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

Hotels with Swimming Pool in Ashland, Wisconsin

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Check availability on Ashland Hotels with Swimming Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Ashland hotels with a pool

A pool area with chairs and potted plants.
A traditional living room with leather furniture, a fireplace, and a bookshelf.
A large white building with a green roof, a covered entrance, and a view of the water.
A grand lobby with a central staircase, wooden columns, and a chandelier.

1. Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection
Ashland
  • Relax by the pristine indoor pool with breathtaking Lake Superior views just steps away.
P7,999
P8,959 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Chequamegon, BW Signature Collection
A pool area with wooden walls, a pool, and several chairs.
A living room with a sofa, a coffee table, a TV, and a cabinet.
A hotel room with a leather sofa, a small cabinet with a television, and a patterned floor.
A framed photograph of a turbulent sea on a wall, a bedside lamp, and a pillow on a bed.

2. Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland
Ashland
  • Aquatic relaxation awaits with soothing hot tub and pristine indoor pool experiences.
P7,262
P8,133 total
includes taxes & fees
Oct 31 - Nov 1
Super 8 by Wyndham Ashland
A multi-level indoor pool area with stone walls and wooden railings.
A wooden deck with a table and chairs overlooking a calm body of water.
A room with a round table, chairs, a flat-screen TV, and large windows offering a view of a body of water and trees.
A two-story log cabin with a stone foundation, a green roof, and a balcony overlooking a lake.

3. Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
Ashland
  • Waterfront wellness awaits with heated indoor pool, hot tub sanctuary, and cozy loungers.
P8,117
P9,091 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Ashland - Lake Superior
An indoor swimming pool with a wooden ceiling, slides, and poolside chairs.
A hotel room with two beds, a TV, a desk, and a chair.
A dining area with multiple tables and chairs, large windows offering a view of the sea, and a carpeted floor.
An outdoor patio with a table and chairs, overlooking a body of water at sunset.

4. AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
Ashland
  • Splash into lakeside bliss with indoor water park pools and private beach access.
P6,699
P7,504 total
includes taxes & fees
Nov 1 - Nov 2
AmericInn by Wyndham Ashland
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and tables.
A multi-story hotel with a brick facade, a covered entrance, and a flagpole.
A reception desk with a Days Inn logo, a clock, and a printer.
A hotel room with a large bed, a desk, a TV, a bathroom with a bathtub, and artwork on the walls.

5. Days Inn by Wyndham Hurley

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.
P9,252
P10,224 total
includes taxes & fees
Oct 20 - Oct 21
Days Inn by Wyndham Hurley
An indoor swimming pool with a blue floor, surrounded by walls with windows and a wooden ceiling.
A restaurant with a bar area, wooden tables, and chairs. There is a large wooden wall with skis displayed on it.
A bar area with a wooden counter, multiple bar stools, and a television mounted on the wall.
A window with a view of a snowy landscape and a wooden shelf with various wine bottles.

6. Whitecap Mountains Resort

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.
P8,733
P11,099 total
includes taxes & fees
Oct 20 - Oct 21
Whitecap Mountains Resort
View all properties

Choose what matters most at hotels with a pool in Ashland

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Ashland Hotel Reviews

Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

10/10 Excellent
"This is a beautiful property and within walking distance to many restaurants,bars, and shopping. The restaurant in the hotel doesn’t have a large menu but was adequate. The bar was also adequate. The views were amazing. The beds were comfortable."
Tammy 1-night trip
Posted 1 hour ago
Hotel Chequamegon, BW Signature Collection
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

10/10 Excellent
"The location and view of Lake Superior is amazing! The best part of the hotel is the view!"
Amy 1-night trip
Posted 16 hours ago
Quality Inn Ashland - Lake Superior
The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

10/10 Excellent
"Enjoyed our stay! Staff was wonderful, room was clean, spacious shower with chair for accessibility. No complaints :)"
Alex 2-night trip
Posted 19 hours ago
The Washburn Inn - On the Lake
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

10/10 Excellent
"It's an older Hotel, but it's still very nice for the price and the area. The room was quite, the beds are nice. Breakfast was very nice, There was a wide veriety to choose from."
Bonni 1-night trip
Posted 3 days ago
Super 8 by Wyndham Ashland

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.

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