Photo by Kate Johnson

Herbster Hotel Guide - Hotels with Pool in Herbster, Wisconsin

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Check availability on Herbster Hotels with Pool

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Herbster hotels with a pool

Indoor pool, pool loungers
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
2.5 star property
Ashland
8.8 out of 10, Excellent, (925)
"Lake Superior Shore, comfortable bed, a great breakfast and coffee."
United States
Charles
The price is €86
includes taxes & fees
5 Jan - 6 Jan 2026
Quality Inn Ashland - Lake Superior
2 indoor pools
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
2.5 star property
Ashland
7.8 out of 10, Good, (1001)
"Very welcoming, breakfast was good, pool area was clean and well kept. We’ll be staying again. "
United States
Sheila
The price is €96
includes taxes & fees
30 Dec - 31 Dec
AmericInn by Wyndham Ashland
Indoor pool
Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon
3.0 star property
Ashland
8.6 out of 10, Excellent, (1003)
"Matt at the front desk made us feel welcome after a long trip!"
Canada
Richard
The price is €93
includes taxes & fees
28 Dec - 29 Dec
Best Western The Hotel Chequamegon
Indoor pool, open 6:00 AM to midnight, pool loungers
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland
2.0 star property
Ashland
8.0 out of 10, Very good, (1001)
"We would definetly stay here again. Very friendly staff."
United States
michael
The price is €85
includes taxes & fees
25 Dec - 26 Dec
Super 8 by Wyndham Ashland
Property grounds
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Bayfield
9.8 out of 10, Exceptional, (229)
"Location was perfect!"
United States
amy g.
The price is €134
includes taxes & fees
24 Dec - 25 Dec
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
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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Top Herbster Hotel Reviews

Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

10/10 Excellent
"Matt at the front desk made us feel welcome after a long trip!"
Richard 1-night trip
Posted 5 days ago
Best Western The Hotel Chequamegon

Frequently asked questions

What are some accommodation options with pools in Herbster?
SandyLand | Sunny Cabin with a Big View w/Sauna!: Hotel, 1-minute walk from Lake Superior. Offers daily, an indoor pool and free self parking. Woodland Escape | Charming Cabin Steps to the Lake: Hotel, 2-minute walk from Lake Superior. Features 2 indoor swimming pools, a children's pool and a private beach. Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire.: Hotel, 3-minute walk from Lake Superior. Features daily, an indoor pool and complimentary high-speed (wired) Internet access. Lake Superior Direct Lakefront! Winter Weekends and Summer 2026 Openings!: Hotel, 3-minute walk from Lake Superior. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Cedar Ridge | Hand-Crafted Cabin with Lake Views: Condo, 1-minute walk from Lake Superior. Features complimentary wireless Internet access, a pool and kitchens.
What is there to see and do in Herbster?
Surround yourself with nature at Lake Superior. Discover sights such as Bark Bay Slough State Natural Area and Flag River State Wildlife Area during your stay.
When is the best time to book a hotel with a pool in Herbster?
Taking the local weather in Herbster into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Herbster are March, April, January and December, with each month seeing an average of 34 cm of snowfall.