Find hotels in Winona, MS from ฿2,254

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24 Dec - 25 Dec
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25 Dec - 26 Dec
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26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Winona hotels

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, (676)
Located in Winona, this welcoming hotel offers an outdoor pool, fitness centre, and complimentary breakfast, WiFi, and parking. Guests praise the helpful staff and convenient access to local attractions like the County Library and Performing Arts Centre.
"Friendly staff that made our stay feel comfortable and like staying with friends."
United States
Jennifer
The price is ฿3,453
฿3,764 total
includes taxes & fees
16 Jan - 17 Jan 2026
Holiday Inn Express and Suites Winona North by IHG
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, (460)
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 ฿3,079
฿3,357 total
includes taxes & fees
25 Dec - 26 Dec
Americas Best Value Inn Winona
Blackout curtains, 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 Centre 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, (551)
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 centre 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 ฿3,081
฿3,389 total
includes taxes & fees
16 Jan - 17 Jan 2026
Holiday Inn Express & Suites Grenada by IHG
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 centre.
"Very convenient location; polite staff"
United States
Jane
The price is ฿2,324
฿2,556 total
includes taxes & fees
15 Jan - 16 Jan 2026
Econo Lodge 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, (789)
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 energising at the fitness centre.
"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 ฿3,407
฿3,747 total
includes taxes & fees
30 Dec - 31 Dec
Comfort Inn & Suites Grenada
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, (678)
Relax in this well-regarded Grenada hotel with free parking and daily breakfast buffet. After working out in the fitness centre, visit nearby Butler Hill Park and Bledsoe Park. Travellers consistently praise the helpful staff.
"Great staff and room!"
United States
Tara
The price is ฿3,978
฿4,376 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn & Suites Grenada
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, (694)
This peaceful hotel offers a seasonal outdoor pool and fitness centre for active travellers. Located near Whittington Park and City Park, guests enjoy complimentary breakfast, WiFi, and parking. Fellow travellers consistently praise the helpful staff and well-maintained property.
"I was impressed during my stay. The staff was very welcoming and extremely professional. The rooms were spotless and comfortable. I enjoyed the amenities, too. Highly recommend whether for a short or long stay."
United States
Patricia
The price is ฿3,955
฿4,271 total
includes taxes & fees
26 Dec - 27 Dec
SureStay Plus Hotel by Best Western Greenwood
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 ฿2,270
฿2,452 total
includes taxes & fees
29 Dec - 30 Dec
Motel 6 Greenwood, MS
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, (664)
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 centre, and enjoy complimentary breakfast, WiFi, and parking.
"Good trip"
United States
Paula
The price is ฿2,143
฿2,357 total
includes taxes & fees
30 Dec - 31 Dec
Baymont by Wyndham 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, (371)
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 travellers seeking calm surroundings.
"Good hotel "
United States
Jade
The price is ฿1,851
฿2,254 total
includes taxes & fees
7 Jan - 8 Jan 2026
OYO Hotel Grenada West
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 ฿2,333
฿2,543 total
includes taxes & fees
1 Jan - 2 Jan 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 ฿2,276
฿2,458 total
includes taxes & fees
24 Jan - 25 Jan 2026
Deluxe Inn & Suites
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 ฿2,644
฿2,855 total
includes taxes & fees
24 Jan - 25 Jan 2026
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 make plans for a show at Montgomery County Performing Arts Center during your stay in Winona. Take in the theatre 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
"Very clean room, good outside lighting at night, and a very competitive price...I'll will be staying there again really soon!! "
Bernard 1-night trip
Posted 9 days ago
Motel 6 Greenwood, MS

More cheap stays in Winona

OYO Hotel Grenada West

OYO Hotel Grenada West

1451 Sunset Drive Grenada MS
The price is ฿1,851 per night from 7 Jan to 8 Jan
฿1,851
฿2,254 total
7 Jan - 8 Jan 2026
includes taxes & fees
6.4/10 (369 reviews)

Frequently asked questions

What's the best place to stay in Winona?
Holiday Inn Express and Suites Winona North by IHG is a favourite 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 trip. 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, most hotel room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winona.
What is the top LGBTQ-friendly hotel 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 dog-friendly accommodation option in Winona?
Holiday Inn Express and Suites Winona North by IHG is a top hotel for people travelling with their pets, and offers an outdoor pool and a fitness centre for its human guests. See more pet-friendly hotel accommodations in Winona.
What are some accommodation options with pools in Winona?
Holiday Inn Express and Suites Winona North by IHG: Features continental, an outdoor pool and complimentary high-speed (wired) Internet access. Americas Best Value Inn Winona and SureStay Plus Hotel by Best Western Greenwood are a couple of other choices that offer an on-site pool. View all hotels with pools in Winona.
What's it like to stay in Winona?
Visitors can enjoy all that Winona has to offer, including the coffee shops, baseball games and restaurants. This city also attracts tourists with its welcoming and quaint setting. In Winona, there are 7 hotels and other accommodation options to choose from. Find out more about Winona.
What should I see while I'm in Winona?
Favourite 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 itinerary are Winona City Hall and Winona Country Club. Take a look at what more there is to see and do in Expedia's Winona guide.
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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