Hotels in Winona

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Winona?

A reception area with a modern design, featuring a reception desk, a bench, and a wall with a colorful pattern.
A reception area with a wooden partition, two grey upholstered chairs, a desk with a lamp, and a mirror above the counter.
A modern living room with a blue sofa, a coffee table, a white lamp, and a kitchenette area with a microwave and toaster.
A Holiday Inn Express building with a brick facade, a covered entrance, and a parking lot.

1. Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
Winona
$126
$137 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express and Suites Winona North by IHG
A hotel room with a large bed, a desk with a computer, a chair, and a television.
A breakfast bar with coffee makers, a sign for fresh orange juice, and a display case with pastries.
A hotel with a covered entrance and a Coca-Cola sign.
A swimming pool with a green-roofed building in the background, a fenced area, and a few vehicles parked nearby.

2. Americas Best Value Inn Winona

Americas Best Value Inn Winona
Winona
$84
$92 total
includes taxes & fees
Oct 4 - Oct 5
Americas Best Value Inn Winona
A hotel room with two beds, a large window with a geometric pattern, a wall-mounted lamp, and a wooden floor.
A hotel room with two beds, a nightstand with a lamp, and a wooden floor.
A road with a McDonald's sign, a Relax Inn & Suites sign, and a building with a dark roof.
A motel with a covered parking area, a visible office, and a sign for 'RELAX Inn & Suites'.

3. Relax Inn & Suites

Relax Inn & Suites
Winona
$56
$61 total
includes taxes & fees
Oct 5 - Oct 6
Relax Inn & Suites
A hotel lobby with a reception desk, seating area, and a bar.
A vending machine with a variety of beverages and snacks.
A compact hotel bathroom with a sink, mirror, and a door with an evacuation plan notice.
A hotel room with a large bed, two bedside tables with lamps, a wooden bench, a desk, and a dresser.

4. Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada
Grenada
$174
$191 total
includes taxes & fees
Oct 11 - Oct 12
Hampton Inn & Suites Grenada
A hotel room with a bed, a nightstand, a lamp, a painting on the wall, and a bathroom visible through an open door.
A conference room with a long table, chairs, a phone, and a TV on the wall.
A hotel lobby with a patterned carpet, wicker furniture, a TV, and a red OYO Hotels banner.
A dining area with wooden tables and chairs, a television, and potted plants.

5. OYO Hotel Grenada West

OYO Hotel Grenada West
Grenada
$59
$65 total
includes taxes & fees
Oct 16 - Oct 17
OYO Hotel Grenada West
A hotel room with a bed, a desk, a mirror, a bathroom with a sink and mirror, and a door.
A breakfast area with wooden cabinets, a marble table, and a sign for 'Baymont Breakfast Corner'.
A Baymont Inn & Suites building with a large sign, multiple balconies, and a well-maintained lawn.
A gym with treadmills, stationary bikes, and weight machines.

6. Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
Grenada
$77
$85 total
includes taxes & fees
Nov 1 - Nov 2
Baymont by Wyndham Grenada
A spacious lobby with a wooden floor, red armchairs, a coffee station, and a large window.
A modern living room with a blue sofa, red armchair, and a dining table with chairs. There are two potted plants and a framed picture on the wall.
A hotel room with two beds, a desk, a chair, a television, and a ceiling fan.
A reception desk with a dark wood finish, a crescent moon decoration, and a white wall with recessed lighting.

7. Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
Grenada
$118
$130 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn & Suites Grenada
A reception desk with a framed painting above it, a small American flag, and a decorative plant.
A hotel room with a bed, a desk, a chair, a mirror, a sink, and a lamp.
A motel with a central courtyard, multiple rooms, and a parking area.
A large, rectangular bathtub with a wooden vanity and a mirror above it.

8. Oak Tree Inn

Oak Tree Inn
Eupora
$75
$82 total
includes taxes & fees
Oct 4 - Oct 5
Oak Tree Inn
An indoor swimming pool with a brick column, a staircase, and a balcony with chairs.
A modern interior with a vending machine, refrigerated display, and a window view.
A hotel room with a large bed, a desk, a chair, a wheelchair, and a mirror.
A hotel breakfast area with a granite counter, a coffee machine, a fruit bowl, and a clock on the wall.

9. SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood
Greenwood
$127
$137 total
includes taxes & fees
Nov 1 - Nov 2
SureStay Plus Hotel by Best Western Greenwood
A hotel room with a bed, a sofa, a small table, a desk, a lamp, a painting on the wall, and a mirror.
A swimming pool with a tiled edge, surrounded by lounge chairs and a small deck area.
A hotel with a covered outdoor area, multiple balconies, and a parking lot.
A living room with a large window, a television, and a bookshelf.

10. Econo Lodge Grenada

Econo Lodge Grenada
Grenada
$76
$83 total
includes taxes & fees
Oct 27 - Oct 28
Econo Lodge Grenada
A sign for the Deluxe Inn & Suites with a building in the background.
A two-story building with a blue roof, a parking lot with several cars, and a grassy area with trees.
A hotel room with two beds, a desk, a chair, a flat-screen TV, and a door.
A hotel room with a wooden desk, a flat-screen TV, a microwave, and a refrigerator.

11. Rodeway Inn

Rodeway Inn
Greenwood
$68
$74 total
includes taxes & fees
Nov 1 - Nov 2
Rodeway Inn
A modern hotel room with a bed, a desk, and a chair.
A compact room with a flat-screen TV mounted on the wall, a small kitchenette with a microwave, and a blue chair.
A vending machine and an ice dispenser in a hallway.
A modern kitchen with a dining area, featuring a large window, a refrigerator, and a coffee station.

12. Motel 6 Greenwood, MS

Motel 6 Greenwood, MS
Greenwood
$74
$80 total
includes taxes & fees
Oct 4 - Oct 5
Motel 6 Greenwood, MS
A hotel room with two beds, a headboard, bedside lamps, and a patterned carpet.
A reception area with a counter, a clock, a computer, and a dining area with chairs and a table.
A living room with two grey sofas, a coffee table with magazines and fruit, and a TV on a stand.
A hotel room with a desk, a television, a refrigerator, a chair, and a lamp.

13. Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood
Greenwood
$72
$78 total
includes taxes & fees
Oct 4 - Oct 5
Americas Best Value Inn & Suites Greenwood
View all properties
Our prices for hotels in Winona are cheapest in April
Price trends for hotels in Winona
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Winona
October
High 24°C / low 13°C. Sunny most days.
View properties in October
24°
13°
17°
7°
13°
5°
11°
2°
14°
4°
18°
8°
23°
12°
27°
17°
32°
21°
33°
22°
33°
22°
30°
19°
Monthly weather averages (˚C)

Top landmarks in Winona

Montgomery County Performing Arts Center

7.0/10 (20 reviews)
Montgomery County Performing Arts Center is in the heart of Winona, so why not stop by during your stay.
See properties

Winona Country Club

6.4/10 (26 reviews)
You might want to practice your swing at Winona Country Club, a golf course located 2.5 mi (4.1 km) from central Winona.
See properties

Winona City Hall

Winona City Hall is worth a visit when in central Winona.
See properties

Winona - Montgomery County Library

Winona - Montgomery County Library is worth a visit when in central Winona.
See properties

Learn more about Winona

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

See all hotels in Winona
A brick building with the inscription "WINONA" and an arched window.

Check out reviews of Winona hotels guests love

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada

8/10 Good
"Clean room, hot water and Fox News. Not enough pillows and the breakfast food was just gross."
Sheri 1-night trip
Posted 7 hours ago
Baymont by Wyndham Grenada
Econo Lodge Grenada

Econo Lodge Grenada

10/10 Excellent
"Todo muy limpio sobre todo una persona que esta en recepccion fue muy linda y atenta"
Edgardo 2-night trip
Posted 2 days ago
Econo Lodge Grenada
Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada

8/10 Good
"The hallway and room we had on floor 3 smelled. It was horrible. We had a can of air spray for the room. We did not smell it anywhere else. The bedskirts on the beds had something on them. Not sure what but was white specks. The bright spot of this stay was Evelyn the lady that took care of the breakfast, she was funny and easy to speak too. She definitely needs to be recognized. However, over all, our stay was average."
Lorrie 1-night trip
Posted 4 days ago
Comfort Inn & Suites Grenada
Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG

10/10 Excellent
"Very safe place to stay. Very clean and spacious. The cinnamon rolls were phenomenal! Will stay again!"
Kenneth 1-night trip
Posted 5 days ago
Holiday Inn Express & Suites Grenada by IHG
OYO Hotel Grenada West

OYO Hotel Grenada West

8/10 Good
"Stayed in a few different OYO locations in my travels an this was definitely best one yet"
Alan 1-night trip
Posted 7 days ago
OYO Hotel Grenada West
Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG

10/10 Excellent
"Efficient friendly staff, good breakfast, room was clean and comfortable."
Anita 1-night trip
Posted 2 weeks ago
Holiday Inn Express and Suites Winona North by IHG
Oak Tree Inn

Oak Tree Inn

8/10 Good
"."
Gary 3-night trip
Posted 1 month ago
Oak Tree Inn

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.

Keep exploring