A sandy beach with a wooden structure extending into the water.

Find Hotels with a Pool in Ashland, WI

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Ashland Hotels with a Pool

Our top choices for Ashland hotels with a pool

A modern building with large windows and outdoor seating.

1. Blue Wave Inn

Blue Wave Inn
3.0 star property
Ashland
9.8 out of 10, Exceptional, (691 reviews)
"Another amazing stay! We love how relaxed we feel at this hotel. Gorgeous lake views, fantastic drinks and snacks at the Sand Bar, friendly staff and a gorgeous room. Looking forward to our next stay!"
United States
Billi
The price is SAR 324
SAR 363 total
includes taxes & fees
19 Nov - 20 Nov
Blue Wave Inn
A hotel room with a bed, a sofa, a desk with a chair, a television, and a ceiling fan.

2. Lakeside Motel

Lakeside Motel
2.0 star property
Ashland
9.6 out of 10, Exceptional, (113 reviews)
"A great place for a quick stay"
United States
Cheryl
The price is SAR 242
SAR 271 total
includes taxes & fees
14 Dec - 15 Dec
Lakeside Motel
A modern living room with a stone wall, a fireplace, leather sofas, and glass coffee tables.

3. Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland
2.5 star property
Ashland
9.2 out of 10, Wonderful, (874 reviews)
"Great stay"
United States
Caleb
The price is SAR 470
SAR 526 total
includes taxes & fees
15 Nov - 16 Nov
Cobblestone Inn & Suites - Ashland
A pool area with chairs and potted plants.

4. Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection
3.0 star property
Ashland
8.6 out of 10, Excellent, (1,000 reviews)
"Very clean facility, excellent breakfast!"
United States
Connie
The price is SAR 514
SAR 576 total
includes taxes & fees
14 Dec - 15 Dec
Hotel Chequamegon, BW Signature Collection
A pool area with wooden walls, a pool, and several chairs.

5. Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland
2.0 star property
Ashland
8.0 out of 10, Very good, (1,000 reviews)
"It was good place to stay and $50 less than anything in the area."
United States
John
The price is SAR 484
SAR 542 total
includes taxes & fees
15 Nov - 16 Nov
Super 8 by Wyndham Ashland
A multi-level indoor pool area with stone walls and wooden railings.

6. Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
2.5 star property
Ashland
8.8 out of 10, Excellent, (1,001 reviews)
"Very nice place will stay at again"
United States
Lexi
The price is SAR 438
SAR 490 total
includes taxes & fees
13 Dec - 14 Dec
Quality Inn Ashland - Lake Superior
An indoor swimming pool with clear water, surrounded by lounge chairs and tables, and a pool rules sign on the wall.

7. AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
3.0 star property
Ashland
7.8 out of 10, Good, (1,000 reviews)
"It's a lovely location on Lake Superior."
United States
Patrice
The price is SAR 465
SAR 521 total
includes taxes & fees
30 Nov - 1 Dec
AmericInn by Wyndham Ashland
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.
View all properties

Choose what matters most at hotels with a pool in Ashland

Breakfast included
Hot tub

Top Ashland Hotel Reviews

Days Inn by Wyndham Hurley

Days Inn by Wyndham Hurley

10/10 Excellent
"The room and the staff were so excellent! I was extremely pleased to find so many accessible "grab bars" in the tub/shower, and the shower head/water flow was terrific! Because there is remodeling happening at the hotel, I couldn't give a full 5-Star for those areas - lots of traffic in the hall and doors left open on the rooms being improved - however, my stay was wonderful and I will definitely be booking my next stay with the Hurley, WI Days Inn!"
Anne 3-night trip
Posted 3 hours ago
Days Inn by Wyndham Hurley

Frequently asked questions

What are some hotels with pools in Ashland?
Cobblestone Inn & Suites - Ashland: Hotel, 3-minute walk from Lake Superior. Offers daily, an indoor pool, and complimentary wired internet access. Hotel Chequamegon, BW Signature Collection: Hotel, 2-minute walk from Lake Superior. Provides 2 indoor pools, a children's pool, and a private beach. AmericInn by Wyndham Ashland: Hotel, 3-minute walk from Lake Superior. Features daily, an indoor pool, and complimentary wired internet access. Super 8 by Wyndham Ashland: Hotel, 1-minute walk from Lake Superior. Features daily, an indoor pool, and free self parking. Lakeside Motel: Offers a sauna, an indoor pool, and on-the-go.
What is there to see and do in Ashland?
Make a point to visit attractions like Maslowski Beach and Ashland Mural Walk. Discover sights such as Chequamegon Bay Golf Course, Northern Great Lakes Visitor Center, and Chequamegon Bay 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 into account the local weather in Ashland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 20°F. The snowiest months in Ashland are April, March, January, and December, with each month seeing an average of 20 inches of snowfall.