What attractions should you visit during a week-long stay in Winona, Minnesota?

A week in Winona offers plenty! Start with the iconic Sugar Loaf, offering stunning Mississippi River views. Explore the historic downtown area, checking out the Winona County History Center and the Minnesota Marine Art Museum. Take a stroll along the riverfront, maybe renting a bike for a longer ride on the trails. Don't miss the Garvin Heights Park for more panoramic views. If time allows, consider a day trip to nearby Trempealeau National Wildlife Refuge for some beautiful nature.

What are the best short term rentals in Winona, MN?

Among the short term rentals in Winona, MN, ~ Third Street Suites ~ #11 , Penthouse Retreat-near Downtown Winona and ~ Third Street Suites ~ #10 are the most popular ones.

What attractions should you visit when you spend a month in Winona, Minnesota?

With a month, you can delve deeper! Beyond the initial week's suggestions, explore the many hiking trails around Winona, including those in the Bluff Country. Visit the Amish communities in the surrounding areas for a unique cultural experience. Take a scenic drive along the Great River Road. Check out the local breweries and wineries. Spend time exploring the shops and galleries in the downtown area. Consider attending a performance at the Winona State University's performing arts center. A longer stay allows for more leisurely exploration of the region's natural beauty and cultural offerings.

What are the best short term rentals with a pool in Winona, MN?

The best short term rental with a pool in Winona, MN is 6bdrm/2bath Duplex-2 Story Home .

Can visitors to Winona, Minnesota witness any unique natural cycles, like cherry blossom season or autumn colors?

Winona's location provides beautiful seasonal changes. While you won't find extensive cherry blossoms like in some other areas, the autumn colors in the bluff country surrounding Winona are truly spectacular, typically peaking in mid-to-late October. The changing leaves along the river bluffs create a stunning backdrop.

What are the best short term rentals with a jacuzzi in Winona, MN?

The best short term rental with a jacuzzi in Winona, MN is Penelope's Place .

What are the most meaningful ways to engage with locals and discover the culture in Winona, Minnesota?

To connect with locals, visit the Winona Farmers Market (seasonal), attend events at the historic Winona Theatre, or simply strike up conversations at local coffee shops like the Coffee Hag or the Island City Brewing Company. Exploring the downtown area and chatting with shop owners is another great way to get a feel for the community. Consider attending a Winona State University event to interact with students and faculty.

What are the best short term rentals for families and kids in Winona, MN?

The best short term rentals for families and kids in Winona, MN are ~Third Street Suites ~ #4 , 2nd Floor Retreat - 7 Blocks From Wsu and Lower Level Oasis - Suite #2 - Heart Of Winona .

Are there any distinctive cultural activities or hands-on workshops in Winona, Minnesota?

Winona offers various cultural experiences. The Minnesota Marine Art Museum frequently hosts workshops and exhibits. The Winona State University often has public lectures and events. Check local listings for pottery classes or other art workshops offered at various studios in the area. The city also hosts numerous seasonal events and festivals.

What are some secret spots or hidden treasures to visit in Winona, Minnesota?

Some lesser-known gems include the trails along the west side of the Mississippi River, offering quieter views than the more popular Sugar Loaf. Explore the backroads leading to the Amish communities for a glimpse into a different way of life. The view from the top of the bluff overlooking Lake Winona is also quite scenic and less crowded than other viewpoints.

What should not be left out of your suitcase if you are going to Winona, Minnesota?

Pack comfortable walking shoes – Winona has many hills and trails. Bring layers of clothing, as the weather can change quickly. Don't forget a rain jacket, especially if visiting during the shoulder seasons. Sunscreen and insect repellent are also essential, particularly during warmer months.

What are the most popular festivals in Winona, Minnesota?

Winona hosts several festivals throughout the year. The Great River Shakespeare Festival is a well-known summer event. The city also celebrates various events around the Fourth of July and other holidays. Check the local event calendar for specific dates and details as these can vary from year to year.

Where should you try the best local food in Winona, Minnesota?

For a taste of Winona's culinary scene, try the Winona Family Restaurant for classic diner fare. The Latsch Island Brewing Company offers a riverside setting with pub-style food. For something different, explore the various ethnic restaurants downtown. Many local eateries source ingredients from regional farms, providing fresh and seasonal options.

Winona, MN Short-Term & Weekly Apartment Rentals

9.8 7 reviews

Winona, MN

25/09 – 27/09

$656/nighttotal: $1312 (2 )

This Amazing River Getaway Is Perfect For You! Private Deck, Grill & Fire Pit!

3 4

apartment , Winona

This charming apartment in Winona is located just a minute's walk from the Mississippi River and 1.5 kilometres from Merchants Bank, offering easy access to the city's attractions and the scenic riverfront. The apartment is perfect for families or groups of up to 10 guests, providing a comfortable and spacious living space.
The property features a fully equipped kitchen, a dining area, a barbecue area, and a washer and dryer, ensuring a convenient and enjoyable stay. Guests can also enjoy the air conditioning, an ironing board, and access to the internet.

10 123 reviews

Winona, MN

11/08 – 12/08

$407/nightfor 1 night

Ellie’s Place

1 4

apartment , Winona

This charming three-bedroom apartment is located in a historic district of Winona, within walking distance of the Mississippi River, Winona State University, and downtown attractions. It has been consistently rated excellent for location, cleanliness, and overall user experience.
The apartment is ideal for families or groups of up to six guests. It features a fully equipped kitchen, a comfortable living area, a private patio with a grill, and laundry facilities. Guests can enjoy the convenience of on-site parking and a range of amenities, including a fitness centre and a garden.

Winona, MN

02/10 – 14/10

$509/nighttotal: $6108 (12 )

King Suite With Kitchenette, Balcony-44° North

1 2

B&B , Winona

Hotel 44° North, a guest house in Winona, is located in the city's central district, offering immediate access to amenities and spectacular views of the Bluffs and Mississippi River Valley.
This accommodation provides 76 rooms and 24 suites with kitchenettes, featuring air conditioning, internet, a swimming pool, jacuzzi, and fitness centre for up to two guests.

10 312 reviews

Winona, MN

11/08 – 12/08

$334/nightfor 1 night

~ Third Street Suites ~ #7

1 4

apartment , Winona

This two-bedroom penthouse apartment is located in downtown Winona, Minnesota, within easy walking distance of the Mississippi River, Lake Winona, and numerous restaurants and bars.
The 2-level dwelling, sleeping up to four guests, boasts a fully equipped kitchen with stainless steel appliances, in-unit laundry, fast Wi-Fi, a large 4K TV with streaming services, and blackout blinds/sleep sound machines in each bedroom; parking is available nearby.

10 136 reviews

Winona, MN

02/10 – 14/10

$180/nighttotal: $2160 (12 )

~ Third Street Suites ~ #1

1 2

apartment , Winona

This Winona, Minnesota flat is situated on Third Street in the city centre, within easy walking distance of Winona State University and numerous restaurants.
The one-bedroom apartment, sleeping two guests, boasts a king-size bed, full kitchen with stainless steel appliances, in-unit laundry, a 65-inch 4K TV with streaming services, and a soaker tub; nearby attractions include the Mississippi River and Lake Winona.

9.8 38 reviews

Winona, MN

24/06 – 27/06

$322/nighttotal: $966 (3 )

Victorian Era Mississippi Riverview Retreat.

5 1

apartment , Fountain City

This five-bedroom Fountain City riverfront property is a 10-minute walk from Rock in the House and within 10km of Merrick State Park and Angel Bluff, offering serene Mississippi River views.
This 251-square-metre house sleeps eight guests, boasting two bathrooms, a private fenced garden, patio, spa, parking, and smart TV, alongside convenient amenities like a washing machine.

10 38 reviews

Winona, MN

02/10 – 14/10

$170/nighttotal: $2040 (12 )

~The Lafayette~#1~

1 2

apartment , Winona

This studio flat is situated in a historic brownstone building in a prime downtown Winona location, at the intersection of Third and Lafayette streets, placing all amenities within easy walking distance.
This approximately 65 square meter (700 sq ft) self-contained apartment accommodates two guests and features a full kitchen, king-sized bed, in-unit washer and dryer, and fast WiFi, all within a historic brownstone building.

10 34 reviews

Winona, MN

11/08 – 12/08

$224/nightfor 1 night

The Guest House

1 4

apartment , Winona

This modern flat is located near the East End Fire station in Winona, placing it within walking distance of the town's lakes, trails, dining, and attractions.
This one-bedroom flat accommodates two guests and features a fully updated interior, air conditioning, a garden, parking, and a dedicated workspace, with a versatile living room offering flexible sleeping arrangements.

10 368 reviews

Winona, MN

02/10 – 14/10

$180/nighttotal: $2160 (12 )

~ Third Street Suites ~ #8

1 2

apartment , Winona

This apartment is located in downtown Winona, just a short walk from the Mississippi River and Lake Winona, offering easy access to the area's attractions. The apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment is a one-bedroom flat with a queen-size bed and can accommodate up to two guests. It comes with a fully equipped kitchen, a comfortable living room, a private bathroom, and laundry facilities, ensuring a comfortable and convenient stay.

9.9 21 reviews

Winona, MN

02/10 – 14/10

$363/nighttotal: $4356 (12 )

The Exchange 21 | Historic Bldg, 1 Bed, Dwntwn

1 2

apartment , Winona

This apartment is located in Winona's historic district, just a short walk from the Mississippi River, Winona State University, and a variety of local attractions, restaurants, and shops. The apartment has received excellent ratings for location, cleanliness, and overall guest experience.
The flat has one bedroom and one bathroom, comfortably accommodating up to two guests. It offers a range of modern amenities, including a fully equipped kitchen, a washer and dryer, and secure bike storage, perfect for exploring Winona's scenic trails and riverfront.

10 27 reviews

Winona, MN

11/08 – 12/08

$435/nightfor 1 night

Charming 3-bedroom, 2 Bathroom House With Outdoor Space In Winona

3 4

apartment , Winona

This Winona holiday home is situated less than 2km from the Winona County Courthouse and Historical Society, and a 15-minute walk from Windom Park and Winona State University.
This 123 square metre property sleeps six guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen, a private garden with barbecue, free Wi-Fi, and parking.

10 31 reviews

Winona, MN

11/08 – 12/08

$337/nightfor 1 night

Vintage Lustron Home Piece Of History

2 4

apartment , Minnesota City

This charming vintage home is located in Minnesota City, just a short distance from the Mississippi River, Aghaming Park and Preserve, and the Merchants Bank. The apartment is highly rated, receiving excellent reviews from previous guests.
The two-bedroom flat comfortably accommodates up to six guests. It features a fully equipped kitchen, a spacious living area with a sofa bed, and a private garden with a fire pit, perfect for relaxing evenings. Guests can enjoy the peaceful surroundings and explore the nearby nature trails, state parks, and local attractions.

Best family friendly Winona, MN Short term rentals

Among the 48 accommodations in Winona, MN, here are the 4 best family friendly rentals

10 22 reviews

Winona, MN

11/08 – 12/08

$240/nightfor 1 night

Lady Liberty

1 4

apartment , Winona

This recently restored apartment is situated in downtown Winona, Minnesota, just 200 metres from Sinclair Public Park and Playground, and a short walk to local cafes, shops, and the Mississippi River.
This one-bedroom flat accommodates up to four guests, featuring a fully equipped kitchen with a coffee bar, air conditioning, Wi-Fi, and a private back patio, with weekly and monthly stay discounts available.

10 282 reviews

Winona, MN

02/10 – 14/10

$191/nighttotal: $2292 (12 )

Lower Level Oasis - Suite #2 - Heart Of Winona

1 2

apartment , Winona

This charming lower-level flat is situated just a short walk from downtown Winona, offering easy access to the city's attractions and vibrant atmosphere. The apartment enjoys excellent ratings for its cleanliness, location, and overall experience.
The self-catering accommodation comfortably sleeps three guests and features a well-equipped kitchen, a relaxing living room with a large TV and Wi-Fi, and a luxurious bathroom with a cast iron soaking tub. Guests can enjoy amenities such as a washer and dryer, plus a range of kitchenware and toiletries.

9.9 185 reviews

Winona, MN

11/08 – 12/08

$368/nightfor 1 night

Bluffside Cottage With Gorgeous Views

1 4

apartment , Fountain City

Hill Street House is a duplex situated on a bluff overlooking the Mississippi River, just 1 kilometre from Fountain City's centre and 10 kilometres from Winona. The property has received excellent ratings for location, cleanliness, and overall guest experience.
The house has two bedrooms and one bathroom, accommodating up to four guests. Amenities include a fully equipped kitchen, a private deck with river views, a terraced yard with a fire pit, and a range of entertainment options like games, books, and a Roku television.

10 2 reviews

Winona, MN

25/09 – 27/09

$1196/nighttotal: $2392 (2 )

Walkable Retreat In A Historic Neighborhood

1 4

apartment , Winona

This four-bedroom, three-bathroom flat is located in a historic district of Winona, offering a peaceful retreat just 1.6 kilometres from the city centre.
This residence accommodates up to 12 guests and features air conditioning, Wi-Fi, a private swimming pool, and parking, with a patio ideal for outdoor relaxation.

Best Winona, MN lodging with a balcony

9.5 297 reviews

Winona, MN

02/10 – 14/10

$241/nighttotal: $2892 (12 )

Creekside Cabin Getaway

1 2

cabin , Winona

This cosy cabin is located just a short distance from Sugar Loaf, a popular hiking destination, and Winona Health, making it a convenient choice for both outdoor enthusiasts and those seeking medical services. The property has received excellent ratings for its location, cleanliness, and overall experience.
The cabin has one bedroom and one bathroom, comfortably accommodating up to four guests. Guests can enjoy a fully equipped kitchen, a relaxing fireplace, a private balcony, a garden, and barbecue facilities, ensuring a comfortable and enjoyable stay.

10 30 reviews

Winona, MN

25/09 – 27/09

$521/nighttotal: $1042 (2 )

Lakefront Vacation Home With Kitchen And Balcony

2 4

apartment , Fountain City

This Fountain City waterfront apartment, near the Mississippi River and within walking distance of Lilly Pad/Golden Frog docks, Wingdam bar, Old Joe's, JP Cafe, and Seven Hawks wine tasting, offers direct river access and views.
The 83 square metre (893 square feet) property features two bedrooms sleeping four, a fully equipped kitchen, a terrace, garden, parking, and on-site amenities including a hot tub and gas firepit.

Frequently Asked Questions about short term rentals in Winona, MN

What attractions should you visit during a week-long stay in Winona, Minnesota?
A week in Winona offers plenty! Start with the iconic Sugar Loaf, offering stunning Mississippi River views. Explore the historic downtown area, checking out the Winona County History Center and the Minnesota Marine Art Museum. Take a stroll along the riverfront, maybe renting a bike for a longer ride on the trails. Don't miss the Garvin Heights Park for more panoramic views. If time allows, consider a day trip to nearby Trempealeau National Wildlife Refuge for some beautiful nature.
What are the best short term rentals in Winona, MN?
Among the short term rentals in Winona, MN, ~ Third Street Suites ~ #11, Penthouse Retreat-near Downtown Winona and ~ Third Street Suites ~ #10 are the most popular ones.
What attractions should you visit when you spend a month in Winona, Minnesota?
With a month, you can delve deeper! Beyond the initial week's suggestions, explore the many hiking trails around Winona, including those in the Bluff Country. Visit the Amish communities in the surrounding areas for a unique cultural experience. Take a scenic drive along the Great River Road. Check out the local breweries and wineries. Spend time exploring the shops and galleries in the downtown area. Consider attending a performance at the Winona State University's performing arts center. A longer stay allows for more leisurely exploration of the region's natural beauty and cultural offerings.
What are the best short term rentals with a pool in Winona, MN?
The best short term rental with a pool in Winona, MN is 6bdrm/2bath Duplex-2 Story Home.
Can visitors to Winona, Minnesota witness any unique natural cycles, like cherry blossom season or autumn colors?
Winona's location provides beautiful seasonal changes. While you won't find extensive cherry blossoms like in some other areas, the autumn colors in the bluff country surrounding Winona are truly spectacular, typically peaking in mid-to-late October. The changing leaves along the river bluffs create a stunning backdrop.
What are the best short term rentals with a jacuzzi in Winona, MN?
The best short term rental with a jacuzzi in Winona, MN is Penelope's Place.
What are the most meaningful ways to engage with locals and discover the culture in Winona, Minnesota?
To connect with locals, visit the Winona Farmers Market (seasonal), attend events at the historic Winona Theatre, or simply strike up conversations at local coffee shops like the Coffee Hag or the Island City Brewing Company. Exploring the downtown area and chatting with shop owners is another great way to get a feel for the community. Consider attending a Winona State University event to interact with students and faculty.
What are the best short term rentals for families and kids in Winona, MN?
The best short term rentals for families and kids in Winona, MN are ~Third Street Suites ~ #4, 2nd Floor Retreat - 7 Blocks From Wsu and Lower Level Oasis - Suite #2 - Heart Of Winona.
Are there any distinctive cultural activities or hands-on workshops in Winona, Minnesota?
Winona offers various cultural experiences. The Minnesota Marine Art Museum frequently hosts workshops and exhibits. The Winona State University often has public lectures and events. Check local listings for pottery classes or other art workshops offered at various studios in the area. The city also hosts numerous seasonal events and festivals.
What are some secret spots or hidden treasures to visit in Winona, Minnesota?
Some lesser-known gems include the trails along the west side of the Mississippi River, offering quieter views than the more popular Sugar Loaf. Explore the backroads leading to the Amish communities for a glimpse into a different way of life. The view from the top of the bluff overlooking Lake Winona is also quite scenic and less crowded than other viewpoints.
What should not be left out of your suitcase if you are going to Winona, Minnesota?
Pack comfortable walking shoes – Winona has many hills and trails. Bring layers of clothing, as the weather can change quickly. Don't forget a rain jacket, especially if visiting during the shoulder seasons. Sunscreen and insect repellent are also essential, particularly during warmer months.
What are the most popular festivals in Winona, Minnesota?
Winona hosts several festivals throughout the year. The Great River Shakespeare Festival is a well-known summer event. The city also celebrates various events around the Fourth of July and other holidays. Check the local event calendar for specific dates and details as these can vary from year to year.
Where should you try the best local food in Winona, Minnesota?
For a taste of Winona's culinary scene, try the Winona Family Restaurant for classic diner fare. The Latsch Island Brewing Company offers a riverside setting with pub-style food. For something different, explore the various ethnic restaurants downtown. Many local eateries source ingredients from regional farms, providing fresh and seasonal options.

Nearby regions

Best Winona, MN lodging with a kitchen

10 24 reviews

Winona, MN

11/08 – 12/08

$264/nightfor 1 night

Charming 1-bedroom House In Delightful Winona With Wifi, Ac And Private Patio

1 4

apartment , Winona

This Winona holiday home is situated two blocks (approximately 0.2 km) from Sinclair Park, the historic downtown, and the Mississippi River.
The one-bedroom property, sleeping four guests, offers a fully equipped kitchen, in-unit laundry, a cosy living room with a queen-size sofa bed and smart TV, and is pet-friendly (service animals only).

10 68 reviews

Winona, MN

02/10 – 14/10

$620/nighttotal: $7440 (12 )

Parkside Pet Friendly Bungalow

1 2

apartment , Winona

This pet-friendly Winona bungalow is located in a quiet neighbourhood, a short distance from Lake Winona's walking path and dog park, and close to Winona State University.
The three-bedroom property, featuring Smart TVs and a fenced yard with outdoor amenities including a firepit and grills, comfortably accommodates up to three guests.

9.9 202 reviews

Winona, MN

11/08 – 12/08

$447/nightfor 1 night

Spacious Retreat For 1-8 Guests

1 4

apartment , Winona

This three-bedroom apartment is conveniently located near Winona's outdoor recreation areas, shops, and hospital, making it a great choice for travellers seeking both easy access to amenities and proximity to nature. It consistently receives excellent ratings for user experience, location, and cleanliness.
The property is ideal for families or groups of up to eight people, providing plenty of space for everyone to relax and enjoy their stay. It comes equipped with modern amenities, including air conditioning, a fully equipped kitchen, a garden, and parking, ensuring a comfortable and convenient stay.

9.9 137 reviews

Winona, MN

11/08 – 12/08

$352/nightfor 1 night

A Stone's Throw Bungalow

1 4

apartment , Winona

This charming apartment is situated in a peaceful neighbourhood in Winona, just a short distance from Lake Winona and within easy reach of the city's bluffs, campus, and ice climbing opportunities. The apartment has received excellent ratings for user experience, location, and cleanliness.
The property offers two large bedrooms on the upper floor and a smaller bedroom downstairs, comfortably accommodating up to five guests. Guests have access to a fully equipped kitchen, a private garden, and a fitness centre, making it a perfect choice for a relaxing and enjoyable stay.

Best Winona, MN lodging with laundry available

9.8 40 reviews

Winona, MN

02/10 – 14/10

$285/nighttotal: $3420 (12 )

The Exchange 14 | Historic Bldg, Studio, Dwntwn

1 2

apartment , Winona

This studio flat is situated in Winona's historic district, within easy walking distance of the Mississippi River and Winona State University.
The apartment offers a modern kitchen with granite countertops and stainless-steel appliances, as well as a washing machine and dryer, and can accommodate up to two guests.

9.4 14 reviews

Winona, MN

25/09 – 27/09

$678/nighttotal: $1356 (2 )

Port 19

1 4

apartment , Winona

This three-bedroom apartment is situated on the river in Winona, just a short distance from the city centre and its attractions. The area offers a peaceful setting, with easy access to outdoor activities.
The apartment has one bathroom and can comfortably accommodate up to ten guests. It features a fully equipped kitchen, air conditioning, a private garden, a fire pit, and a spacious mud room, perfect for a relaxing and enjoyable stay.

10 248 reviews

Winona, MN

25/09 – 27/09

$854/nighttotal: $1708 (2 )

~ 71 Johnson Street ~

1 4

apartment , Winona

This apartment is situated in downtown Winona, just a short walk from the Mississippi Riverfront, Winona State University, and the Minnesota Marine Art Museum, offering a lively and convenient location. With excellent user, location, and cleanliness ratings, this property provides a comfortable and enjoyable stay.
The flat has three bedrooms, two bathrooms, and can comfortably accommodate up to eight guests. Amenities include a fully equipped kitchen, a private patio, a gas fireplace, and a washer and dryer, ensuring a relaxing and convenient experience.

9.9 582 reviews

Winona, MN

02/10 – 14/10

$180/nighttotal: $2160 (12 )

~ Third Street Suites ~ #9

1 2

apartment , Winona

This one-bedroom flat is conveniently located in downtown Winona, within easy walking distance of the Mississippi River, Lake Winona, and Winona State University. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The flat can comfortably accommodate two guests and features a fully equipped kitchen with stainless steel appliances, a comfortable living area with a 42-inch HD TV, two skylights, a designated off-street parking space during winter months, a laundry unit with provided detergent, two walk-in closets, and access to streaming services.

Find short term rentals in Winona, MN at the best prices

Best Short term and Weekly rentals in Winona, MN

This Amazing River Getaway Is Perfect For You! Private Deck, Grill & Fire Pit!

Ellie’s Place

King Suite With Kitchenette, Balcony-44° North

~ Third Street Suites ~ #7

~ Third Street Suites ~ #1

Victorian Era Mississippi Riverview Retreat.

~The Lafayette~#1~

The Guest House

~ Third Street Suites ~ #8

The Exchange 21 | Historic Bldg, 1 Bed, Dwntwn

Charming 3-bedroom, 2 Bathroom House With Outdoor Space In Winona

Vintage Lustron Home Piece Of History

Best family friendly Winona, MN Short term rentals

Lady Liberty

Lower Level Oasis - Suite #2 - Heart Of Winona

Bluffside Cottage With Gorgeous Views

Walkable Retreat In A Historic Neighborhood

Best Winona, MN lodging with a balcony

Creekside Cabin Getaway

Lakefront Vacation Home With Kitchen And Balcony

Frequently Asked Questions about short term rentals in Winona, MN

Nearby regions

Best Winona, MN lodging with a kitchen

Charming 1-bedroom House In Delightful Winona With Wifi, Ac And Private Patio

Parkside Pet Friendly Bungalow

Spacious Retreat For 1-8 Guests

A Stone's Throw Bungalow

Best Winona, MN lodging with laundry available

The Exchange 14 | Historic Bldg, Studio, Dwntwn

Port 19

~ 71 Johnson Street ~

~ Third Street Suites ~ #9