Hotels with Pool & Resorts in Ashland from AU$149

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Check availability on Ashland Hotels with Pool

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

Our top choices for Ashland 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 AU$149
includes taxes & fees
29 Dec - 30 Dec
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 AU$169
includes taxes & fees
31 Dec - 1 Jan 2026
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 AU$179
includes taxes & fees
30 Dec - 31 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 AU$150
includes taxes & fees
25 Dec - 26 Dec
Super 8 by Wyndham Ashland
Indoor pool, open 6:00 AM to midnight, pool loungers
Days Inn by Wyndham Hurley

Days Inn by Wyndham Hurley

Days Inn by Wyndham Hurley
2.0 star property
Hurley
8.4 out of 10, Very good, (895)
"Great location and a nice stop for our fall color viewing trip"
United States
gina
The price is AU$248
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Hurley
Family Chalet | Living area
Davos Chalet

Davos Chalet

Davos Chalet
2.0 star property
Upson
8.8 out of 10, Excellent, (95)
"Beautiful property and location! "
United States
Allen
The price is AU$222
includes taxes & fees
14 Jan - 15 Jan 2026
Davos Chalet
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 AU$281
includes taxes & fees
28 Dec - 29 Dec
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Indoor pool
Whitecap Mountains Resort

Whitecap Mountains Resort

Whitecap Mountains Resort
2.0 star property
Upson
8.6 out of 10, Excellent, (178)
"Beautiful scenery, dog friendly and quiet. Nice fire pit out back just wish the yard lights weren't so bright.. "
United States
Mike
The price is AU$301
includes taxes & fees
25 Dec - 26 Dec
Whitecap Mountains Resort
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 Ashland 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 Ashland?
Quality Inn Ashland - Lake Superior: Hotel, 1-minute walk from Lake Superior. Features daily, an indoor pool and free self parking. AmericInn by Wyndham Ashland: Hotel, 2-minute walk from Lake Superior. Offers 2 indoor swimming pools, a children's pool and a private beach. Cobblestone Inn & Suites - Ashland: Hotel, 3-minute walk from Lake Superior. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Blue Wave Inn: Hotel, 3-minute walk from Lake Superior. Features daily, an indoor pool and complimentary high-speed (wired) Internet access. Best Western The Hotel Chequamegon: Provides a sauna, an indoor pool and continental.
What is there to see and do in Ashland?
Make a point to visit attractions such as Maslowski Beach and Ashland Mural Walk. Discover sights such as Northern Great Lakes Visitor Center, Chequamegon Bay and Apostle Islands National Lakeshore during your stay. Visitors to Ashland speak highly of the natural attractions, including the beautiful lakeside setting.
When is the best time to book a hotel with a pool in Ashland?
Taking the local weather in Ashland into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -7°C. The snowiest months in Ashland are April, March, January and December, with each month seeing an average of 50 cm of snowfall.