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

A laundry area with a front-loading washer and dryer, a stainless steel oven, and a brick wall.

A hotel with a covered entrance and a Coca-Cola sign.

1. Americas Best Value Inn Winona

Winona

Elizabeth

2.581.326 ₫

2.813.645 ₫ total

includes taxes & fees

2 Oct - 3 Oct

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 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 swimming pool with a brick border, lounge chairs, and a building with multiple windows in the background.

2. Holiday Inn Express and Suites Winona North by IHG

Winona

Valbon

2.738.190 ₫

2.984.627 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with two beds, a large window with a geometric pattern, a wall-mounted 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'.

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

3. Relax Inn & Suites

Winona

Michael

1.460.144 ₫

1.591.557 ₫ total

includes taxes & fees

2 Oct - 3 Oct

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 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.

4. SureStay Plus Hotel by Best Western Greenwood

Greenwood

Horace

3.313.731 ₫

3.578.829 ₫ total

includes taxes & fees

7 Sept - 8 Sept

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

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.

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.

5. Comfort Inn & Suites Grenada

Grenada

Nicholas

3.062.340 ₫

3.368.574 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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 vending machine with a variety of beverages and snacks.

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

3.334.855 ₫

3.668.393 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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.

7. Econo Lodge Grenada

Grenada

brandon

1.972.801 ₫

2.170.081 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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

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

8. Baymont by Wyndham Grenada

Grenada

Sheen

1.706.805 ₫

1.877.486 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

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

9. Oak Tree Inn

Eupora

Gemma

1.955.550 ₫

2.131.550 ₫ total

includes taxes & fees

12 Sept - 13 Sept

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

A Holiday Inn Express & Suites building with a covered entrance and a clear sky.

A swimming pool with a lifeguard chair and a sign indicating no diving.

A lobby with seating, a television, and a colorful wall art piece.

10. Holiday Inn Express & Suites Grenada by IHG

Grenada

Darin

3.390.140 ₫

3.729.152 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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 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.

11. Motel 6 Greenwood, MS

Greenwood

John

1.931.301 ₫

2.085.659 ₫ total

includes taxes & fees

15 Sept - 16 Sept

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.

12. Rodeway Inn

Greenwood

Eric

1.550.598 ₫

1.674.644 ₫ total

includes taxes & fees

21 Sept - 22 Sept

A modern kitchen with white cabinets, a central island with bar stools, stainless steel appliances, and a wooden floor.

A modern living room with a fireplace, dark grey sofas, a ceiling fan, and a TV mounted on the wall.

A room with a wooden floor, a white door, a framed painting, and two wooden chairs.

A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and black chairs.

13. Updated Cottage w/ Fireplaces in North Greenwood!

Greenwood

Marlynn

3.911.700 ₫

7.669.801 ₫ total

includes taxes & fees

3 Sept - 4 Sept

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 dining area with wooden tables and chairs, a television, and potted plants.

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

14. OYO Hotel Grenada West

Grenada

Steven

1.247.832 ₫

1.430.015 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with two beds, a headboard, bedside lamps, and a patterned carpet.

A living room with two grey sofas, a coffee table with magazines and fruit, and a TV on a stand.

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

A reception area with a counter, a clock, a computer, and a dining area with chairs and a table.

15. Americas Best Value Inn & Suites Greenwood

Greenwood

Betty

2.216.029 ₫

2.393.332 ₫ total

includes taxes & fees

15 Sept - 16 Sept

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Stay near popular Winona attractions

Winona City Hall

Winona City Hall serves as the administrative centre for this Mississippi town, housing municipal offices and city services. Visitors can attend public meetings or conduct official business during regular weekday hours.

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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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Tyler Holmes Memorial Hospital

If Tyler Holmes Memorial Hospital is what brings you to town, hopefully you'll have a chance to explore more of Winona.

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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

Holiday Inn Express and Suites Winona North by IHG

8/10 Good

"Everything is great except WiFi can be better"

Holiday Inn Express & Suites Grenada by IHG

10/10 Excellent

"Nice place"

Hampton Inn & Suites Grenada

10/10 Excellent

"Very clean"

Econo Lodge Grenada

10/10 Excellent

"Very friendly staff! My wife and I loved sitting up in the turret by the pool!"

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

1.247.832 ₫

1.430.015 ₫ total

27 Sept - 28 Sept

includes taxes & fees

6.6/10 (422 reviews)

Baymont by Wyndham Grenada

1575 Jamison Drive Grenada MS

1.706.805 ₫

1.877.486 ₫ total

27 Sept - 28 Sept

includes taxes & fees

6.2/10 (709 reviews)

Motel 6 Greenwood, MS

401 Highway 82 W Greenwood MS

1.931.301 ₫

2.085.659 ₫ total

15 Sept - 16 Sept

includes taxes & fees

Holiday Inn Express and Suites Winona North by IHG

413 SE Frontage Road Winona MS

2.738.190 ₫

2.984.627 ₫ total

27 Sept - 28 Sept

includes taxes & fees

8.2/10 Very good! (741 reviews)

SureStay Plus Hotel by Best Western Greenwood

635 Highway 82 W Greenwood MS

3.313.731 ₫

3.578.829 ₫ total

7 Sept - 8 Sept

includes taxes & fees

Holiday Inn Express & Suites Grenada by IHG

1540 Sunset Dr Grenada MS

3.390.140 ₫

3.729.152 ₫ total

27 Sept - 28 Sept

includes taxes & fees

8.6/10 Excellent! (611 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 1.430.015 ₫

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. Comfort Inn & Suites Grenada

6. Hampton Inn & Suites Grenada

7. Econo Lodge Grenada

8. Baymont by Wyndham Grenada

9. Oak Tree Inn

10. Holiday Inn Express & Suites Grenada by IHG

11. Motel 6 Greenwood, MS

12. Rodeway Inn

13. Updated Cottage w/ Fireplaces in North Greenwood!

14. OYO Hotel Grenada West

15. Americas Best Value Inn & Suites Greenwood

Stay near popular Winona attractions

Winona City Hall

Montgomery County Performing Arts Center

Tyler Holmes Memorial Hospital

Winona - Montgomery County Library

Learn more about Winona

Top Winona Hotel Reviews

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express & Suites Grenada by IHG

Hampton Inn & Suites Grenada

Econo Lodge Grenada

Rodeway Inn

More cheap stays in Winona

OYO Hotel Grenada West

Baymont by Wyndham Grenada

Motel 6 Greenwood, MS

Holiday Inn Express and Suites Winona North by IHG

SureStay Plus Hotel by Best Western Greenwood

Holiday Inn Express & Suites Grenada by IHG

Hotels in Winona with star rating

Frequently asked questions

Explore a world of travel with Expedia

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