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Find hotels in Historic Downtown Winona

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Our top choices for Historic Downtown Winona hotels

Alexander Mansion Bed and Breakfast

3.5 star property
Historic Downtown Winona
9.8 out of 10, Exceptional, (486)
"The breakfast was wonderful"
United States
Marlin
$131 nightly
The price is $146
Dec 10 - Dec 11
Total with taxes and fees
Alexander Mansion Bed and Breakfast

Carriage House B&B

3.0 star property
Historic Downtown Winona
9.6 out of 10, Exceptional, (89)
"A very pleasant stay."
United States
Betty
$148 nightly
The price is $165
Dec 10 - Dec 11
Total with taxes and fees
Carriage House B&B

AmericInn by Wyndham Winona

2.5 star property
2.5 mi from Historic Downtown Winona
9.0 out of 10, Wonderful, (892)
"Nice time with clean accomodations and friendly staff. Will stay there again. "
United States
JEANETTE
$107 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
AmericInn by Wyndham Winona

Holiday Inn Express & Suites Winona by IHG

2.5 star property
1.9 mi from Historic Downtown Winona
9.2 out of 10, Wonderful, (894)
"Clean room, nice staff, good breakfast"
United States
Brenda
$104 nightly
The price is $116
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Winona by IHG

The Plaza Hotel & Suites Winona

3.0 star property
1.9 mi from Historic Downtown Winona
8.8 out of 10, Excellent, (1004)
"The pools were great"
United States
Beth
$120 nightly
The price is $134
Dec 10 - Dec 11
Total with taxes and fees
The Plaza Hotel & Suites Winona

Days Inn by Wyndham Winona

2.0 star property
2.8 mi from Historic Downtown Winona
7.8 out of 10, Good, (1003)
"Comfortable bed."
United States
Bridget
$58 nightly
The price is $65
Jan 4 - Jan 5, 2026
Total with taxes and fees
Days Inn by Wyndham Winona

Super 8 by Wyndham Winona MN

2.0 star property
1.8 mi from Historic Downtown Winona
7.6 out of 10, Good, (1002)
"Clean rooms, friendly & courteous staff, convenient to many stores, reasonable rates. "
United States
Nicole
$53 nightly
The price is $59
Dec 14 - Dec 15
Total with taxes and fees
Super 8 by Wyndham Winona MN

Fairfield Inn & Suites by Marriott Winona

2.5 star property
1.7 mi from Historic Downtown Winona
9.4 out of 10, Exceptional, (360)
"I have been to this hotel several times and I am never disappointed."
United States
Marla
$107 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fairfield Inn & Suites by Marriott Winona

Big River Escape Riverside Cabins

3.0 star property
17.2 mi from Historic Downtown Winona
9.2 out of 10, Wonderful, (38)
"Beautiful stay"
United States
IVETTE
$103 nightly
The price is $109
Dec 10 - Dec 11
Total with taxes and fees
Big River Escape Riverside Cabins

Little Bluff Inn

2.5 star property
10.1 mi from Historic Downtown Winona
10.0 out of 10, Exceptional, (110)
"Clean room, nice beds, hot shower and great hospitality!"
United States
Joe
$95 nightly
The price is $106
Dec 10 - Dec 11
Total with taxes and fees
Little Bluff Inn

Express Suites Riverport Inn & Suites

3.0 star property
1.7 mi from Historic Downtown Winona
8.6 out of 10, Excellent, (1002)
"Room was clean staff was frendly and helpfull"
United States
Glenda
$110 nightly
The price is $123
Dec 10 - Dec 11
Total with taxes and fees
Express Suites Riverport Inn & Suites

Draft Horse Inn and Suites

2.5 star property
15.3 mi from Historic Downtown Winona
9.2 out of 10, Wonderful, (363)
"Great place to stay for business trips!"
United States
jayne
$130 nightly
The price is $138
Dec 19 - Dec 20
Total with taxes and fees
Draft Horse Inn and Suites

Big River Escape Grandview Manse

3.0 star property
15.4 mi from Historic Downtown Winona
10.0 out of 10, Exceptional, (4)
"It was very roomy and easily accessible. The views were amazing. Would recommend to anyone anytime!!"
United States
Greg
$364 nightly
The price is $391
Dec 14 - Dec 15
Total with taxes and fees
Big River Escape Grandview Manse

Big River Escape Parkside Bungalow

3.0 star property
1 mi from Historic Downtown Winona
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
$218 nightly
The price is $243
Dec 14 - Dec 15
Total with taxes and fees
Big River Escape Parkside Bungalow
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.

Top Historic Downtown Winona Hotel Reviews

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Historic Downtown Winona hotel for you.
How can I save on a Historic Downtown Winona hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Historic Downtown Winona hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Historic Downtown Winona hotel?
Hotel prices in Historic Downtown Winona often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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