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Oct 8 - Oct 9
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Oct 9 - Oct 10
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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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 grand staircase with a floral carpet, wooden balustrades, and a chandelier.
A spacious room with wooden paneling, a chandelier, a fireplace, and a large rug.
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
CA $145
CA $162 total
includes taxes & fees
Nov 8 - Nov 9
Alexander Mansion Bed and Breakfast
A modern hotel lobby with a dining area, seating arrangements, and a stone fireplace.
A hotel with a modern design, featuring a stone facade and a covered entrance.
Reception
An indoor swimming pool with clear glass walls, a tiled floor, and a few chairs around the pool area.

2. Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona
0.5 km from Sugar Loaf Trailhead
United States
Stephanie
CA $191
CA $213 total
includes taxes & fees
Nov 1 - Nov 2
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 garden with a pergola, a wooden table, and a variety of plants.
A bedroom with a bed, a nightstand, a lamp, and a chandelier.
A dining room with a long wooden table set for a meal, surrounded by chairs.

3. Carriage House B&B

Carriage House B&B
Historic Downtown Winona, 2.3 km from Sugar Loaf Trailhead
United States
Mark
CA $176
CA $197 total
includes taxes & fees
Oct 18 - Oct 19
Carriage House B&B
A hotel room with a blue sofa, a wooden coffee table, a lamp, a TV, and a door leading to a balcony.
Exterior
A hotel indoor pool with clear water, lounge chairs, and a seating area with an umbrella.
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
CA $217
CA $242 total
includes taxes & fees
Nov 8 - Nov 9
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 spacious living area with leather sofas, a coffee table with magazines, and a stone fireplace.
A pool with a large, colorful fish-shaped slide.

5. The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona
0.5 km from Sugar Loaf Trailhead
United States
Ashley
CA $206
CA $230 total
includes taxes & fees
Nov 1 - Nov 2
The Plaza Hotel & Suites Winona
A hotel pool area with multiple lounge chairs, a pool, and a second-floor balcony with windows.
A bar area with wooden bar stools, a counter, and a menu board.
A spacious lobby with a stone fireplace, leather seating, a staircase with glass railings, and a view of the outside through large windows.
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
CA $171
CA $190 total
includes taxes & fees
Oct 11 - Oct 12
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 hotel room with large windows, a clock, and framed pictures on the walls.
A breakfast area with a wooden wall, a clock, and a coffee machine.

7. Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN
0.2 km from Sugar Loaf Trailhead
United States
William
CA $80
CA $90 total
includes taxes & fees
Nov 8 - Nov 9
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 kitchen with grey cabinets, a wooden countertop, a built-in sink, and a tiled backsplash.

8. Little Bluff Inn

Little Bluff Inn
14.8 km from Sugar Loaf Trailhead
United States
DAVID
CA $127
CA $144 total
includes taxes & fees
Oct 29 - Oct 30
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 room with a sofa, a small table, a TV, a microwave, and a door.
A hotel lobby with seating, a fireplace, a clock, and a reception area.

9. AmericInn by Wyndham Winona

AmericInn by Wyndham Winona
5.8 km from Sugar Loaf Trailhead
United States
Jonathan
CA $178
CA $199 total
includes taxes & fees
Oct 11 - Oct 12
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 breakfast area with a coffee station, a refrigerator, and a dining table with chairs.

10. Days Inn by Wyndham Winona

Days Inn by Wyndham Winona
6 km from Sugar Loaf Trailhead
United States
William
CA $95
CA $106 total
includes taxes & fees
Nov 8 - Nov 9
Days Inn by Wyndham Winona
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Compare popular hotels close to Sugar Loaf Trailhead

Property
Star rating
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 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 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 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
1,000 reviews
View

Top Sugar Loaf Trailhead Hotel Reviews

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

8/10 Good
"The food at the bar was good Breakfast was good for a hotel Breakfast"
Kevin 2-night trip
Posted 17 hours ago
Express Suites Riverport Inn & Suites
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 2 days ago
Little Bluff Inn
Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast

10/10 Excellent
"Richard epitomizes the role of host. Very welcoming to all guests and provided a unique experience unlike any hotel stay. The home was beautiful and it was enjoyable to meet the other guests and learn about their lives. Also swapping travel plans and site-seeing tips was a bonus (and Richard was in the know about all events and had plenty of dining recommendations). Coming "home" at the end of the night felt just like that."
Ashley 2-night trip
Posted 2 days ago
Alexander Mansion Bed and Breakfast
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 3 days ago
Days Inn by Wyndham Winona
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 4 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 5 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 6 days ago
The Rushford Inn
Cabin on the Mississippi River

Cabin on the Mississippi River

10/10 Excellent
"Enjoyed the pillows"
Sara 2-night trip
Posted 9 days ago
Cabin on the Mississippi River
Studio Cottage at Lake Road Campground, on the beautiful Mississippi River.

Studio Cottage at Lake Road Campground, on the beautiful Mississippi River.

10/10 Excellent
"What a perfect place to spend a weekend exploring La Crosse and the beautiful Mississippi River area! My bestie and I loved the cozy cottage and the peaceful campground. It would have been helpful to know when we booked the cottage that we would need to bring our own sheets, pillows, blanket, and towels, but that wasn't a problem. The fire ring was a nice bonus; great for cool evenings. We will stay again!"
Suzanne D. 2-night trip
Posted 10 days ago
Studio Cottage at Lake Road Campground, on the beautiful Mississippi River.

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 with a stop at 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

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

Enjoy the collegiate vibe at Minnesota State College Southeast during your stay in 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 with a stop 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. Travelers like the surrounding area for its museums. If you're looking for a convenient place to stay, check out the 7 hotels and other accommodations 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 traveler 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 accommodations 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, you'll find most hotel room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to review the best deals 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.