you're sunbathing or enjoying water activities, Hendrix is an ideal spot to unwind and connect with nature.
  • Kilmichael: Situated 14.5km away from Winona, Kilmichael is a vibrant city that caters to a variety of outdoor experiences, making it a great choice for families, couples, and adventure-seekers alike. Seasonal traveller arrivals peak in January, May, and October, with fewer visitors during the warm summer months. Kilmichael boasts a range of activities, including nearby casinos, parks, and a scenic lake, providing ample opportunities for fun and relaxation. Don't miss the local visitor centre to gather information about the area's offerings.
  • Vaiden: Located 16.1km from Winona, Vaiden is a city that welcomes travellers year-round, with a notable peak from May to July. Known for its family-friendly atmosphere and outdoor adventures, Vaiden offers a wealth of experiences, including educational opportunities, theatre performances, and fairgrounds. The local landmarks, such as the historic college university and beautiful lakes, provide a glimpse into the region's rich culture and history. Vaiden is perfect for those seeking both adventure and family-friendly activities.

Things to do in Winona

Winona, Mississippi, offers a delightful mix of outdoor activities, family-friendly fun, and romantic getaways. Visitors can enjoy education-focused attractions, golf at local courses, and the charm of private country clubs. For those planning their stay, be sure to check out local hotels and explore the adventures that await in this vibrant town.

Recreation

At Winona Country Club, indulge in luxurious amenities and enjoy a serene atmosphere perfect for relaxation. For outdoor enthusiasts, Dogwoods Golf Course offers exciting sports activities surrounded by nature, while Redbud Springs Golf Club provides a scenic setting for a memorable golfing experience, just 48.3km away.

Nightlife

Experience the vibrant nightlife in Winona at the Montgomery County Performing Arts Center, where culture and romance blend seamlessly. Enjoy captivating performances that promise family-friendly entertainment, making it a perfect spot for a memorable evening out.

Booking tips and Expedia advantages for Winona

To save money on your trip to Winona, consider visiting in the off-peak months of March or December to January, when accommodation prices are lower. Mondays are the cheapest days to stay, while Saturdays tend to be the priciest. Use Expedia to find budget-friendly options by sorting hotel prices from lowest to highest, and look for package deals that include flights and activities for greater savings. Additionally, explore free local attractions to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winona are March and December to January, 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: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. To discover the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winona with your flights and activities by opting for an Expedia package deal.

Best time to go to Winona

Visitor numbers in Winona is generally unchanged in popularity throughout the year. The best time to visit Winona is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January43.7°F (6.5°C)Light RainMostly SunnySlightly LowSlightly Low
February47.7°F (8.7°C)Light RainMostly SunnyAverageAverage
March55.6°F (13.1°C)Light RainMostly SunnySlightly HighSlightly Low
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

Frequently asked questions

What is the best area to stay in Winona?
The best area to stay in Winona is around the central part of town, particularly near Front Street and Summers Street.

This area is the heart of Winona, offering a blend of local businesses and easy access to the main thoroughfares. You'll find a few local eateries and shops primarily along Front Street and North Front Street, which runs parallel to the railway line. The general layout is quite straightforward, making it easy to navigate.

Couples looking for a quiet and convenient base will find this area suitable. It provides a relaxed setting for exploring the local area, with several historic buildings and churches within walking distance. For example, the historic Montgomery County Courthouse is just a short stroll away.

For solo travellers, staying central offers practical benefits. It provides simple access to local amenities and is a good starting point for day trips to nearby natural attractions or other small towns in the Mississippi Delta region.
What are the best hotels in Winona that travellers recommend?
Two of the best hotels in Winona that receive consistently high recommendations from travellers 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 highly regarded by guests who frequently mention the friendly and good staff, the great breakfast, and the excellent outdoor pool. This hotel offers premium bedding, air conditioning, and suites. It also provides a complimentary continental breakfast, and for families, there are child-friendly window designs, free cribs, and free rollaway extra beds.

Another much-loved option is the Americas Best Value Inn Winona, which has an 8.0 rating. Guests often praise the friendly and nice staff, and the clean rooms. This hotel provides air conditioning, suites, and a complimentary breakfast, which includes a continental option. It also features an outdoor pool for guest enjoyment.
What are the best family hotels in Winona?
For families travelling to Winona, the Holiday Inn Express and Suites Winona North by IHG and the Americas Best Value Inn Winona are both excellent choices.

The Holiday Inn Express and Suites Winona North by IHG, with a rating of 8.2, is particularly well-suited for families. Guests consistently praise the friendly staff and the great breakfast. This hotel offers suites, free continental breakfast, and free WiFi, making it very convenient. Families will appreciate the availability of free cribs and rollaway extra beds, as well as sofa beds in some rooms. The pool is also frequently described as excellent, and the rooms are noted for being spacious.

Another good option for families is the Americas Best Value Inn Winona, which has an 8.0 rating. Guests often mention the friendly staff and the clean rooms. This hotel also provides free breakfast and free continental breakfast, along with suites, making it a comfortable stay for families. Find more child-friendly accommodations in Winona
What hotels in Winona offer free breakfast?
For hotels in Winona offering complimentary breakfast, consider the Holiday Inn Express and Suites Winona North by IHG or the Americas Best Value Inn Winona.

The Holiday Inn Express and Suites Winona North by IHG, rated 8.2, provides a free continental breakfast and free breakfast, as well as free WiFi and free self-parking. Guests often praise the friendly and good staff, and many describe the rooms as spacious.

Another excellent choice is the Americas Best Value Inn Winona, with a rating of 8.0. This hotel also offers a free continental breakfast and free breakfast daily. Reviewers frequently mention the friendly and nice staff, and consistently describe the rooms as clean. Find more hotels with free breakfast in Winona
What are the top pet-friendly hotels in Winona?
For a top pet-friendly hotel in Winona, the Holiday Inn Express and Suites Winona North by IHG is an excellent option.

This hotel, rated 8.2, welcomes both dogs and cats. Guests frequently praise the friendly and good staff, especially the front desk team, and the great breakfast provided. The rooms are described as spacious, and the pool is considered excellent. It offers free continental breakfast, free WiFi, and free self-parking, along with complimentary toiletries. See more pet-friendly hotels in Winona
What are the best budget hotels in Winona?
When looking for excellent budget hotels in Winona, 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 a rating of 8.2, is highly regarded by guests for its friendly and good staff. Guests particularly enjoy the great breakfast, which is complimentary, and the spacious rooms. The hotel also offers free Wi-Fi, free self-parking, and complimentary toiletries.

Another great option is the Americas Best Value Inn Winona, which has an 8.0 rating. Guests appreciate the friendly and nice staff, and frequently mention the clean rooms. This hotel also provides a complimentary continental breakfast, free toiletries, and free self-parking. View all budget hotels in Winona
When is the best time to go to Winona?
The best time to visit Winona, Mississippi, is during the spring (March to May) and autumn (September to November) when the weather is most pleasant.

Spring offers mild temperatures, typically ranging from 15°C to 25°C, making it ideal for exploring the local area and enjoying outdoor activities comfortably. The countryside is particularly green and scenic during this period. This time is great for couples looking for a relaxed getaway without the intense summer heat.

Autumn also provides agreeable weather, with temperatures similar to spring, usually between 15°C and 25°C. The humidity is generally lower, and the foliage begins to change, offering picturesque views. This season is superb for solo travellers who prefer cooler weather for walking and exploring the historic downtown or visiting nearby natural spots.
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?
Members always get our best prices. Find our best Winona hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $88 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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