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

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Check availability on Ashland Hotels with a Pool

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Ashland hotels with a pool

A pool area with wooden walls, a pool, and several chairs.
A motel with a brick facade, a covered entrance, and a row of chairs outside.
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.

1. Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland
Ashland
  • Aquatic relaxation awaits with soothing hot tub and pristine indoor pool experiences.
AED 474
AED 531 total
includes taxes & fees
30 Oct - 31 Oct
Super 8 by Wyndham Ashland
A pool area with chairs and potted plants.
A bar area with a long counter, multiple taps, and bar stools.
A grand lobby with a central staircase, wooden columns, and a chandelier.
A traditional living room with leather furniture, a fireplace, and a bookshelf.

2. 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.
AED 658
AED 736 total
includes taxes & fees
18 Oct - 19 Oct
Hotel Chequamegon, BW Signature Collection
An indoor swimming pool with a wooden ceiling, slides, and poolside chairs.
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.
A hotel room with two beds, a TV, a desk, and a chair.

3. AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
Ashland
  • Splash into lakeside bliss with indoor water park pools and private beach access.
AED 584
AED 654 total
includes taxes & fees
19 Oct - 20 Oct
AmericInn by Wyndham Ashland
A multi-level indoor pool area with stone walls and wooden railings.
A modern kitchen with dark wood cabinets, a large stove, and a microwave.
A two-story log cabin with a stone foundation, a green roof, and a balcony overlooking a lake.
A wooden deck with a table and chairs overlooking a calm body of water.

4. Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
Ashland
  • Waterfront wellness awaits with heated indoor pool, hot tub sanctuary, and cozy loungers.
AED 621
AED 696 total
includes taxes & fees
28 Oct - 29 Oct
Quality Inn Ashland - Lake Superior
An indoor swimming pool with a blue floor, surrounded by walls with windows and a wooden ceiling.
A window with a view of a snowy landscape and a wooden shelf with various wine bottles.
A restaurant with a bar area, wooden tables, and chairs. There is a large wooden wall with skis displayed on it.
A group of off-road vehicles parked on a grassy slope with trees in the background.

5. 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.
AED 513
AED 652 total
includes taxes & fees
18 Oct - 19 Oct
Whitecap Mountains Resort
A pool area with lounge chairs, a view of a marina with boats, and a clear sky.
A wall clock with "WELCOME ABOARD" on a textured wall near a window with blinds.
A welcome sign for Brookside Hide-A-Way with a stone border and a street sign indicating the address 34300 Port Superior Rd.
A gazebo with a snow-covered ground, a bench, and a railing.

6. 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
  • Dive into crystal-clear refreshment with an outdoor pool and hot tub set against the scenic backdrop of Lake Superior.
AED 437
AED 798 total
includes taxes & fees
7 Oct - 8 Oct
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and tables.
A reception desk with a Days Inn logo, a clock, and a printer.
A hotel room with a kitchenette, a dining area with wooden chairs and a table, a refrigerator, a microwave, and a television.
A hotel room with a large bed, a desk, a TV, a bathroom with a bathtub, and artwork on the walls.

7. 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.
AED 587
AED 649 total
includes taxes & fees
29 Oct - 30 Oct
Days Inn by Wyndham Hurley
Bathroom
Interior
Living area
Room

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

Queen's View B&B- Mona's South, Lake Views, Sauna, Pool, Garden, Bayfield, WI
Bayfield
AED 1,424
AED 1,541 total
includes taxes & fees
30 Sep - 1 Oct
Queen's View B&B- Mona's South, Lake Views, Sauna, Pool, Garden, Bayfield, WI
Property grounds
Bathroom
Room
Interior

9. 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
AED 1,529
AED 1,668 total
includes taxes & fees
30 Sep - 1 Oct
Queen's View B&B- Queen's Room, Sauna, Pool, Garden, Lake Views, Bayfield, WI
Interior
Room
Bathroom
Living area

10. 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
AED 1,582
AED 1,725 total
includes taxes & fees
30 Sep - 1 Oct
Queen's View B&B- Maggie's Suite, Lake views, Sauna, Pool, Gardens, Bayfield, WI
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Choose what matters most at hotels with a pool in Ashland

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Ashland Hotel Reviews

The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

8/10 Good
"Nice room and clean. Staff is nice. We love that it’s close to Bayfield."
peihua 1-night trip
Posted 16 hours ago
The Washburn Inn - On the Lake

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.