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Cheap Winona Hotels

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG

2.5 out of 5
413 SE Frontage Road Winona MS
$115 nightly
The price is $125 total per night
$125 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
1.83 mi from city center
With a stay at Holiday Inn Express and Suites Winona North by IHG in Winona, you'll be 1.9 mi (3.1 km) from Montgomery County Performing Arts Center and 25.5 mi (41 km) from Grenada Country Club.
Pool
Breakfast included
Americas Best Value Inn Winona

Americas Best Value Inn Winona

2 out of 5
301 SE Frontage Road Winona MS
$99 nightly
The price is $108 total per night
$108 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.79 mi from city center
Located in Winona, Americas Best Value Inn Winona is in a rural location, within a 5-minute drive of Tyler Holmes Memorial Hospital and Winona City Hall.
Pool
Breakfast included
Relax Inn & Suites

Relax Inn & Suites

2 out of 5
328 US-82 Winona MS
$70 nightly
The price is $76 total per night
$76 total
Dec 15 - Dec 16
Total with taxes and fees
1.67 mi from city center
Located in Winona, Relax Inn & Suites is within a 5-minute drive of Tyler Holmes Memorial Hospital and Winona City Hall.
Parking included
Free WiFi
Charming ranch style log cabin with AC in scenic Winona

Charming ranch style log cabin with AC in scenic Winona

Winona MS
$285 nightly
The price is $311 total per night
$311 total
Dec 15 - Dec 16
Total with taxes and fees
3.83 mi from city center
When you stay at this cabin in Winona, you'll be within a 10-minute drive of Middleton Cemetery and Montgomery County Performing Arts Center.
Washer
Dryer
Charming 3-bedroom barn in quaint Winona with AC

Charming 3-bedroom barn in quaint Winona with AC

Winona MS
$400 nightly
The price is $436 total per night
$436 total
Dec 15 - Dec 16
Total with taxes and fees
1.11 mi from city center
When you stay at this vacation home in Winona, you'll be within a 10-minute drive of Middleton Cemetery and Montgomery County Performing Arts Center.
Washer
Dryer
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

Winona MS
$170 nightly
The price is $185 total per night
$185 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
3.83 mi from city center
Located in Winona, this cabin is within a 10-minute drive of Middleton Cemetery and Montgomery County Performing Arts Center.
Air conditioning
Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada

2.5 out of 5
255 Sw Frontage Rd Grenada MS
$113 nightly
The price is $125 total per night
$125 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.95 mi from city center
With a stay at Comfort Inn & Suites Grenada, you'll be centrally located in Grenada, within a 10-minute drive of Holmes Community College and Butler Hill Park.
Breakfast included
Pet friendly
SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood

2.5 out of 5
635 Highway 82 W Greenwood MS
$127 nightly
The price is $137 total per night
$137 total
Dec 16 - Dec 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
27.46 mi from city center
With a stay at SureStay Plus Hotel by Best Western Greenwood in Greenwood, you'll be a 4-minute walk from Greenwood Medical Complex and 13 minutes by foot from Greenwood-Leflore Hospital.
Pool
Breakfast included
Motel 6 Greenwood, MS

Motel 6 Greenwood, MS

2 out of 5
401 Highway 82 W Greenwood MS
$72 nightly
The price is $78 total per night
$78 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
26.8 mi from city center
With a stay at Motel 6 Greenwood, MS in Greenwood, you'll be near the airport, just steps from Whittington Park and a 2-minute drive from Greenwood Medical Complex.
Pet friendly
Parking included
OYO Hotel Grenada West

OYO Hotel Grenada West

2 out of 5
1451 Sunset Drive Grenada MS
$75 nightly
The price is $81 total per night
$81 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.49 mi from city center
With a stay at OYO Hotel Grenada West in Grenada, you'll be within a 5-minute drive of Holmes Community College and Lee Tartt Nature Preserve.
Pet friendly
Parking included
Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG

2.5 out of 5
1540 Sunset Dr Grenada MS
$137 nightly
The price is $151 total per night
$151 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
21.68 mi from city center
A stay at Holiday Inn Express & Suites Grenada by IHG places you in the heart of Grenada, within a 5-minute drive of Holmes Community College and Butler Hill Park.
Pool
Breakfast included
Baymont by Wyndham Grenada

Baymont by Wyndham Grenada

2.5 out of 5
1575 Jamison Drive Grenada MS
$77 nightly
The price is $85 total per night
$85 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.57 mi from city center
Located in Grenada, Baymont by Wyndham Grenada is within a 5-minute drive of Holmes Community College and Lee Tartt Nature Preserve.
Pool
Breakfast included
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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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Winona hotels essential information

Accommodation
63 hotels
Lowest Price
$76
Highest Price
$436
Popular hotels
Holiday Inn Express and Suites Winona North by IHG, Americas Best Value Inn Winona, Relax Inn & Suites, Charming ranch style log cabin with AC in scenic Winona, Charming 3-bedroom barn in quaint Winona with AC, Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games., Comfort Inn & Suites Grenada, SureStay Plus Hotel by Best Western Greenwood, Motel 6 Greenwood, MS, OYO Hotel Grenada West, Holiday Inn Express & Suites Grenada by IHG, Baymont by Wyndham Grenada

Most Recent Winona Hotel Reviews

SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood

5 out of 5
Posted 7 days ago
CheapTickets Verified Review
"Check in was quick and easy. Convenient parking. Very friendly staff"
A verified traveler stayed at SureStay Plus Hotel by Best Western Greenwood
SureStay Plus Hotel by Best Western Greenwood