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Top hotels in Historic Downtown Winona

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

Winona MN
$171 nightly
The price is $190 total per night from Jul 21 to Jul 22
$190 total
Jul 21 - Jul 22
Total with taxes and fees
This vacation home includes a garden and laundry facilities.
"We absolutely loved our stay! Don't let your first impression when you pull up cloud your judgment—this place is incredibly cute and much bigger than it looks from the outside. It's surprisingly long, so there's plenty of space to spread out.The living room has super comfortable couches, a nice TV, ..."

Reviewed on Jun 29, 2026

Opens in a new windowCharming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast

3.5 out of 5
274 East Broadway Winona MN
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $142 total per night from Jul 20 to Jul 21
$142 total
Jul 20 - Jul 21
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a terrace, and a garden are also on ...
"Richard was the kindest innkeeper. He allowed me to stay in my room past checkout and drove me to the bus stop so I wouldn't have to walk my luggage in 92° heat. He was very thorough in his tour and very accommodating. Unfortunately, the window AC wasn't sufficient for the massive heat wave in most ..."

Reviewed on Jul 14, 2026

Opens in a new windowAlexander Mansion Bed and Breakfast
Carriage House B&B

Carriage House B&B

3 out of 5
420 Main St Winona MN
$124 nightly
The price is $138 total per night from Jul 20 to Jul 21
$138 total
Jul 20 - Jul 21
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free full breakfast each morning. A garden, express ...
"Delicious breakfast, charming property. Much more fun than a sterile hotel. Thank you!"

Reviewed on Jun 8, 2026

Opens in a new windowCarriage House B&B
The Exchange 16 | Historic Bldg, Studio, Dwntwn

The Exchange 16 | Historic Bldg, Studio, Dwntwn

Winona MN
This apartment features laundry facilities.
"The unit was better than expected! Very clean, modernized while respecting the historic character of the building, good layout of space, kitchen was well stocked to cook meals, comfy bed, good bathroom towels. A close walk to the farmers market, river trail, restaurants (including good coffee and ..."

Reviewed on Sep 22, 2025

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Opens in a new windowThe Exchange 16 | Historic Bldg, Studio, Dwntwn
Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona

3 out of 5
925 Bruski Drive Winona MN
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $150 total per night from Jul 19 to Jul 20
$150 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot ...
"Highly recommended! Fast check in, friendly staff & very clean stay!"

Reviewed on Jul 12, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Winona
Big River Escape Riverside Cabins

Big River Escape Riverside Cabins

3 out of 5
950 N Front St Cochrane WI
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $146 total per night from Aug 4 to Aug 5
$146 total
Aug 4 - Aug 5
Total with taxes and fees
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-in, and express check-out are also on ...
"Great experience. Traveling with my husband to visit the area and do hikes. Nice location and cozy cute cabins! Owner is super helpful and kind. Minor hiccup at check-in due to booking through Expedia - Expedia doesn't share any info with the owner of the property and the email for my self check-in ..."

Reviewed on May 7, 2026

Opens in a new windowBig River Escape Riverside Cabins
Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

3 out of 5
900 Bruski Dr Winona MN
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $134 total per night from Jul 19 to Jul 20
$134 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowExpress Suites Riverport Inn & Suites
Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

2 out of 5
1025 Sugar Loaf Rd Winona MN
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $72 total per night from Jul 19 to Jul 20
$72 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
Opens in a new windowSuper 8 by Wyndham Winona MN
The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona

3 out of 5
1025 Highway 61 E Winona MN
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $167 total per night from Jul 19 to Jul 20
$167 total
Jul 19 - Jul 20
Total with taxes and fees
This smoke-free hotel features an attached winery, 2 indoor pools, and a restaurant. Enjoy the gym and free perks like continental breakfast and free self parking. ...
Opens in a new windowThe Plaza Hotel & Suites Winona
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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.

Historic Downtown Winona Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Historic Downtown Winona area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Historic Downtown Winona to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Historic Downtown Winona are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Historic Downtown Winona hotel reviews by fellow wanderers

AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Clean room. The woman at the desk had several suggestions of where to eat. The breakfast was awesome! Very neat and clean environment. The breakfast person was very attentive to keeping things stocked!!"
A verified traveler stayed at AmericInn by Wyndham Winona
AmericInn by Wyndham Winona

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