
Historic Downtown Winona Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Our pick of the best Historic Downtown Winona Hotel Deals

Alexander Mansion Bed and Breakfast
274 East Broadway Winona MN
Fully refundableReserve now, pay when you stay
The price is NZ$187 per night from 13 May to 14 May
NZ$187
13 May - 14 May
includes taxes & fees
9.8/10 Exceptional! (501 reviews)
Wonderful!!!
Reviewed on 9 May 2026

Carriage House B&B
420 Main St Winona MN
The price is NZ$232 per night from 1 June to 2 June
NZ$232
1 June - 2 June
includes taxes & fees
9.8/10 Exceptional! (91 reviews)
Excellent ambience and very helpful staff Have the sumptuous breakfast a bit earlier.
Reviewed on 5 May 2026

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Winona MN
The price is NZ$318 per night from 11 May to 12 May
NZ$318
11 May - 12 May
includes taxes & fees
10/10 Exceptional! (23 reviews)
Wonderful home close to everything
Reviewed on 29 Apr 2026
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
Discover the most popular places to visit in Historic Downtown Winona
Merchants Bank
You can find out about the history of Winona with a stop at Merchants Bank. Amble around the area's gardens or experience its festivals.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.