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

Ashland Hotel Guide - Hotels with Pool in Ashland, Wisconsin

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Check availability on Ashland Hotels with Pool

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Ashland hotels with a pool

A pool area with chairs and potted plants.
A grand lobby with a central staircase, wooden columns, and a chandelier.
A bar area with a long counter, multiple taps, and bar stools.
A large white building with a green roof, a covered entrance, and a view of the water.

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.
€128
includes taxes & fees
1 Nov - 2 Nov
Hotel Chequamegon, BW Signature Collection
A pool area with wooden walls, a pool, and several chairs.
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.
A living room with a sofa, a coffee table, a TV, and a cabinet.

2. Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland
Ashland
  • Aquatic relaxation awaits with soothing hot tub and pristine indoor pool experiences.
€116
includes taxes & fees
31 Oct - 1 Nov
Super 8 by Wyndham Ashland
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.
An outdoor patio with a table and chairs, overlooking a body of water at sunset.
A beach with turquoise chairs and a pile of logs.

3. AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
Ashland
  • Splash into lakeside bliss with indoor water park pools and private beach access.
€107
includes taxes & fees
1 Nov - 2 Nov
AmericInn by Wyndham Ashland
A multi-level indoor pool area with stone walls and wooden railings.
A two-story log cabin with a stone foundation, a green roof, and a balcony overlooking a lake.
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 modern kitchen with dark wood cabinets, a large stove, and a microwave.

4. Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
Ashland
  • Waterfront wellness awaits with heated indoor pool, hot tub sanctuary, and cosy loungers.
€130
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Ashland - Lake Superior
A pool area with lounge chairs, a view of a marina with boats, and a clear sky.
A gazebo with a snow-covered ground, a bench, and a railing.
A welcome sign for Brookside Hide-A-Way with a stone border and a street sign indicating the address 34300 Port Superior Rd.
A wall clock with "WELCOME ABOARD" on a textured wall near a window with blinds.

5. Applefest Bayfield available this w/e @discount, near town/fireplace/jacuzzi

Applefest Bayfield available this w/e @discount, near town/fireplace/jacuzzi
Bayfield
  • Dive into crystal-clear refreshment with an outdoor pool and hot tub set against the scenic backdrop of Lake Superior.
€203
includes taxes & fees
7 Oct - 8 Oct
Applefest Bayfield available this w/e @discount, near town/fireplace/jacuzzi
Property grounds
Room
Interior
Interior

6. Queen's View B&B- Queen's Room, Sauna, Pool, Garden, Lake Views, Bayfield, WI

Queen's View B&B- Queen's Room, Sauna, Pool, Garden, Lake Views, Bayfield, WI
Bayfield
€428
includes taxes & fees
4 Nov - 5 Nov
Queen's View B&B- Queen's Room, Sauna, Pool, Garden, Lake Views, Bayfield, WI
Room
Living area
Interior
Bathroom

7. Queen's View B&B- Bill's West, Lake Views, Sauna, Pool, Garden, Bayfield, WI

Queen's View B&B- Bill's West, Lake Views, Sauna, Pool, Garden, Bayfield, WI
Bayfield
€408
includes taxes & fees
8 Oct - 9 Oct
Queen's View B&B- Bill's West, Lake Views, Sauna, Pool, Garden, Bayfield, WI
Interior
Property grounds
Interior
Room

8. Queen's View B&B- Betty's Room, Lake Views, Sauna, Pool, Garden, Bayfield, WI

Queen's View B&B- Betty's Room, Lake Views, Sauna, Pool, Garden, Bayfield, WI
Bayfield
€439
includes taxes & fees
15 Oct - 16 Oct
Queen's View B&B- Betty's Room, Lake Views, Sauna, Pool, Garden, Bayfield, WI
Interior
Interior
Room
Living area

9. Queen's View B&B- Maggie's Suite, Lake views, Sauna, Pool, Gardens, Bayfield, WI

Queen's View B&B- Maggie's Suite, Lake views, Sauna, Pool, Gardens, Bayfield, WI
Bayfield
€444
includes taxes & fees
5 Nov - 6 Nov
Queen's View B&B- Maggie's Suite, Lake views, Sauna, Pool, Gardens, Bayfield, WI
Bathroom
Room
Living area
Living area

10. Queen's View B&B- Mona's Suite, Lake Views, Sauna, Pool, Garden, Bayfield, WI

Queen's View B&B- Mona's Suite, Lake Views, Sauna, Pool, Garden, Bayfield, WI
Bayfield
€653
includes taxes & fees
21 Oct - 22 Oct
Queen's View B&B- Mona's Suite, Lake Views, Sauna, Pool, Garden, Bayfield, WI
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 22 hours 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 2 days 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 2 days 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 4 days ago
Super 8 by Wyndham Ashland

Frequently asked questions

What are some accommodation options with pools in Ashland?
Cobblestone Inn & Suites - Ashland: Hotel, 3-minute walk from Lake Superior. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Hotel Chequamegon, BW Signature Collection: Hotel, 2-minute walk from Lake Superior. Provides 2 indoor swimming 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 high-speed (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 such as 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 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.