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Our top choices for Historic Downtown Winona hotels

Alexander Mansion Bed and Breakfast

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 14 - Dec 15
Total with taxes and fees
Alexander Mansion Bed and Breakfast

Carriage House B&B

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 14 - Dec 15
Total with taxes and fees
Carriage House B&B

Little Bluff Inn

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
$88 nightly
The price is $98
Dec 25 - Dec 26
Total with taxes and fees
Little Bluff Inn

Draft Horse Inn and 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
$129 nightly
The price is $137
Dec 13 - Dec 14
Total with taxes and fees
Draft Horse Inn and Suites

Big River Escape Grandview Manse

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
$406 nightly
The price is $436
Dec 14 - Dec 15
Total with taxes and fees
Big River Escape Grandview Manse

Days Inn by Wyndham Winona

Days Inn by Wyndham Winona
2.0 star property
2.8 mi from Historic Downtown Winona
7.8 out of 10, Good, (1000)
"Comfortable bed."
United States
Bridget
$55 nightly
The price is $62
Jan 4 - Jan 5, 2026
Total with taxes and fees
Days Inn by Wyndham Winona

Fairfield Inn & Suites by Marriott Winona

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

The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona
3.0 star property
1.9 mi from Historic Downtown Winona
8.8 out of 10, Excellent, (1000)
"The pools were great"
United States
Beth
$120 nightly
The price is $134
Dec 14 - Dec 15
Total with taxes and fees
The Plaza Hotel & Suites Winona

AmericInn by Wyndham Winona

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
$100 nightly
The price is $112
Dec 28 - Dec 29
Total with taxes and fees
AmericInn by Wyndham Winona

Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN
2.0 star property
1.8 mi from Historic Downtown Winona
7.6 out of 10, Good, (1003)
"Clean rooms, friendly & courteous staff, convenient to many stores, reasonable rates. "
United States
Nicole
$54 nightly
The price is $60
Jan 1 - Jan 2, 2026
Total with taxes and fees
Super 8 by Wyndham Winona MN

Big River Escape Riverside Cabins

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 16 - Dec 17
Total with taxes and fees
Big River Escape Riverside Cabins

Big River Escape Parkside Bungalow

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

Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG
2.5 star property
1.9 mi from Historic Downtown Winona
9.2 out of 10, Wonderful, (896)
"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

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites
3.0 star property
1.7 mi from Historic Downtown Winona
8.6 out of 10, Excellent, (1001)
"Room was clean staff was frendly and helpfull"
United States
Glenda
$110 nightly
The price is $123
Dec 14 - Dec 15
Total with taxes and fees
Express Suites Riverport Inn & Suites
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

What other neighbourhoods are similar to Historic Downtown Winona?
While Historic Downtown Winona is quite unique with its blend of riverfront access, historic architecture, and local businesses, other neighborhoods that offer a comparable experience in terms of quality and convenience are generally found in cities that similarly embrace their historic core and natural surroundings.

For travelers who appreciate a walkable, historic setting with local shops and dining, areas like the Third Ward in Milwaukee, Wisconsin, or the North Loop in Minneapolis, Minnesota, offer a similar appeal. The Third Ward, for example, is a revitalized warehouse district near Lake Michigan, known for its art galleries, boutiques, and diverse restaurants, all within a compact, pedestrian-friendly area. It's an excellent choice for couples looking for a sophisticated urban experience with a focus on culture and cuisine.

The North Loop in Minneapolis, located along the Mississippi River, also shares characteristics with Historic Downtown Winona. This former industrial area has been transformed into a popular district with upscale eateries, independent shops, and renovated loft buildings. It's particularly appealing to solo travelers or couples who enjoy exploring unique urban spaces, with easy access to riverfront paths and the vibrant cultural scene of a larger city.
What are the best hotels in Historic Downtown Winona that travelers recommend?
Two of the best hotels in Historic Downtown Winona that travelers frequently recommend are the Alexander Mansion Bed and Breakfast and the Carriage House B&B.

The 3.5-star Alexander Mansion Bed and Breakfast boasts an exceptional 9.8 rating. Guests consistently praise the delicious and amazing breakfast, the beautiful rooms, and the friendly staff. Each room is appointed with thoughtful amenities such as a deep soaking bathtub, a cozy fireplace, and climate control for comfort. Mountain biking opportunities are also available nearby.

Another highly recommended option is the 3-star Carriage House B&B, which has an excellent 9.6 rating. This charming bed and breakfast offers a complimentary full breakfast, and guests appreciate the convenience of free self-parking and bike parking. Rooms feature air conditioning, a deep soaking bathtub, and a fireplace. It is also conveniently located near Levee Park (0.6 miles), Lake Lodge Recreation Center (0.5 miles), and the Minnesota Marine Art Museum (1.1 miles).
What hotels in Historic Downtown Winona offer free breakfast?
For hotels in Historic Downtown Winona that offer complimentary breakfast, consider the Alexander Mansion Bed and Breakfast and the Carriage House B&B.

The 3-star Alexander Mansion Bed and Breakfast, with an impressive 9.8 rating, provides a delicious and amazing breakfast as part of your stay. Guests frequently highlight the beautiful rooms and the friendly staff, and the hotel also offers free toiletries and complimentary wired internet in public areas.

Another excellent option is the 3-star Carriage House B&B, which has a 9.6 rating. This hotel provides a full, complimentary breakfast, often described by guests as good. It also features free self-parking and free WiFi. The Carriage House B&B is conveniently located near several points of interest, including Levee Park, just 0.6 miles away, and the Minnesota Marine Art Museum, 1.1 miles away.
What are the top pet-friendly hotels in Historic Downtown Winona?
For a top pet-friendly hotel in Historic Downtown Winona, the Alexander Mansion Bed and Breakfast is an excellent option.

This 3.5-star bed and breakfast, with an outstanding 9.8 rating, offers guests complimentary breakfast, free parking, and free wired internet access in public areas. Guests consistently praise the delicious breakfast, the beautiful rooms, and the friendly staff, ensuring a comfortable stay for both you and your pet.
What are the best budget hotels in Historic Downtown Winona?
For a highly-rated budget hotel in Historic Downtown Winona, the Carriage House B&B is an excellent choice.

This 3-star bed and breakfast, with an outstanding 9.6 rating, is highly praised for its complimentary full breakfast and free self-parking, making it convenient for travelers. Guests also appreciate the free WiFi and complimentary toiletries. It is located near several points of interest, including Levee Park and the Minnesota Marine Art Museum, both within 1.1 miles.
What are the best hotels in Historic Downtown Winona near Winona Marina?
For a highly-rated hotel in Historic Downtown Winona near Winona Marina, consider the Carriage House B&B.

This 3-star bed and breakfast boasts an exceptional 9.6 rating and offers complimentary full breakfast, free self-parking, and free WiFi. Guests often highlight the quality of the breakfast, making for a pleasant start to the day. The Carriage House B&B is also conveniently located within walking distance of Levee Park and Lake Lodge Recreation Center, providing easy access to local points of interest.
When is the best time to go to Historic Downtown Winona?
For most visitors, the best time to go to Historic Downtown Winona is during the summer months, from June to August, or in the fall, from September to early October.

Summer offers warm weather, great for enjoying the Mississippi River and Lake Winona, with opportunities for boating, kayaking, and riverside walks. Many local shops and restaurants extend their hours, and the area hosts outdoor events and markets, providing a lively option for couples and solo travelers looking for activities.

Fall provides a beautiful backdrop of changing leaves, especially along the bluffs surrounding Winona, making it ideal for scenic drives and hiking.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Historic Downtown Winona.
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?
Prices for hotels in Historic Downtown Winona often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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