The Best Hotels with a Pool in Ashland, WI from ₩179,095 in 2026

Q: What are some hotels with pools in Ashland?

Hotel Chequamegon, BW Signature Collection : Hotel, 3-minute walk from Lake Superior. Features daily, an indoor pool, and complimentary wired internet access. Quality Inn Ashland - Lake Superior : Hotel, 1-minute walk from Lake Superior. Offers daily, an indoor pool, and free self parking. AmericInn by Wyndham Ashland : Hotel, 2-minute walk from Lake Superior. Provides 2 indoor 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 wired internet access. Super 8 by Wyndham Ashland : Provides a sauna, an indoor pool, and continental.

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Our top choices for Ashland hotels with a pool

AmericInn by Wyndham Ashland

Ashland

Splash into lakeside bliss with indoor water park pools and private beach access.

₩215,253 total

includes taxes & fees

Jun 7 - Jun 8

Hotel Chequamegon, BW Signature Collection

Ashland

Relax by the pristine indoor pool with breathtaking Lake Superior views just steps away.

₩270,265 total

includes taxes & fees

Jun 21 - Jun 22

Quality Inn Ashland - Lake Superior

Ashland

Waterfront wellness awaits with heated indoor pool, hot tub sanctuary, and cozy loungers.

₩270,235 total

includes taxes & fees

May 25 - May 26

Indoor pool, open 6:00 AM to midnight, sun loungers

Super 8 by Wyndham Ashland

Ashland

Aquatic relaxation awaits with soothing hot tub and pristine indoor pool experiences.

₩226,060 total

includes taxes & fees

Jun 2 - Jun 3

Days Inn by Wyndham Hurley

Hurley

Dive into a tranquil indoor pool sanctuary where stress melts away with hot tub and sauna access until midnight.

₩238,026 total

includes taxes & fees

May 27 - May 28

Whitecap Mountains Resort

Upson

Dive into mountain adventure with an indoor pool and hot tub oasis where ski-in/ski-out access meets post-slope relaxation.

₩216,608 total

includes taxes & fees

May 30 - May 31

Davos Chalet

Upson

Alpine mountain escape with ski-in access and an indoor pool nearby, perfect for year-round adventures in the scenic outdoors.

₩179,095 total

includes taxes & fees

May 26 - May 27

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Choose what matters most at hotels with a pool in Ashland

Breakfast included

Hot tub

Top Ashland Hotel Reviews

The Washburn Inn - On the Lake

8/10 Good

"Room smelled a little odd and it irritated my allergies. Purchased a small air purifier and it took care of the problem. The bed felt like it was going to be difficult to sleep, but I had no issues and in fact slept all night (a rare occurrence these days)."

Hotel Chequamegon, BW Signature Collection

4/10 Poor

"Beds are not comfy, duct tape on the windows curtains, closet door fell off when opened, in house restaurant was pricey and mediocre at best, asked for medium rare ribeye, got well done. Housekeeping walked into the room without knocking, 2 hours before checkout, as I was standing right there naked fresh out of the shower. Payed for a king suite with a lakeview, the was only one window out of three you could see the lake out of and you had to lean over the desk to look out of it. The breakfast was the only thing that wasn't completely disappointing about this place, the guy working the breakfast room was great, excellent, him 10 out of 10, hotel chequamegon 1 out of 10. Trash."

Quality Inn Ashland - Lake Superior

4/10 Poor

"Best breakfast and very comfortable bed/pillows. Unfortunately someone left a 6am alarm active that blared in the room waking us up. Along with loud truck noises really close to the room 5am-7am. The light outside our room was dying and strobe lighting even with the curtains drawn would light up the room. The bathroom fan is incredibly loud and not seperate from the light so if one person got up in the night everyone wakes up from the sound. The room had a window to the pool which meant all sound from the pool comes through and the heat/humidity from the pool invades the room causing a stuffy smell. The first night even though there was a frost warning we set the AC at 66 degrees...we woke up sweating in the night. Next night we set it to 62...no difference. Our room was a couple feet away from a dumpster so the view was not pleasant unless you walked to the middle or other side of the hotel. Very uncomfortable and frustrating. I did call about the strobe light and they did address it pretty quickly. I have no complaints about the staff or cleanliness...just everything else about the stay was not adequate."

Frequently asked questions

What are some hotels with pools in Ashland?

Hotel Chequamegon, BW Signature Collection: Hotel, 3-minute walk from Lake Superior. Features daily, an indoor pool, and complimentary wired internet access. Quality Inn Ashland - Lake Superior: Hotel, 1-minute walk from Lake Superior. Offers daily, an indoor pool, and free self parking. AmericInn by Wyndham Ashland: Hotel, 2-minute walk from Lake Superior. Provides 2 indoor 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 wired internet access. Super 8 by Wyndham Ashland: Provides a sauna, an indoor pool, and continental.

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 Northern Great Lakes Visitor Center, Apostle Islands National Lakeshore, and Lake Superior 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.

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