Hotels in Winona

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This weekend
May 22 - May 24
Next weekend
May 29 - May 31

Where to stay in Winona?

Exterior

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, (711 reviews)
Take a dip in the outdoor pool before hitting the fitness center at this traveler-approved hotel with helpful staff. Located near Winona - Montgomery County Library, you'll enjoy free breakfast, WiFi, and parking during your Mississippi stay.
The price is $109
$119 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express and Suites Winona North by IHG
Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, bed sheets

Americas Best Value Inn Winona

Americas Best Value Inn Winona
2.0 star property
Winona
8.0 out of 10, Very Good, (490 reviews)
This surprisingly quiet motel offers a refreshing outdoor pool and complimentary continental breakfast daily. Located near Montgomery County Performing Arts Center, you'll appreciate the clean rooms, helpful staff, and 24-hour front desk service.
The price is $84
$92 total
includes taxes & fees
May 24 - May 25
Americas Best Value Inn Winona
Blackout drapes, iron/ironing board, free WiFi, bed sheets

Relax Inn & Suites

Relax Inn & Suites
2.0 star property
Winona
5.8 out of 10, (60 reviews)
Welcoming motel in Winona provides free WiFi and parking with round-the-clock front desk service. Explore nearby Montgomery County Library and Performing Arts Center for local culture during your convenient stay.
The price is $70
$76 total
includes taxes & fees
May 19 - May 20
Relax Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets

Econo Lodge Grenada

Econo Lodge Grenada
2.0 star property
Grenada
8.0 out of 10, Very Good, (248 reviews)
Take a refreshing plunge in the outdoor pool after exploring Butler Hill and Bledsoe parks nearby. This Grenada hotel offers free breakfast, WiFi, and parking, plus a fitness center for maintaining your routine on the road.
The price is $75
$82 total
includes taxes & fees
May 24 - May 25
Econo Lodge Grenada
Lobby

Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada
2.5 star property
Grenada
9.0 out of 10, Wonderful, (691 reviews)
Discover warm hospitality at this Grenada retreat offering complimentary breakfast, parking and internet. The fitness center provides workout options after exploring nearby Butler Hill Park. Guests consistently praise the helpful hotel team.
The price is $136
$150 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn & Suites Grenada
Desk, bed sheets

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
2.5 star property
Grenada
6.2 out of 10, (689 reviews)
This Grenada hotel offers a seasonal outdoor pool and 24-hour fitness center for active travelers. Free breakfast, WiFi, and parking add value, while nearby Butler Hill Park and Bledsoe Park provide recreational options.
The price is $75
$82 total
includes taxes & fees
May 31 - Jun 1
Baymont by Wyndham Grenada
Exterior

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, (591 reviews)
Refreshing swims await at this Grenada hotel with a seasonal outdoor pool and 24-hour fitness center. Just minutes from Butler Hill Park and Bledsoe Park, enjoy free breakfast, WiFi, and parking while the helpful staff ensures a pleasant stay.
The price is $135
$149 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express & Suites Grenada by IHG
Exterior

Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
2.5 star property
Grenada
8.0 out of 10, Very Good, (821 reviews)
This Comfort Inn offers a welcoming retreat with hiking trails nearby and complimentary perks including WiFi and parking. Energize at the on-site fitness center before exploring Bledsoe Park. Guests consistently praise the helpful staff and morning meal.
The price is $130
$143 total
includes taxes & fees
Jun 7 - Jun 8
Comfort Inn & Suites Grenada
Individually furnished, desk, free WiFi, bed sheets

OYO Hotel Grenada West

OYO Hotel Grenada West
2.0 star property
Grenada
6.6 out of 10, (400 reviews)
The price is $70
$79 total
includes taxes & fees
May 19 - May 20
OYO Hotel Grenada West
Free WiFi, bed sheets, alarm clocks

Motel 6 Greenwood, MS

Motel 6 Greenwood, MS
2.0 star property
Greenwood
7.6 out of 10, Good, (180 reviews)
This practical motel offers 24-hour front desk service and complimentary WiFi in Greenwood. Located near the train station with free parking, you'll find easy access to Whittington Park and City Park for local exploration.
The price is $74
$80 total
includes taxes & fees
May 19 - May 20
Motel 6 Greenwood, MS
Reception

Oak Tree Inn

Oak Tree Inn
2.5 star property
Eupora
6.2 out of 10, (86 reviews)
This roadside motel in Eupora offers free WiFi and parking plus 24-hour front desk service. Just minutes from Whites Creek Lake Park, Oak Tree Inn provides convenient accommodations for travelers exploring Mississippi's countryside.
The price is $75
$82 total
includes taxes & fees
May 19 - May 20
Oak Tree Inn
Desk, iron/ironing board, rollaway beds, free WiFi

Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood
2.0 star property
Greenwood
4.6 out of 10, (104 reviews)
This business-friendly motel offers complimentary continental breakfast, WiFi, and parking daily. Located near City Park with convenient access to Greenwood Station just 4 minutes away by car. Guest rooms provide a comfortable base for exploring local attractions.
The price is $60
$64 total
includes taxes & fees
May 19 - May 20
Americas Best Value Inn & Suites Greenwood
Aerial view

Deluxe Inn & Suites

Deluxe Inn & Suites
2.5 star property
Greenwood
6.2 out of 10, (179 reviews)
Located just minutes from Greenwood Station, this motel offers complimentary WiFi and self parking for hassle-free travel. Explore nearby Whittington Park and City Park while enjoying daily housekeeping during your stay in this practical Mississippi accommodation.
The price is $79
$86 total
includes taxes & fees
May 19 - May 20
Deluxe Inn & Suites
Seasonal outdoor pool, pool umbrellas, sun loungers

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, (732 reviews)
This serene Greenwood hotel offers peaceful nights and complimentary morning meals to start your day. Explore nearby Whittington Park and City Park, then return for a refreshing swim. Attentive staff and well-maintained facilities enhance your stay, with free WiFi and parking included.
The price is $124
$133 total
includes taxes & fees
May 31 - Jun 1
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.
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When is the best time to visit Winona?

Our prices for hotels in Winona are cheapest in December
Price trends for hotels in Winona
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Winona
May
High 27°C / low 17°C. Sunny most days.
View properties in May
27°
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May, no crowd data, average high temperature 27 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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32°
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June, no crowd data, average high temperature 32 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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33°
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July, no crowd data, average high temperature 33 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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33°
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August, no crowd data, average high temperature 33 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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30°
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September, no crowd data, average high temperature 30 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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24°
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October, no crowd data, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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17°
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November, no crowd data, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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13°
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December, no crowd data, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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11°
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January, no crowd data, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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14°
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February, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
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18°
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March, no crowd data, average high temperature 18 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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23°
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April, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
Monthly weather averages (˚C)

Top landmarks in Winona

Montgomery County Performing Arts Center

3.5/5 (20 reviews)
Montgomery County Performing Arts Center is in the heart of Winona, so why not stop by during your stay.
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Learn more about Winona

Winona is well-known for its attractions such as Montgomery County Performing Arts Center and Winona City Hall. This welcoming city has something for everyone including sights like Winona Country Club and Winona - Montgomery County Library within a small-town setting.

See all hotels in Winona
Winona County Courthouse

Check out reviews of Winona hotels guests love

Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG

6/10 Okay
"Elevator was out . Went to check in at 3 pm ( check in time) Room was not available. Since staff had to use stairs. When I asked did they have estimate time my room would be available said no. Staff was on 2 nd floor and was cleaning room 212 and they said my room was 224.Finally got checked in at 5 pm. They did give me a first floor room. Thank goodness. Looks like elevator had been not working since 5/11/2026. My stay was on 5/15 to 5/17 and elevator still not working when I left.Noisy. Could hear other rooms door closing and people talking in hallway.Free breakfast was okay but Omelette with cheese sort of rubbery. Sausage and oatmeal was okay. Room was nice and ac worked like a charm. So check and see elevator is working before you go. "
Maria 2-night trip
Posted 13 hours ago
Holiday Inn Express & Suites Grenada by IHG

Frequently asked questions

What hotels do travelers like in Winona?
Guests like Holiday Inn Express and Suites Winona North by IHG, Americas Best Value Inn Winona and Relax Inn & Suites.
Can I book a refundable hotel in Winona?
If you're looking for the flexibility to change your plans to Winona, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I consider staying in Winona if I'm looking for a budget-friendly accommodation?
An inexpensive option worth considering is Holiday Inn Express and Suites Winona North by IHG.
What will the weather in Winona be like during my visit?
July and August are typically the warmest months in Winona when the average temp is 79°F. January and February are the coldest months when the average temperature is 48°F. March and April are the months with the most rain.
Why should I book my Winona hotel through Hotels.com?
There are lots of reasons to book your Winona trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.