Historic Downtown Winona Holidays

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Our pick of the best Historic Downtown Winona Hotel Deals

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
The price is NZ$198 per night from 15 Nov to 16 Nov
NZ$198
15 Nov - 16 Nov
includes taxes & fees
9.8/10 Exceptional! (564 reviews)
"Wonderful host Richard and the beautiful home"

Reviewed on 2 Nov 2026

Alexander Mansion Bed and Breakfast
Carriage House B&B

Carriage House B&B

3 out of 5
420 Main St Winona MN
The price is NZ$287 per night from 9 Nov to 10 Nov
NZ$287
9 Nov - 10 Nov
includes taxes & fees
9.6/10 Exceptional! (101 reviews)
"Appreciated having a safe space to store our bikes during our stay. Hospitality was amazing- food was excellent and very thankful that you were able to cater to a gluten free diet. Loved the location and would stay again!"

Reviewed on 5 Nov 2026

Carriage House B&B
Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons

Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons

Winona MN
Fully refundable
The price is NZ$366 per night from 8 Dec to 9 Dec
NZ$366
8 Dec - 9 Dec
includes taxes & fees
9.8/10 Exceptional! (37 reviews)
"Excellent property"

Reviewed on 1 Nov 2026

Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons
See all 121 properties in Historic Downtown Winona
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.

Frequently asked questions

How much does a Historic Downtown Winona holiday package cost?
We make it simple to see the world, with Historic Downtown Winona holiday packages starting from as low as . You'll have the flexibility to bundle your favourite airlines, hotels and car rental. For the ultimate escape, why not add a couple of experiences and tours to your itinerary?
How do I get a cheap travel package to Historic Downtown Winona?
Bundle your bookings with Expedia to save big bucks on your next exciting adventure. With more than 550 air carriers and 1 000 000 properties globally, your Historic Downtown Winona holiday package can be customized exactly to suit your budget. With all those extra dollars, why not include a few interesting activities and tours? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in Historic Downtown Winona is closer than you thought!
Where should I stay in Historic Downtown Winona?
Stay close to the action. Many people like to book hotels within easy reach of popular attractions, like Winona State University, St. Marys University of Minnesota and Sugar Loaf.
How far in advance should I book my Historic Downtown Winona holiday?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you're unable to do so, don't despair. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Historic Downtown Winona travel package include?
It comes down to what kind of trip you're contemplating. Historic Downtown Winona travel deals can include hotels, flights and car rentals. You can mix and match to create the travel package that fits your needs. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a Historic Downtown Winona travel package?
Discover deals to match your budget with an Expedia package. Hotels, flights, rental cars — we're a one-stop shop for all of them. You'll save a tidy sum just for bundling your bookings. Whether you're going on a snow and ski adventure or venturing someplace warm, your ideal getaway is only a few clicks away.
Can I choose my airline with a Historic Downtown Winona Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Historic Downtown Winona holiday package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Historic Downtown Winona holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Stay near popular Historic Downtown Winona attractions

Levee Park

Levee Park is just one of the places to see in Winona, so why not enjoy the other things to explore during your travels? Experience the area's live music and theatre scene.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.