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 hotel room with a large bed, a desk with a computer, a chair, and a television.

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.

A breakfast bar with coffee makers, a sign for fresh orange juice, and a display case with pastries.

1. Americas Best Value Inn Winona

Winona

Claudette

2.185.712 ₫

2.382.426 ₫ total

includes taxes & fees

28 Sept - 29 Sept

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

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

Winona

Anita

3.298.698 ₫

3.595.581 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A hotel room with two beds, a nightstand with a lamp, and a wooden floor.

3. Relax Inn & Suites

Winona

Edward

1.454.544 ₫

1.585.453 ₫ total

includes taxes & fees

30 Sept - 1 Oct

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

A modern interior with a vending machine, refrigerated display, and a window view.

4. SureStay Plus Hotel by Best Western Greenwood

Greenwood

DeAngelo

3.432.724 ₫

3.707.341 ₫ total

includes taxes & fees

11 Oct - 12 Oct

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

A hotel room with a kitchenette, a microwave, a coffee maker, and a small refrigerator. There is a door with a sign on it, and a coat rack with a blue item hanging on it.

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

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

5. Holiday Inn Express & Suites Grenada by IHG

Grenada

Debbie

3.714.282 ₫

4.085.710 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with a large bed, two bedside tables with lamps, a wooden bench, a desk, and a dresser.

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.

6. Hampton Inn & Suites Grenada

Grenada

Terry

4.516.359 ₫

4.968.047 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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

A reception desk with a dark wood finish, a crescent moon decoration, and a white wall with recessed lighting.

A hotel room with two beds, a desk, a chair, a television, and a ceiling fan.

A Comfort Inn & Suites hotel with a modern facade, a flag, and a well-maintained garden.

7. Comfort Inn & Suites Grenada

Grenada

Nicholas

3.510.386 ₫

3.861.425 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

A motel with a central courtyard, multiple rooms, and a parking area.

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.

8. Oak Tree Inn

Eupora

Gemma

1.948.050 ₫

2.123.375 ₫ total

includes taxes & fees

28 Sept - 29 Sept

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

A Baymont Inn & Suites building with a large sign, multiple balconies, and a well-maintained lawn.

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

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

9. Baymont by Wyndham Grenada

Grenada

2.075.323 ₫

2.282.854 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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 vending machine and an ice dispenser in a hallway.

10. Motel 6 Greenwood, MS

Greenwood

Venessa

1.923.894 ₫

2.077.660 ₫ total

includes taxes & fees

28 Sept - 29 Sept

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

A living room with a wooden ceiling, a sofa, a coffee table, a potted plant, and artwork on the walls.

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.

11. Rodeway Inn

Greenwood

Eric

1.869.089 ₫

2.018.616 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a bed, a nightstand, a lamp, a painting on the wall, and a bathroom visible through an open door.

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.

A conference room with a long table, chairs, a phone, and a TV on the wall.

12. OYO Hotel Grenada West

Grenada

Alan

1.349.869 ₫

1.484.934 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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 kitchen area with a waffle maker, syrup dispenser, coffee machine, and a sign indicating breakfast hours.

13. Americas Best Value Inn & Suites Greenwood

Greenwood

Betty

1.876.362 ₫

2.026.471 ₫ total

includes taxes & fees

1 Oct - 2 Oct

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

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

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

A living room with a large window, a television, and a bookshelf.

14. Econo Lodge Grenada

Grenada

brandon

2.185.712 ₫

2.404.283 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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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

OYO Hotel Grenada West

8/10 Good

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

Holiday Inn Express & Suites Grenada by IHG

8/10 Good

"Lobby Staff and Cleaning Personnel were very friendly and courteous."

Americas Best Value Inn Winona

8/10 Good

"Hotel was clean, quiet, and mini breakfast was awesome. Will stay again."

Holiday Inn Express and Suites Winona North by IHG

10/10 Excellent

"Efficient friendly staff, good breakfast, room was clean and comfortable."

Oak Tree Inn

8/10 Good

"."

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

1.349.869 ₫

1.484.934 ₫ total

4 Oct - 5 Oct

includes taxes & fees

6.6/10 (429 reviews)

Motel 6 Greenwood, MS

401 Highway 82 W Greenwood MS

1.923.894 ₫

2.077.660 ₫ total

28 Sept - 29 Sept

includes taxes & fees

Americas Best Value Inn Winona

301 SE Frontage Road Winona MS

2.185.712 ₫

2.382.426 ₫ total

28 Sept - 29 Sept

includes taxes & fees

8/10 Very good! (520 reviews)

Econo Lodge Grenada

1552 Sunset Dr Grenada MS

2.185.712 ₫

2.404.283 ₫ total

18 Oct - 19 Oct

includes taxes & fees

Holiday Inn Express and Suites Winona North by IHG

413 SE Frontage Road Winona MS

3.298.698 ₫

3.595.581 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.2/10 Very good! (749 reviews)

SureStay Plus Hotel by Best Western Greenwood

635 Highway 82 W Greenwood MS

3.432.724 ₫

3.707.341 ₫ total

11 Oct - 12 Oct

includes taxes & fees

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 1.484.934 ₫

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. Americas Best Value Inn Winona

2. Holiday Inn Express and Suites Winona North by IHG

3. Relax Inn & Suites

4. SureStay Plus Hotel by Best Western Greenwood

5. Holiday Inn Express & Suites Grenada by IHG

6. Hampton Inn & Suites Grenada

7. Comfort Inn & Suites Grenada

8. Oak Tree Inn

9. Baymont by Wyndham Grenada

10. Motel 6 Greenwood, MS

11. Rodeway Inn

12. OYO Hotel Grenada West

13. Americas Best Value Inn & Suites Greenwood

14. Econo Lodge Grenada

Stay near popular Winona attractions

Montgomery County Performing Arts Center

Winona - Montgomery County Library

Learn more about Winona

Top Winona Hotel Reviews

OYO Hotel Grenada West

Holiday Inn Express & Suites Grenada by IHG

Americas Best Value Inn Winona

Holiday Inn Express and Suites Winona North by IHG

Oak Tree Inn

Rodeway Inn

More cheap stays in Winona

OYO Hotel Grenada West

Motel 6 Greenwood, MS

Americas Best Value Inn Winona

Econo Lodge Grenada

Holiday Inn Express and Suites Winona North by IHG

SureStay Plus Hotel by Best Western Greenwood

Hotels in Winona with star rating

Frequently asked questions

Explore a world of travel with Expedia

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