Hotels logo

Hotels in Winona

November 2026
December 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Where to stay in Winona?

A hotel room with a large bed, a desk with a computer, a chair, and a television.
A laundry area with a front-loading washer and dryer, a stainless steel oven, and a brick wall.
A breakfast bar with coffee makers, a sign for fresh orange juice, and a display case with pastries.
A swimming pool with a green-roofed building in the background, a fenced area, and a few vehicles parked nearby.

1. Americas Best Value Inn Winona

Americas Best Value Inn Winona
Winona
$99
$108 total
includes taxes & fees
Oct 22 - Oct 23
Americas Best Value Inn Winona
A reception area with a modern design, featuring a reception desk, a bench, and a wall with a colorful pattern.
A spacious lobby with a reception desk, seating area, and a view of the dining area.
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.

2. Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
Winona
$131
$143 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express and Suites Winona North by IHG
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 white bathtub with chrome fixtures, a shower curtain, and a visible electrical outlet on the wall.

3. Relax Inn & Suites

Relax Inn & Suites
Winona
$63
$69 total
includes taxes & fees
Oct 22 - Oct 23
Relax Inn & Suites
A hotel room with a bed, a desk, a mirror, a bathroom with a sink and mirror, and a door.
A reception desk with a sign for Baymont Inn & Suites, a plant, and a notice board with check-in and check-out times.
A gym with treadmills, stationary bikes, and weight machines.
A breakfast area with wooden cabinets, a marble table, and a sign for 'Baymont Breakfast Corner'.

4. Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
Grenada
$69
$76 total
includes taxes & fees
Nov 15 - Nov 16
Baymont by Wyndham 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 dining area with wooden tables and chairs, a television, and potted plants.
A conference room with a long table, chairs, a phone, and a TV on the wall.
A hotel room with two beds, a wooden headboard, a painting on the wall, and a window with curtains.

5. OYO Hotel Grenada West

OYO Hotel Grenada West
Grenada
$54
$60 total
includes taxes & fees
Nov 3 - Nov 4
OYO Hotel Grenada West
A hotel room with two beds, a desk with a lamp, a TV, and a painting on the wall.
A hotel lobby with a curved ceiling, a reception desk, a television, and seating areas.
A gym with treadmills, elliptical machines, and weight equipment.
A coffee station with two coffee machines, a coffee press, and various coffee cups and containers.

6. Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG
Grenada
$145
$160 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Grenada by IHG
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 Comfort Inn & Suites hotel with a modern facade, a flag, and a well-maintained garden.
A hotel room with two beds, a desk, a chair, a television, and a ceiling fan.

7. Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
Grenada
$118
$130 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn & Suites Grenada
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 living room with a large window, a television, and a bookshelf.
A hotel with a covered outdoor area, multiple balconies, and a parking lot.

8. Econo Lodge Grenada

Econo Lodge Grenada
Grenada
$76
$83 total
includes taxes & fees
Nov 10 - Nov 11
Econo Lodge 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.

9. Oak Tree Inn

Oak Tree Inn
Eupora
$75
$82 total
includes taxes & fees
Oct 22 - Oct 23
Oak Tree Inn
A hotel room with two beds, a headboard, bedside lamps, and a patterned carpet.
A kitchen area with a waffle maker, syrup dispenser, coffee machine, and a sign indicating breakfast hours.
A hotel room with a desk, a television, a refrigerator, a chair, and a lamp.
A living room with two grey sofas, a coffee table with magazines and fruit, and a TV on a stand.

10. Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood
Greenwood
$85
$92 total
includes taxes & fees
Oct 22 - Oct 23
Americas Best Value Inn & Suites Greenwood
A modern hotel room with a bed, a desk, and a chair.
A modern kitchen with a dining area, featuring a large window, a refrigerator, and a coffee station.
A modern hotel lobby with a reception desk, a seating area with a logo rug, and a potted plant.
A compact room with a flat-screen TV mounted on the wall, a small kitchenette with a microwave, and a blue chair.

11. Motel 6 Greenwood, MS

Motel 6 Greenwood, MS
Greenwood
$74
$80 total
includes taxes & fees
Oct 22 - Oct 23
Motel 6 Greenwood, MS
An indoor swimming pool with a brick column, a staircase, and a balcony with chairs.
A hotel breakfast area with a granite counter, a coffee machine, a fruit bowl, and a clock on the wall.
A hotel room with a large bed, a desk, a chair, a wheelchair, and a mirror.
A spacious lobby with a central seating area, a staircase, and a second-floor balcony with a railing.

12. 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 dresser, a desk with a mirror, and a view of the outdoors.
A room with a sofa, a small table, a kitchen area, and a large window.
A two-story building with a blue roof, a parking lot with several cars, and a grassy area with trees.
A sign for the Deluxe Inn & Suites with a building in the background.

13. Rodeway Inn

Rodeway Inn
Greenwood
$57
$61 total
includes taxes & fees
Oct 27 - Oct 28
Rodeway Inn
View all properties

Go beyond your typical stay in Winona

pet friendly image
Pet friendly
Pet friendly
Pool image
Pool
Pool
Family friendly image
Family friendly
Family friendly
Apartment image
Apart­ment
Apart­ment
Cottage image
Cottage
Cottage
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

October

High 24°C / low 13°C. Sunny most days.
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

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

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 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

A reception area with a modern design, featuring a reception desk, a bench, and a wall with a colorful pattern.
A spacious lobby with a reception desk, seating area, and a view of the dining area.
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.

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
Winona

10/10 Exceptional

United States
LAURA
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 laundry area with a front-loading washer and dryer, a stainless steel oven, and a brick wall.
A breakfast bar with coffee makers, a sign for fresh orange juice, and a display case with pastries.
A swimming pool with a green-roofed building in the background, a fenced area, and a few vehicles parked nearby.

Americas Best Value Inn Winona

Americas Best Value Inn Winona
Winona

10/10 Exceptional

United States
Charene
Americas Best Value Inn Winona
A hotel room with two beds, a desk with a lamp, a TV, and a painting on the wall.
A hotel lobby with a curved ceiling, a reception desk, a television, and seating areas.
A gym with treadmills, elliptical machines, and weight equipment.
A coffee station with two coffee machines, a coffee press, and various coffee cups and containers.

Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG
Grenada

10/10 Exceptional

United States
Kenneth
Holiday Inn Express & Suites Grenada by IHG
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 Comfort Inn & Suites hotel with a modern facade, a flag, and a well-maintained garden.
A hotel room with two beds, a desk, a chair, a television, and a ceiling fan.

Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
Grenada

10/10 Exceptional

United States
Samuel
Comfort Inn & Suites Grenada
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 living room with a large window, a television, and a bookshelf.
A hotel with a covered outdoor area, multiple balconies, and a parking lot.

Econo Lodge Grenada

Econo Lodge Grenada
Grenada

10/10 Exceptional

United States
Arthur
Econo Lodge Grenada
An indoor swimming pool with a brick column, a staircase, and a balcony with chairs.
A hotel breakfast area with a granite counter, a coffee machine, a fruit bowl, and a clock on the wall.
A hotel room with a large bed, a desk, a chair, a wheelchair, and a mirror.
A spacious lobby with a central seating area, a staircase, and a second-floor balcony with a railing.

SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood
Greenwood

10/10 Exceptional

United States
Eve
SureStay Plus Hotel by Best Western Greenwood

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.