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Check prices for these dates

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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Our top choices for Sugar Loaf Trailhead hotels

A table set for a meal with various dishes, glasses of orange juice, and a vase with flowers.
A spacious room with wooden paneling, a chandelier, a fireplace, and a large rug.
A large, two-story house with a prominent front porch, large windows, and a brick chimney.
A room with a portrait framed in gold, red curtains, and a table with ornate candle holders.

1. Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast
Historic Downtown Winona, 2.1 km from Sugar Loaf Trailhead
United States
Charlene
฿3,606
฿4,026 total
includes taxes & fees
1 Nov - 2 Nov
Alexander Mansion Bed and Breakfast
A cozy living room with a fireplace, a sofa, a coffee table, and a view through large windows.
A bedroom with a bed, a nightstand, a lamp, and a chandelier.
A white two-story house with green shutters, a porch, and a sign that reads "Bed & Breakfast."
A garden with a pergola, a wooden table, and a variety of plants.

2. Carriage House B&B

Carriage House B&B
Historic Downtown Winona, 2.3 km from Sugar Loaf Trailhead
United States
Mark
฿4,165
฿4,650 total
includes taxes & fees
18 Oct - 19 Oct
Carriage House B&B
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.
An outdoor patio area with stone walls, a stone fireplace, and multiple tables and chairs.
A hotel with a modern design, featuring a stone facade and a covered entrance.

3. Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona
0.5 km from Sugar Loaf Trailhead
United States
Stephanie
฿4,508
฿5,032 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Winona
A hotel room with a blue sofa, a wooden coffee table, a lamp, a TV, and a door leading to a balcony.
A hotel indoor pool with clear water, lounge chairs, and a seating area with an umbrella.
Exterior
Room

4. Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG
0.5 km from Sugar Loaf Trailhead
United States
Kristie
฿5,412
฿6,042 total
includes taxes & fees
4 Nov - 5 Nov
Holiday Inn Express & Suites Winona by IHG
An outdoor seating area with brick walls, green railings, and hanging flower baskets.
A hotel with a central clock tower, multiple windows, and a parking lot with cars.
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.

5. The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona
0.5 km from Sugar Loaf Trailhead
United States
Ashley
฿4,874
฿5,441 total
includes taxes & fees
1 Nov - 2 Nov
The Plaza Hotel & Suites Winona
A hotel pool area with multiple lounge chairs, a pool, and a second-floor balcony with windows.
A spacious lobby with a stone fireplace, leather seating, a staircase with glass railings, and a view of the outside through large windows.
A hotel room with a large bed, a separate bathroom with a bathtub, and a small bedside table with a lamp.
A brick building with a sign reading "Riverport Inn & Suites" and two flags.

6. Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites
0.4 km from Sugar Loaf Trailhead
United States
Louise
฿4,034
฿4,503 total
includes taxes & fees
12 Oct - 13 Oct
Express Suites Riverport Inn & Suites
A hotel room with two beds, a desk with a chair, a TV, and a large waterfall painting on the wall.
A reception area with a modern design, featuring a check-in counter, a door, and a small seating area with red stools.
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.

7. Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN
0.2 km from Sugar Loaf Trailhead
United States
William
฿1,967
฿2,235 total
includes taxes & fees
1 Nov - 2 Nov
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 room with a fireplace, a fan, and a framed picture on the wall.
A dining area with multiple wooden tables and chairs, large windows with a view of trees, and pendant lights.

8. Little Bluff Inn

Little Bluff Inn
14.8 km from Sugar Loaf Trailhead
United States
DAVID
฿3,298
฿3,753 total
includes taxes & fees
29 Oct - 30 Oct
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.
An indoor swimming pool with clear water, a lifeguard on duty sign, and a seating area with chairs and tables.
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.

9. AmericInn by Wyndham Winona

AmericInn by Wyndham Winona
5.8 km from Sugar Loaf Trailhead
United States
Jonathan
฿3,972
฿4,434 total
includes taxes & fees
11 Oct - 12 Oct
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 reception area with a counter, a clock, a desk with a computer, and a framed picture on the wall.
A gym with treadmills, an elliptical, and a stationary bike.

10. Days Inn by Wyndham Winona

Days Inn by Wyndham Winona
6 km from Sugar Loaf Trailhead
United States
William
฿2,286
฿2,552 total
includes taxes & fees
1 Nov - 2 Nov
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 table set for a meal with various dishes, glasses of orange juice, and a vase with flowers.
Alexander Mansion Bed and Breakfast
9.8
Exceptional
556 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
96 reviews
View
A modern hotel lobby with a dining area, seating arrangements, and a stone fireplace.
Fairfield Inn & Suites by Marriott Winona
9.4
Exceptional
410 reviews
View
A hotel room with a blue sofa, a wooden coffee table, a lamp, a TV, and a door leading to a balcony.
Holiday Inn Express & Suites Winona by IHG
9.2
Wonderful
966 reviews
View
An outdoor seating area with brick walls, green railings, and hanging flower baskets.
The Plaza Hotel & Suites Winona
8.6
Excellent
1,013 reviews
View

Top Sugar Loaf Trailhead Hotel Reviews

Country Inn & Suites by Radisson, La Crosse, WI

Country Inn & Suites by Radisson, La Crosse, WI

10/10 Excellent
"Free cookies at the check-in desk! Breakfast did the job, clean pool and hottub. Only drawback is it is a 10 minute drive from downtown LAX. We would likely stay closer to downtown in the future but that is no fault to the hotel quality itself, purely the location."
Colin 2-night trip
Posted 22 hours ago
Country Inn & Suites by Radisson, La Crosse, WI
Little Bluff Inn

Little Bluff Inn

10/10 Excellent
"Beautiful property and very thoughtful touches within the room! We will enjoy a future stay and appreciate the quaintness in every way! Thank you so much"
Jeanne 1-night trip
Posted 1 day ago
Little Bluff Inn
Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

8/10 Good
"The pool area was very nice and the breakfast choices were plentiful. I loved the mattress! The only downside was our room smelled kind of musty."
Ellen 1-night trip
Posted 2 days ago
Express Suites Riverport Inn & Suites
Days Inn by Wyndham Winona

Days Inn by Wyndham Winona

10/10 Excellent
"Very comfortable stay :) Friendly staff, clean accommodations and very comfy beds. Reasonably priced for a last minute weekend stay."
Barb 1-night trip
Posted 2 days ago
Days Inn by Wyndham Winona
AmericInn by Wyndham La Crosse Riverfront-Conference Center

AmericInn by Wyndham La Crosse Riverfront-Conference Center

8/10 Good
"Very nice hotel we would stay again"
Debbie 1-night trip
Posted 2 days ago
AmericInn by Wyndham La Crosse Riverfront-Conference Center
The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona

8/10 Good
"The shower curtain had mold on the bottom. The bathroom needed a good wipe down around the bottom of the walls and door . The two chairs at the table were scraping the paint off the wall. But overall I would stay again ."
Megan 2-night trip
Posted 3 days ago
The Plaza Hotel & Suites Winona
AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

10/10 Excellent
"Always stay when in the area, great staff and clean rooms."
Jonathan 2-night trip
Posted 4 days ago
AmericInn by Wyndham Winona
The Rushford Inn

The Rushford Inn

10/10 Excellent
"Room was very clean and neat"
Bonnie 1-night trip
Posted 5 days ago
The Rushford Inn
The Wen Inn formerly Andor Wenneson

The Wen Inn formerly Andor Wenneson

10/10 Excellent
"Friendly owner who made a delicious breakfast for us each morning. The rooms were very clean. We enjoyed our stay very much."
Marcia 3-night trip
Posted 2 weeks ago
The Wen Inn formerly Andor Wenneson

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.
See properties
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 Winona County Historical Society, Minnesota Marine Art Museum 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.