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Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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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.

1. Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast
3.5 star property
Historic Downtown Winona, 2.1 km from Sugar Loaf Trailhead
9.8 out of 10, Exceptional, (563 reviews)
"My stay at this wonderful Mansion was truly memorable—from the heartwarming, homemade breakfast prepared by the owner, to the stories they shared about the building’s history. I would love to stay here again."
United States
YOKO
The price is Rp1.800.523
Rp2.009.834 total
includes taxes & fees
1 Nov - 2 Nov
Alexander Mansion Bed and Breakfast
A modern hotel lobby with a dining area, seating arrangements, and a stone fireplace.

2. Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona
3.0 star property
0.5 km from Sugar Loaf Trailhead
9.4 out of 10, Exceptional, (419 reviews)
"The pool and breakfast were both great!"
United States
Leanne
The price is Rp2.431.904
Rp2.714.612 total
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn & Suites by Marriott Winona
A cozy living room with a fireplace, a sofa, a coffee table, and a view through large windows.

3. Carriage House B&B

Carriage House B&B
3.0 star property
Historic Downtown Winona, 2.3 km from Sugar Loaf Trailhead
9.6 out of 10, Exceptional, (100 reviews)
"Excellent ambience and very helpful staff Have the sumptuous breakfast a bit earlier."
United States
Mark
The price is Rp2.674.913
Rp2.985.928 total
includes taxes & fees
2 Nov - 3 Nov
Carriage House B&B
An indoor swimming pool with a lifeguard chair, a frog sculpture, and a whirlpool capacity sign.

4. Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG
2.5 star property
0.5 km from Sugar Loaf Trailhead
9.2 out of 10, Wonderful, (974 reviews)
"Spacious and super clean. Great breakfast. Great location right across from SugarLoaf, awesome place to do a nice hike."
United States
Jacob
The price is Rp2.629.575
Rp2.935.263 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Winona by IHG
An outdoor seating area with brick walls, green railings, and hanging flower baskets.

5. The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona
3.0 star property
0.5 km from Sugar Loaf Trailhead
8.6 out of 10, Excellent, (1,005 reviews)
"Great for families with kids!"
United States
Tatiana
The price is Rp2.629.575
Rp2.935.331 total
includes taxes & fees
2 Nov - 3 Nov
The Plaza Hotel & Suites Winona
A hotel pool area with multiple lounge chairs, a pool, and a second-floor balcony with windows.

6. Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites
3.0 star property
0.4 km from Sugar Loaf Trailhead
8.4 out of 10, Very good, (1,000 reviews)
"Nice hotel clean.."
United States
todd
The price is Rp1.958.399
Rp2.185.993 total
includes taxes & fees
29 Oct - 30 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.

7. Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN
2.0 star property
0.2 km from Sugar Loaf Trailhead
7.6 out of 10, Good, (1,010 reviews)
"Was an adequate hotel for the price."
United States
Cynthia
The price is Rp1.107.516
Rp1.258.416 total
includes taxes & fees
19 Nov - 20 Nov
Super 8 by Wyndham Winona MN
A park with picnic tables and chairs, a large tree, and a lake in the background.

8. Little Bluff Inn

Little Bluff Inn
2.5 star property
14.8 km from Sugar Loaf Trailhead
10.0 out of 10, Exceptional, (174 reviews)
"Wonderful family run boutique hotel."
United States
DAVID
The price is Rp1.764.763
Rp2.008.707 total
includes taxes & fees
1 Nov - 2 Nov
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.

9. AmericInn by Wyndham Winona

AmericInn by Wyndham Winona
3.0 star property
5.8 km from Sugar Loaf Trailhead
9.0 out of 10, Wonderful, (1,000 reviews)
"Always stay when in the area, great staff and clean rooms."
United States
Jonathan
The price is Rp2.299.457
Rp2.566.770 total
includes taxes & fees
1 Nov - 2 Nov
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.

10. Days Inn by Wyndham Winona

Days Inn by Wyndham Winona
2.0 star property
6 km from Sugar Loaf Trailhead
7.6 out of 10, Good, (1,007 reviews)
"clean rooms and nice breakfast"
United States
William
The price is Rp1.219.173
Rp1.360.902 total
includes taxes & fees
22 Nov - 23 Nov
Days Inn by Wyndham Winona
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.
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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
3.5 star property
9.8
Exceptional
563 reviews
View
A modern hotel lobby with a dining area, seating arrangements, and a stone fireplace.
Fairfield Inn & Suites by Marriott Winona
3.0 star property
9.4
Exceptional
419 reviews
View
A cozy living room with a fireplace, a sofa, a coffee table, and a view through large windows.
Carriage House B&B
3.0 star property
9.6
Exceptional
100 reviews
View
An indoor swimming pool with a lifeguard chair, a frog sculpture, and a whirlpool capacity sign.
Holiday Inn Express & Suites Winona by IHG
2.5 star property
9.2
Wonderful
974 reviews
View
An outdoor seating area with brick walls, green railings, and hanging flower baskets.
The Plaza Hotel & Suites Winona
3.0 star property
8.6
Excellent
1,005 reviews
View

Hotels recommended for families near Sugar Loaf Trailhead

An indoor swimming pool with a lifeguard chair, a frog sculpture, and a whirlpool capacity sign.

Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG
2.5 star property
Winona
9.2 out of 10, Wonderful, (974)
The price is Rp2.629.575
Rp2.935.263 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Winona by IHG

Top Sugar Loaf Trailhead Hotel Reviews

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

10/10 Excellent
"In room whirlpool was perfect!"
Levi David 2-night trip
Posted 9 hours ago
Stoney Creek Hotel La Crosse - Onalaska

Other attractions near Sugar Loaf Trailhead

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