Historic Downtown Winona Vacation Packages

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Top Holiday Package Deals in Historic Downtown Winona

Price found within the past 48 hours. Click for updated prices.
Aspen Select

Aspen Select

3.5 out of 5
per person
Aug 18 - Aug 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Rochester (RST)
8.6/10 Excellent! (1,001 reviews)
I didn’t have a good experience,Everything looked old

Reviewed on Jul. 10, 2025

The Towers At Kahler Grand Hotel

The Towers At Kahler Grand Hotel

4 out of 5
Downtown Rochester
per person
Aug 18 - Aug 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Rochester (RST)
9.4/10 Exceptional! (84 reviews)
Great place to stay if going to Mayo. You don’t have to go outside to get to the buildings at Mayo with the subway level. Food is good for 2 meals a day. There’s room service & deliveries from Instacart if needed for groceries or outside food/beverage source. Personalized concierge service is good. Our stay was 10 days - they accommodated our extended stay flawlessly. My only complaint is the room temperature everywhere; it can be stuffy moving place to place. Take a fan to cool off in your room.

Reviewed on Jun. 18, 2025

The Berkman

The Berkman

3 out of 5
Folwell
per person
Aug 18 - Aug 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Rochester (RST)
9.6/10 Exceptional! (310 reviews)
The pool area and big lounges were great with a good view

Reviewed on Jul. 10, 2025

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

3 out of 5
Kutzky Park
per person
Aug 18 - Aug 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Rochester (RST)
9.2/10 Wonderful! (423 reviews)
Liked the basketball court. Didn't like that you had to walk through the parking to get to the pool and basketball court. Bed was a little to firm for my liking.

Reviewed on Jul. 6, 2025

Kahler Grand Hotel

Kahler Grand Hotel

3 out of 5
Downtown Rochester
per person
Aug 18 - Aug 20
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Rochester (RST)
8.2/10 Very Good! (1,412 reviews)
Everything was really good. Will stay again.

Reviewed on Jul. 10, 2025

Historic Downtown Winona Hotel Deals

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
The price is CA $164 per night from Jul 22 to Jul 23
CA $164
CA $183 total
Jul 22 - Jul 23
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Pool and hot tub were amazing and the breakfast was great!"

Reviewed on Jul. 3, 2025

Express 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
The price is CA $100 per night from Jul 20 to Jul 21
CA $100
CA $114 total
Jul 20 - Jul 21
includes taxes & fees
7.4/10 Good! (1,005 reviews)
Review
"Clean and well located, friendly staff"

Reviewed on Jul. 6, 2025

Super 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
The price is CA $199 per night from Jul 14 to Jul 15
CA $199
CA $222 total
Jul 14 - Jul 15
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Great property with good amenities and very nice and friendly staff"

Reviewed on Jul. 5, 2025

The Plaza Hotel & Suites Winona
See all 123 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Historic Downtown Winona vacation package cost?
We make it simple to see the world, with Historic Downtown Winona vacation packages starting from as low as CA $824. You'll have the flexibility to bundle your favorite 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 vacation 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 vacation 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 vacation?
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 vacation package?
Yes --- and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation 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 vacation 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 vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.