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Check prices for these dates

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep

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Our top choices for Sugar Loaf Trailhead hotels

A modern hotel lobby with a dining area, seating arrangements, and a stone fireplace.
An indoor swimming pool with clear glass walls, a tiled floor, and a few chairs around the pool area.
A hotel with a modern design, featuring a stone facade and a covered entrance.
An outdoor patio area with stone walls, a stone fireplace, and multiple tables and chairs.

1. Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona
0.5 km from Sugar Loaf Trailhead
United States
Mary
฿4,381
฿4,890 total
includes taxes & fees
30 Aug - 31 Aug
Fairfield Inn & Suites by Marriott Winona
A cozy living room with a fireplace, a sofa, a coffee table, and a view through large windows.
A dining room with a long wooden table set for a meal, surrounded by chairs.
A garden with a pergola, a wooden table, and a variety of plants.
A white two-story house with green shutters, a porch, and a sign that reads "Bed & Breakfast."

2. Carriage House B&B

Carriage House B&B
Historic Downtown Winona, 2.3 km from Sugar Loaf Trailhead
United States
Mark
฿3,945
฿4,403 total
includes taxes & fees
24 Aug - 25 Aug
Carriage House B&B
A pool area with a frog slide, chairs, and a sign indicating the pool's capacity and depth.
A hotel room with a blue sofa, a wooden coffee table, a lamp, a TV, and a door leading to a balcony.
A buffet with labeled containers of omelets and other food items.

3. Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG
0.5 km from Sugar Loaf Trailhead
United States
Sarah
฿4,149
฿4,631 total
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express & Suites Winona by IHG
A hotel pool area with multiple lounge chairs, a pool, and a second-floor balcony with windows.
A brick building with a sign reading "Riverport Inn & Suites" and two flags.
A spacious lobby with a stone fireplace, leather seating, a staircase with glass railings, and a view of the outside through large windows.
A bar area with wooden bar stools, a counter, and a menu board.

4. Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites
0.4 km from Sugar Loaf Trailhead
United States
Carol
฿3,920
฿4,376 total
includes taxes & fees
24 Aug - 25 Aug
Express Suites Riverport Inn & Suites
An outdoor seating area with brick walls, green railings, and hanging flower baskets.
A pool with a large, colorful fish-shaped slide.
A spacious living area with leather sofas, a coffee table with magazines, and a stone fireplace.
A hotel with a central clock tower, multiple windows, and a parking lot with cars.

5. The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona
0.5 km from Sugar Loaf Trailhead
United States
Brittany
฿5,391
฿6,017 total
includes taxes & fees
24 Aug - 25 Aug
The Plaza Hotel & Suites Winona
A hotel room with two beds, a desk with a chair, a TV, and a large waterfall painting on the wall.
A breakfast area with a wooden wall, a clock, and a coffee machine.
A hotel room with large windows, a clock, and framed pictures on the walls.
A reception area with a modern design, featuring a check-in counter, a door, and a small seating area with red stools.

6. Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN
0.2 km from Sugar Loaf Trailhead
United States
Noel
฿2,026
฿2,302 total
includes taxes & fees
16 Sept - 17 Sept
Super 8 by Wyndham Winona MN
A park with picnic tables and chairs, a large tree, and a lake in the background.
A window with a view of a snowy outdoor area, including a red car and a small Christmas tree.
A kitchen with grey cabinets, a wooden countertop, a built-in sink, and a tiled backsplash.
A dining area with multiple wooden tables and chairs, large windows with a view of trees, and pendant lights.

7. Little Bluff Inn

Little Bluff Inn
14.8 km from Sugar Loaf Trailhead
United States
Patricia
฿2,940
฿3,346 total
includes taxes & fees
24 Aug - 25 Aug
Little Bluff Inn
A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a chair, and a large mirror.
A hotel lobby with seating, a fireplace, a clock, and a reception area.
A hotel room with a sofa, a small table, a TV, a microwave, and a door.
A multi-story hotel with a prominent "American" sign, a parking lot with several cars, and a landscaped entrance area.

8. AmericInn by Wyndham Winona

AmericInn by Wyndham Winona
5.8 km from Sugar Loaf Trailhead
United States
Jacob
฿3,860
฿4,309 total
includes taxes & fees
20 Sept - 21 Sept
AmericInn by Wyndham Winona
A hotel room with two beds, a large landscape painting above the headboard, a bedside table with a phone, and a blue patterned rug.
A modern room with two sofas, a coffee table, and large windows with curtains.
A gym with treadmills, an elliptical, and a stationary bike.
A reception area with a counter, a clock, a desk with a computer, and a framed picture on the wall.

9. Days Inn by Wyndham Winona

Days Inn by Wyndham Winona
6 km from Sugar Loaf Trailhead
United States
Twila
฿2,222
฿2,480 total
includes taxes & fees
13 Sept - 14 Sept
Days Inn by Wyndham Winona
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Compare popular hotels close to Sugar Loaf Trailhead

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern hotel lobby with a dining area, seating arrangements, and a stone fireplace.
Fairfield Inn & Suites by Marriott Winona
9.4
Exceptional
400 reviews
View
A cozy living room with a fireplace, a sofa, a coffee table, and a view through large windows.
Carriage House B&B
9.6
Exceptional
93 reviews
View
A pool area with a frog slide, chairs, and a sign indicating the pool's capacity and depth.
Holiday Inn Express & Suites Winona by IHG
9.2
Wonderful
952 reviews
View
A hotel pool area with multiple lounge chairs, a pool, and a second-floor balcony with windows.
Express Suites Riverport Inn & Suites
8.6
Excellent
1,010 reviews
View
An outdoor seating area with brick walls, green railings, and hanging flower baskets.
The Plaza Hotel & Suites Winona
8.6
Excellent
1,004 reviews
View

Top Sugar Loaf Trailhead Hotel Reviews

Days Inn by Wyndham La Crosse

Days Inn by Wyndham La Crosse

10/10 Excellent
"The staff was awesome.. Breakfast was great. They did some remodeling but it is not complete."
diane 1-night trip
Posted 3 hours ago
Days Inn by Wyndham La Crosse
AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

10/10 Excellent
"Very friendly staff."
Kathy 1-night trip
Posted 8 hours ago
AmericInn by Wyndham Winona
Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona

10/10 Excellent
"Great breakfast selection."
Kelly 3-night trip
Posted 10 hours ago
Fairfield Inn & Suites by Marriott Winona
Prairie Inn and Suites Holmen/La Cross

Prairie Inn and Suites Holmen/La Cross

10/10 Excellent
"Lots of parking. Quiet and clean. Nice place. Family run"
Robert 2-night trip
Posted 11 hours ago
Prairie Inn and Suites Holmen/La Cross
Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

10/10 Excellent
"Very clean with friendly staff. Has a bar on the main level (Brewskis) which was great!"
Anthony 1-night trip
Posted 1 day ago
Express Suites Riverport Inn & Suites
Little Bluff Inn

Little Bluff Inn

10/10 Excellent
"Very kind staff. Accommodated a booking error on my end with no issues. Great rooms and perfect location with some river views. Highly recommend. Was very affordable as well."
Zach 1-night trip
Posted 2 days ago
Little Bluff Inn
Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG

10/10 Excellent
"We really enjoyed the pool, hot tub and sauna. Our room was spacious and it was nice that we were able to choose a space that had a separate couch area. The continental breakfast was one of the nicest complimentary breakfasts we've had at a hotel. Finally, the staff was very helpful at check-in and when I had a question regarding the air conditioning."
Sarah 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Winona by IHG
The Wen Inn formerly Andor Wenneson

The Wen Inn formerly Andor Wenneson

10/10 Excellent
"Charming Inn! Great communication from host. Super quiet small town adjacent to a fantastic bike path!❤️"
Susan 1-night trip
Posted 13 days ago
The Wen Inn formerly Andor Wenneson
Days Inn by Wyndham Winona

Days Inn by Wyndham Winona

8/10 Good
"The best part was how friendly the staff were and how clean the rooms were. The rooms are small, not any extras like a clock or coffee maker. Some of our party didn’t have irons. The facility is a bit dated but mostly maintained."
Leslie 2-night trip
Posted 13 days ago
Days Inn by Wyndham Winona

Other attractions near Sugar Loaf Trailhead

A river winding through a valley with a highway running alongside it.
Photo by Amy Jo Marks

Sugar Loaf Bluff

9.0/10 (193 reviews)
Learn about the local history of Winona when you take a trip to Sugar Loaf Bluff. Stroll along the riverfront or experience the area's museums.
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A calm lake reflecting yellow and green trees, surrounded by a forested hillside.

Lake Park

9.0/10 (43 reviews)
Lake Park is just one of the places to see in Winona, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the area's museums.
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Minnesota State College Southeast - Winona Campus

Explore the campus of Minnesota State College Southeast - Winona Campus during your visit to Winona. Stroll along the riverfront or experience the area's museums.
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Minnesota State College Southeast

Enjoy the student vibe at Minnesota State College Southeast as part of your travels around Winona. Stroll along the riverfront or experience the area's museums.
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Sobieski Park

Sobieski Park is just one of the places to see in Winona, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the area's museums.
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Gabrych Park

Gabrych Park is just one of the places to see in Winona, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the area's museums.
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St. Stanislaus Kostka Basilica

Find out about the history of Winona when you spend time at St. Stanislaus Kostka Basilica. Stroll along the riverfront or experience the area's museums.
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Lake Lodge Recreation Center

8.0/10 (32 reviews)
Explore the great outdoors at Lake Lodge Recreation Center, a lovely green space in Winona. Stroll along the riverfront or experience the area's museums.
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Frequently asked questions

What's the area like around Sugar Loaf Trailhead?
Sugar Loaf Trailhead is located in Winona. Travellers like the surrounding area for its museums. If you're looking for a convenient place to stay, take a look at the 7 hotels and other accommodation options you'll find within a mile.
Where is the best place to stay near Sugar Loaf Trailhead?
Adjacent to Sugar Loaf Trailhead, Express Suites Riverport Inn & Suites is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. Other good choices within a short distance include Super 8 by Wyndham Winona MN and The Plaza Hotel & Suites Winona.
How many hotels can I expect to find near Sugar Loaf Trailhead?
Expedia has 7 hotels and other accommodation options within a mile from Sugar Loaf Trailhead.
If I need to cancel the hotel reservation for my stay near Sugar Loaf Trailhead, will I receive a refund?
Yes, most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get the best deals available near Sugar Loaf Trailhead.
What can I see and do near Sugar Loaf Trailhead?
You'll want to browse the collections at Minnesota Marine Art Museum, Winona County Historical Society and Watkins Heritage Museum. Learn about local history at Polish Cultural Institute & Museum Annex and Merchants Bank. Spend some time wandering around Lake Park, Lake Lodge Recreation Center and Garvin Heights City Park.