Find hotels in Winona, MS from ₩106,279

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Dec 18 - Dec 19
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Dec 19 - Dec 20
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Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

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Our top choices for Winona hotels

Exterior
Americas Best Value Inn Winona

Americas Best Value Inn Winona

Americas Best Value Inn Winona
2.0 star property
Winona
8.0 out of 10, Very Good, (457)
Escape the road at this quiet Winona motel with clean rooms and complimentary continental breakfast. Swim in the outdoor pool after exploring nearby Winona Library, then enjoy free parking and 24-hour assistance from the helpful staff.
"Friendly staff, clean and quite room safe area "
United States
Braeden
The price is ₩146,208
₩159,367 total
includes taxes & fees
Dec 19 - Dec 20
Americas Best Value Inn Winona
Exterior
Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
2.5 star property
Winona
8.2 out of 10, Very Good, (674)
Located in Winona, this welcoming hotel offers an outdoor pool, fitness center, and complimentary breakfast, WiFi, and parking. Guests praise the helpful staff and convenient access to local attractions like the County Library and Performing Arts Center.
"Will stay there again "
United States
MIKE
The price is ₩163,930
₩178,684 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Holiday Inn Express and Suites Winona North by IHG
Blackout drapes, iron/ironing board, free WiFi, bed sheets
Relax Inn & Suites

Relax Inn & Suites

Relax Inn & Suites
2.0 star property
Winona
5.8 out of 10, (52)
This welcoming motel offers 24-hour service and free amenities including WiFi and self parking. Conveniently positioned near Winona - Montgomery County Library and Montgomery County Performing Arts Center for easy exploration.
"Enjoyed my stay!"
United States
Edward
Relax Inn & Suites
Exterior
Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG
2.5 star property
Grenada
8.8 out of 10, Excellent, (550)
Centrally located near Butler Hill Park, this hotel offers complimentary breakfast, WiFi, and parking. After exploring local attractions, unwind in the seasonal outdoor pool. The 24-hour fitness center keeps your workout routine on track while the helpful staff ensures a pleasant stay.
"Everything you want In a room"
United States
Nicklaus
The price is ₩138,824
₩152,706 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Holiday Inn Express & Suites Grenada by IHG
Outdoor pool
Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada
2.5 star property
Grenada
9.0 out of 10, Wonderful, (677)
Relax in this well-regarded Grenada hotel with free parking and daily breakfast buffet. After working out in the fitness center, visit nearby Butler Hill Park and Bledsoe Park. Travelers consistently praise the helpful staff.
"Great staff and room!"
United States
Tara
The price is ₩188,860
₩207,745 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn & Suites Grenada
Desk, free WiFi, bed sheets
Baymont by Wyndham Grenada

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
2.5 star property
Grenada
6.2 out of 10, (663)
Explore Grenada with ease from this welcoming hotel near Butler Hill Park and Bledsoe Park. Jump into the seasonal outdoor pool, maintain your workout in the 24-hour fitness center, and enjoy complimentary breakfast, WiFi, and parking.
"The staff didn’t say much. The pillows were not laid across the bed and looked like someone had laid in the bed. The pillows were just so thin and the towels were too! Actually the clean room was the only reason we stayed. Lucky we had our own pillows!"
United States
Sheryl
The price is ₩107,958
₩118,756 total
includes taxes & fees
Dec 30 - Dec 31
Baymont by Wyndham Grenada
Exterior
Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
2.5 star property
Grenada
8.0 out of 10, Very Good, (788)
Settle into this inviting hotel where helpful staff and complimentary breakfast earn top marks from guests. Explore nearby Butler Hill Park or hit local hiking trails after energizing at the fitness center.
"Very nice, peaceful hotel with a wonderful staff and safe atmosphere! Very easy to navigate to nearby restaurants and businesses."
United States
MELISSIA L
The price is ₩170,724
₩187,797 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Comfort Inn & Suites Grenada
Outdoor pool
Econo Lodge Grenada

Econo Lodge Grenada

Econo Lodge Grenada
2.0 star property
Grenada
8.4 out of 10, Very Good, (217)
Situated near Butler Hill and Bledsoe Parks, this budget-friendly hotel offers complimentary breakfast, WiFi, and parking. Relax in the outdoor pool or maintain your workout routine at the on-site fitness center.
"Very convenient location; polite staff"
United States
Jane
The price is ₩110,321
₩121,352 total
includes taxes & fees
Dec 25 - Dec 26
Econo Lodge Grenada
Individually furnished, desk, free WiFi, bed sheets
OYO Hotel Grenada West

OYO Hotel Grenada West

OYO Hotel Grenada West
2.0 star property
Grenada
6.4 out of 10, (368)
Serene retreat in Mississippi with free WiFi and parking. This quiet hotel offers a peaceful atmosphere and 24-hour front desk service. Just a short distance from local parks, it's perfect for travelers seeking calm surroundings.
"Good hotel "
United States
Jade
The price is ₩87,220
₩106,279 total
includes taxes & fees
Jan 18 - Jan 19, 2026
OYO Hotel Grenada West
Free WiFi, bed sheets, alarm clocks
Motel 6 Greenwood, MS

Motel 6 Greenwood, MS

Motel 6 Greenwood, MS
2.0 star property
Greenwood
7.4 out of 10, Good, (144)
Just 3 minutes from Greenwood Station, this practical motel offers free WiFi and parking. Explore nearby Whittington Park and City Park, then return to enjoy the convenience of 24-hour front desk service.
"Very clean room, good outside lighting at night, and a very competitive price...I'll will be staying there again really soon!! "
United States
Bernard
The price is ₩107,795
₩116,420 total
includes taxes & fees
Dec 19 - Dec 20
Motel 6 Greenwood, MS
Soundproofing, iron/ironing board, free WiFi, bed sheets
Oak Tree Inn

Oak Tree Inn

Oak Tree Inn
2.5 star property
Eupora
6.2 out of 10, (81)
Located in Eupora, this motel offers convenient amenities like free WiFi and self parking. The 24-hour front desk ensures assistance whenever needed, while nearby Whites Creek Lake Park provides outdoor recreation opportunities.
"This is a very nice low cost place to stay. Clean, comfy, and a good night's sleep at a great price."
United States
Steven
The price is ₩110,764
₩120,733 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Oak Tree Inn
Exterior
Deluxe Inn & Suites

Deluxe Inn & Suites

Deluxe Inn & Suites
2.5 star property
Greenwood
6.2 out of 10, (173)
Enjoy a budget-friendly stay minutes from Greenwood Station. This motel includes free WiFi and parking, with easy access to Whittington Park and City Park. Daily housekeeping ensures a clean, comfortable experience.
"Although the facility is a bit timeworn, I was very pleased with the cleanliness of my room. The receptionist was cordial and helpful, and the check-in process was trouble free. I received good value for my money."
United States
Tony
The price is ₩108,061
₩116,701 total
includes taxes & fees
Dec 19 - Dec 20
Deluxe Inn & Suites
Lobby
SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood
2.5 star property
Greenwood
8.2 out of 10, Very Good, (689)
This peaceful hotel offers a seasonal outdoor pool and fitness center for active travelers. Located near Whittington Park and City Park, guests enjoy complimentary breakfast, WiFi, and parking. Fellow travelers consistently praise the helpful staff and well-maintained property.
"Check in was quick and easy. Convenient parking. Very friendly staff"
United States
Gwendolyn
The price is ₩187,663
₩202,675 total
includes taxes & fees
Dec 21 - Dec 22
SureStay Plus Hotel by Best Western Greenwood
Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi
Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood
2.0 star property
Greenwood
4.4 out of 10, (97)
Enjoy a wallet-friendly stay at this Greenwood motel offering complimentary continental breakfast, WiFi, and parking. Located close to Whittington Park and City Park, with easy access from Greenwood Station just 4 minutes away by car.
"It was great clean room everything work"
United States
Stanley
The price is ₩125,517
₩135,560 total
includes taxes & fees
Dec 19 - Dec 20
Americas Best Value Inn & Suites Greenwood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Winona attractions

Montgomery County Performing Arts Center

3.8/5 (9 reviews)
You can get tickets for a performance at Montgomery County Performing Arts Center on your trip to Winona. Take in the theater scene while you're in the area.
See properties

Winona - Montgomery County Library

After visiting Winona - Montgomery County Library, make a plan to see the other sights and activities in Winona.
See properties

Top Winona Hotel Reviews

Motel 6 Greenwood, MS

Motel 6 Greenwood, MS

10/10 Excellent
"Great job on the staff at motel 6"
Donell 1-night trip
Posted 2 weeks ago
Motel 6 Greenwood, MS

More cheap stays in Winona

Americas Best Value Inn Winona

Americas Best Value Inn Winona

301 SE Frontage Road Winona MS
The price is ₩146,208 per night from Dec 19 to Dec 20
₩146,208
₩159,367 total
Dec 19 - Dec 20
includes taxes & fees
8/10 Very Good! (457 reviews)

Frequently asked questions

What's the best place to stay in Winona?
Holiday Inn Express and Suites Winona North by IHG is a favorite with Expedia customers. This hotel offers free breakfast and an outdoor pool. Reviews from our site also recommend Americas Best Value Inn Winona and Relax Inn & Suites as top choices for your visit. See all available top hotels, or vacation rentals in Winona.
If I need to cancel my hotel reservation in Winona, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winona.
Where can I learn more about changing or cancelling my trip to Winona?
To access more information about changing or cancelling your trip to Winona, click here.
What's the best LGBTQ-friendly accommodation in Winona?
Holiday Inn Express and Suites Winona North by IHG is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. See all available hotels listed as LGBTQ-friendly in Winona.
What's the best pet-friendly hotel in Winona?
Holiday Inn Express and Suites Winona North by IHG is a top hotel for people traveling with their pets, and offers an outdoor pool and a fitness center for its human guests. See more pet-friendly hotel accommodations in Winona.
Where is the best hotel to stay near Winona Country Club?
Holiday Inn Express and Suites Winona North, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. It's located 4 mi (6.5 km) from Winona Country Club. Other good choices within 5 miles include Americas Best Value Inn Winona and Relax Inn & Suites.
What are some accommodations with pools in Winona?
Americas Best Value Inn Winona: Features daily, an outdoor pool, and free self parking. Holiday Inn Express and Suites Winona North by IHG and SureStay Plus Hotel by Best Western Greenwood are a couple of other choices with an onsite pool. View all hotels with pools in Winona.
What is the best accommodation for staying close to Tupelo Regional Airport (TUP)?
Red Roof Inn Tupelo is one of the top choices for your stay and is a popular hotel, featuring free breakfast and an outdoor pool. It's located 2.7 mi (4.3 km) from Tupelo Regional Airport. Other good choices close to the airport include La Quinta Inn & Suites by Wyndham Tupelo and Holiday Inn Hotel & Suites Tupelo North.
How is it to stay in Winona?
Visitors can enjoy all that Winona has to offer including the coffeehouses, baseball games, and restaurants. This city also attracts tourists with its welcoming and quaint setting. In Winona, there are 7 hotels and other accommodations to choose from. Find out more about Winona.
What should I do while I'm visiting Winona?
Favorite places to visit include Montgomery County Performing Arts Center, Middleton Cemetery, and Winona - Montgomery County Library. A couple of additional sights to add to your agenda are Winona City Hall and Winona Country Club. Check out what more to see and do in Expedia's Winona guide.
What's the seasonal weather like in Winona?
The hottest months are usually July and August with an average temp of 79°F, while the coldest months are January and February with an average of 48°F. Average annual precipitation for Winona is 60 inches.