Hotels logo
Photo by Martin Tucker

Montgomery County Hotels

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 Montgomery County

Top hotels in Winona

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

Americas Best Value Inn Winona

Americas Best Value Inn Winona
Winona
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.

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
Winona
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.

Relax Inn & Suites

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

OYO Hotel Grenada West

OYO Hotel Grenada West
Grenada
OYO Hotel Grenada West
A hotel room with a bed, a desk, a mirror, a bathroom with a sink and mirror, and a door.

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
Grenada
Baymont by Wyndham Grenada
A hotel lobby with a reception desk, seating area, and a bar.

Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada
Grenada
Hampton Inn & Suites Grenada
A hotel room with two beds, a desk with a lamp, a TV, and a painting on the wall.

Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG
Grenada
Holiday Inn Express & Suites Grenada by IHG
A spacious lobby with a wooden floor, red armchairs, a coffee station, and a large window.

Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
Grenada
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.

Econo Lodge Grenada

Econo Lodge Grenada
Grenada
Econo Lodge Grenada
A conference room with a flat-screen TV mounted on the wall, two round tables with chairs, and a striped curtain.

Oak Tree Inn

Oak Tree Inn
Eupora
Oak Tree Inn
A hotel room with two beds, a headboard, bedside lamps, and a patterned carpet.

Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood
Greenwood
Americas Best Value Inn & Suites Greenwood
A modern hotel room with a bed, a desk, and a chair.

Motel 6 Greenwood, MS

Motel 6 Greenwood, MS
Greenwood
Motel 6 Greenwood, MS
An indoor swimming pool with a brick column, a staircase, and a balcony with chairs.

SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood
Greenwood
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.

Rodeway Inn

Rodeway Inn
Greenwood
Rodeway Inn
See more properties

Top hotels in Duck Hill

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

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
Winona
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.

Americas Best Value Inn Winona

Americas Best Value Inn Winona
Winona
Americas Best Value Inn Winona
A spacious lobby with a wooden floor, red armchairs, a coffee station, and a large window.

Comfort Inn & Suites Grenada

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

Relax Inn & Suites

Relax Inn & Suites
Winona
Relax Inn & Suites
A hotel room with a bed, a sofa, a small table, a desk, a lamp, a painting on the wall, and a mirror.

Econo Lodge Grenada

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

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
Grenada
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.

OYO Hotel Grenada West

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

Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG
Grenada
Holiday Inn Express & Suites Grenada by IHG
See more properties

Top hotels in Kilmichael

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

Americas Best Value Inn Winona

Americas Best Value Inn Winona
Winona
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.

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
Winona
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.

Relax Inn & Suites

Relax Inn & Suites
Winona
Relax Inn & Suites
A conference room with a flat-screen TV mounted on the wall, two round tables with chairs, and a striped curtain.

Oak Tree Inn

Oak Tree Inn
Eupora
Oak Tree Inn
See more properties

Top hotels in Hendrix

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

Americas Best Value Inn Winona

Americas Best Value Inn Winona
Winona
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.

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
Winona
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.

Relax Inn & Suites

Relax Inn & Suites
Winona
Relax Inn & Suites
See more properties

Top cities in Montgomery County

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

Winona

Winona has lots of attractions such as Montgomery County Performing Arts Center and Winona Country Club.
See propertiesWinona

Duck Hill

While in Duck Hill you can visit nearby attractions such as Grenada Country Club and Montgomery County Performing Arts Center.
See propertiesDuck Hill

Kilmichael

While in Kilmichael you can visit nearby attractions such as Montgomery County Performing Arts Center and Winona Country Club.
See propertiesKilmichael

Hendrix

While in Hendrix you can visit nearby attractions such as Winona Country Club and Montgomery County Performing Arts Center.
See propertiesHendrix

Top landmarks in Montgomery County

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

Check out the Montgomery County hotels guests love right now

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.

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 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 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 lobby with a reception desk, seating area, and a bar.
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.
A vending machine with a variety of beverages and snacks.

Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada
Grenada

10/10 Exceptional

United States
Anonymous traveler
Hampton Inn & Suites Grenada
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 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 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 reception desk with a dark wood finish, a crescent moon decoration, and a white wall with recessed lighting.
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 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.

Econo Lodge Grenada

Econo Lodge Grenada
Grenada

10/10 Exceptional

United States
Arthur
Econo Lodge Grenada
A reception area with a wooden door, a framed ship model, and a framed picture on the counter.
A swimming pool with lounge chairs and a barbecue grill.
A motel with a central covered area, a staircase, and multiple parking spaces.
A hotel room with a bed, a desk with a television, a chair, a desk lamp, a telephone, and a ceiling fan.

Americas Best Value Inn Kosciusko

Americas Best Value Inn Kosciusko
Kosciusko

10/10 Exceptional

United States
Anonymous traveler
Americas Best Value Inn Kosciusko

Keep exploring