Winona Holiday Rentals, Mississippi: Private House Rentals

A brick building with the inscription "WINONA" and an arched window.

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Our top choices for Winona hotels

A reception area with a modern design, featuring a reception desk, a bench, and a wall with a colorful pattern.

A modern living room with a blue sofa, a coffee table, a white lamp, and a kitchenette area with a microwave and toaster.

A reception area with a wooden partition, two grey upholstered chairs, a desk with a lamp, and a mirror above the counter.

A spacious lobby with a reception desk, seating area, and a view of the dining area.

1. Holiday Inn Express and Suites Winona North by IHG

Winona

Anita

3.287.395 ₫

3.583.261 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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 motel with a covered entrance, multiple floors, and a Coca-Cola sign.

2. Americas Best Value Inn Winona

Winona

Claudette

2.562.615 ₫

2.793.251 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A hotel room with two beds, a large window with a geometric pattern, a wall-mounted lamp, and a wooden floor.

A motel with a covered parking area, a visible office, and a sign for 'RELAX Inn & Suites'.

A white bathtub with chrome fixtures, a shower curtain, and a visible electrical outlet on the wall.

A road with a McDonald's sign, a Relax Inn & Suites sign, and a building with a dark roof.

3. Relax Inn & Suites

Winona

Edward

1.449.560 ₫

1.580.020 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A hotel lobby with a reception desk, seating area, and a bar.

A compact hotel bathroom with a sink, mirror, and a door with an evacuation plan notice.

A rectangular swimming pool with clear blue water, surrounded by a brick wall and a black metal fence.

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

Grenada

Terry

3.855.830 ₫

4.241.517 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a bed, a sofa, a small table, a desk, a lamp, a painting on the wall, and a mirror.

A deck with outdoor seating, a view of a building with a red sign, and a clear sky.

A hotel with a covered outdoor area, multiple balconies, and a parking lot.

A swimming pool with a tiled edge, surrounded by lounge chairs and a small deck area.

5. Econo Lodge Grenada

Grenada

Chadwick

1.958.200 ₫

2.154.020 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with two beds, a desk with a lamp, a TV, and a painting on the wall.

A coffee station with two coffee machines, a coffee press, and various coffee cups and containers.

A hotel lobby with a curved ceiling, a reception desk, a television, and seating areas.

A gym with treadmills, elliptical machines, and weight equipment.

6. Holiday Inn Express & Suites Grenada by IHG

Grenada

Debbie

3.598.015 ₫

3.957.816 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A spacious lobby with a wooden floor, red armchairs, a coffee station, and a large window.

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.

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.

7. Comfort Inn & Suites Grenada

Grenada

Michael

3.058.313 ₫

3.364.145 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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 spacious lobby with a central seating area, a staircase, and a second-floor balcony with a railing.

A hotel breakfast area with a granite counter, a coffee machine, a fruit bowl, and a clock on the wall.

8. SureStay Plus Hotel by Best Western Greenwood

Greenwood

DeAngelo

3.289.207 ₫

3.552.344 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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.

9. Motel 6 Greenwood, MS

Greenwood

Alan

1.917.302 ₫

2.070.541 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A reception desk with a framed painting above it, a small American flag, and a decorative plant.

A large, rectangular bathtub with a wooden vanity and a mirror above it.

A television mounted on a wall displaying a decorative item and a potted plant.

A hotel room with a bed, a desk, a chair, a mirror, a sink, and a lamp.

10. Oak Tree Inn

Eupora

Gemma

1.941.375 ₫

2.116.099 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A hotel room with a bed, a desk, a mirror, a bathroom with a sink and mirror, and a door.

A gym with treadmills, stationary bikes, and weight machines.

A reception desk with a sign for Baymont Inn & Suites, a plant, and a notice board with check-in and check-out times.

A breakfast area with wooden cabinets, a marble table, and a sign for 'Baymont Breakfast Corner'.

11. Baymont by Wyndham Grenada

Grenada

Rebbeque

1.782.182 ₫

1.960.401 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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 lobby with a patterned carpet, wicker furniture, a TV, and a red OYO Hotels banner.

12. OYO Hotel Grenada West

Grenada

Alan

1.238.597 ₫

1.362.586 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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 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.

13. Americas Best Value Inn & Suites Greenwood

Greenwood

Betty

2.199.966 ₫

2.375.984 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A sign for the Deluxe Inn & Suites with a building in the background.

A hotel room with a wooden desk, a flat-screen TV, a microwave, and a refrigerator.

A two-story building with a blue roof, a parking lot with several cars, and a grassy area with trees.

A hotel room with a seating area, a desk, a flat-screen TV, and a large mirror.

14. Rodeway Inn

Greenwood

Eric

1.769.240 ₫

1.910.572 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Winona attractions

Montgomery County Performing Arts Center

7.0/10 (20 reviews)

This cultural cornerstone showcases local and visiting artists in an intimate setting with excellent acoustics. Reserve tickets in advance for popular events like the Valentine Dinner Show or Christmas performances.

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Winona - Montgomery County Library

The Winona-Montgomery Public Library serves as a community hub with diverse collections for all ages. Browse the local history section to discover fascinating insights into Winona's rich heritage.

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Learn more about Winona

Stroll down charming Front Street to admire historic shopfronts 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.

See all hotels in Winona

Top Winona Hotel Reviews

SureStay Plus Hotel by Best Western Greenwood

10/10 Excellent

"I got the King bed and all I have to say is great space, nice staff. I highly recommended"

Motel 6 Greenwood, MS

8/10 Good

"The remodeled room was clean. Staff was very helpful and understanding. Recommend this hotel and I will be staying here next time I’m in town."

Baymont by Wyndham Grenada

10/10 Excellent

"Great place"

Americas Best Value Inn Winona

8/10 Good

"Was a good place to stay that wasn't too far from Starkville. Decent accomodations and clean. For the price it is a good value."

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!"

OYO Hotel Grenada West

8/10 Good

"Stayed in a few different OYO locations in my travels an this was definitely best one yet"

Rodeway Inn

10/10 Excellent

"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."

More cheap stays in Winona

OYO Hotel Grenada West

1451 Sunset Drive Grenada MS

1.238.597 ₫

1.362.586 ₫ total

15 Nov - 16 Nov

includes taxes & fees

Motel 6 Greenwood, MS

401 Highway 82 W Greenwood MS

1.917.302 ₫

2.070.541 ₫ total

20 Oct - 21 Oct

includes taxes & fees

7.8/10 Good! (218 reviews)

Econo Lodge Grenada

1552 Sunset Dr Grenada MS

1.958.200 ₫

2.154.020 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Americas Best Value Inn Winona

301 SE Frontage Road Winona MS

2.562.615 ₫

2.793.250 ₫ total

29 Oct - 30 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Greenwood

635 Highway 82 W Greenwood MS

3.289.207 ₫

3.552.344 ₫ total

21 Oct - 22 Oct

includes taxes & fees

8.2/10 Very good! (782 reviews)

Holiday Inn Express and Suites Winona North by IHG

413 SE Frontage Road Winona MS

3.287.395 ₫

3.583.261 ₫ total

15 Nov - 16 Nov

includes taxes & fees

8.2/10 Very good! (752 reviews)

Hotels in Winona with star rating

Frequently asked questions

What's the weather like in Winona?

The hottest months are usually July and August, with an average temperature of 26°C, while the coldest months are January and February, with an average of 9°C. Average annual precipitation for Winona is 1525 mm.

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Book Hotels in Winona on Expedia.com

Find hotels in Winona, MS from 1.362.586 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winona

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winona hotels

1. Holiday Inn Express and Suites Winona North by IHG

2. Americas Best Value Inn Winona

3. Relax Inn & Suites

4. Hampton Inn & Suites Grenada

5. Econo Lodge Grenada

6. Holiday Inn Express & Suites Grenada by IHG

7. Comfort Inn & Suites Grenada

8. SureStay Plus Hotel by Best Western Greenwood

9. Motel 6 Greenwood, MS

10. Oak Tree Inn

11. Baymont by Wyndham Grenada

12. OYO Hotel Grenada West

13. Americas Best Value Inn & Suites Greenwood

14. Rodeway Inn

Stay near popular Winona attractions

Montgomery County Performing Arts Center

Winona - Montgomery County Library

Learn more about Winona

Top Winona Hotel Reviews

SureStay Plus Hotel by Best Western Greenwood

Motel 6 Greenwood, MS

Baymont by Wyndham Grenada

Americas Best Value Inn Winona

Holiday Inn Express & Suites Grenada by IHG

OYO Hotel Grenada West

Rodeway Inn

More cheap stays in Winona

OYO Hotel Grenada West

Motel 6 Greenwood, MS

Econo Lodge Grenada

Americas Best Value Inn Winona

SureStay Plus Hotel by Best Western Greenwood

Holiday Inn Express and Suites Winona North by IHG

Hotels in Winona with star rating

Frequently asked questions

Explore a world of travel with Expedia

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