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
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Ashland hotels with a pool

Indoor pool
Lunch and dinner served
Exterior
Lobby

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.
€228
includes taxes & fees
31 Aug - 1 Sept
Hotel Chequamegon, BW Signature Collection
Indoor pool, open 6:00 AM to midnight, pool loungers
Lobby
Standard Room, 1 Queen Bed
Studio Suite, 1 King Bed, Non Smoking

2. Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland
Ashland
  • Aquatic relaxation awaits with soothing hot tub and pristine indoor pool experiences.
€187
includes taxes & fees
20 Sept - 21 Sept
Super 8 by Wyndham Ashland
Indoor pool, pool loungers
Suite, 1 King Bed, Non Smoking, Lake View (Upper Floor)
Exterior detail
View from property

3. Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
Ashland
  • Waterfront wellness awaits with heated indoor pool, hot tub sanctuary, and cosy loungers.
€216
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Ashland - Lake Superior
2 indoor pools
Private beach, fishing
Terrace/patio
Desk, blackout curtains, iron/ironing board, bed sheets

4. AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
Ashland
  • Splash into lakeside bliss with indoor water park pools and private beach access.
€239
includes taxes & fees
25 Aug - 26 Aug
AmericInn by Wyndham Ashland
Indoor pool
Exterior
Restaurant
Restaurant

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.
€133
includes taxes & fees
24 Aug - 25 Aug
Whitecap Mountains Resort
Indoor pool, open 6:00 AM to midnight, pool loungers
Premium bedding, desk, laptop workspace, iron/ironing board
Free continental breakfast on weekdays
Exterior

6. 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.
€136
includes taxes & fees
7 Sept - 8 Sept
Days Inn by Wyndham Hurley
1 bedroom, free WiFi, bed sheets
1 bedroom, free WiFi, bed sheets
Interior
Books

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
€383
includes taxes & fees
31 Aug - 1 Sept
Queen's View B&B- Bill's West, Lake Views, Sauna, Pool, Garden, Bayfield, WI
Interior
Property grounds
Books
Interior

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
€430
includes taxes & fees
31 Aug - 1 Sept
Queen's View B&B- Betty's Room, Lake Views, Sauna, Pool, Garden, Bayfield, WI
Property grounds
1 bedroom, free WiFi, bed sheets
Shower, hair dryer, towels
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
€414
includes taxes & fees
24 Aug - 25 Aug
Queen's View B&B- Queen's Room, Sauna, Pool, Garden, Lake Views, Bayfield, WI
Interior
1 bedroom, free WiFi, bed sheets
Interior
Fireplace, video library

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
Queen's View B&B- Maggie's Suite, Lake views, Sauna, Pool, Gardens, 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

8/10 Good
"Great Location, nice hotel, good breakfast. The bar/restaurant is beautiful. The rooms need to be maintain better. Our toilet flusher broke and looked like someone previously repaired it with twisty tie. One night table lamp didn’t work. The other lamp had one broken USB hub. The tub didn’t have a working stopper to soak in a bath. The pool was closed during our entire trip with no explanation or warning it was closed. Found out after going to the pool and seeing the sign."
Charlene 3-night trip
Posted 2 hours ago
Hotel Chequamegon, BW Signature Collection
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

10/10 Excellent
"Clean room comfortable bed! Great breakfast!"
Tamara 2-night trip
Posted 4 days ago
Super 8 by Wyndham Ashland

Frequently asked questions

What are some accommodation options with pools in Ashland?
Hotel Chequamegon, BW Signature Collection: Hotel, 3-minute walk from Lake Superior. Features daily, an indoor pool and complimentary high-speed (wired) Internet access. Cobblestone Inn & Suites - Ashland: 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. Offers daily, an indoor pool and free self parking. Quality Inn Ashland - Lake Superior: Offers free self parking, an indoor pool and complimentary wireless Internet access.
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 Northern Great Lakes Visitor Center, Chequamegon Bay and Apostle Islands National Lakeshore 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.