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

Find Hotels with Bars in Ashland, WI

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Ashland Hotels with Bars

Tonight
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Ashland hotels with a bar

A modern building with a unique architectural design, situated on a rocky shoreline with a body of water in the foreground.
A modern building with large windows and outdoor seating.
A restaurant with a large round window overlooking the sea, wooden tables and chairs, and a staircase leading to an upper level.
A wooden staircase leading to a bright room with large windows and a view of a parking lot.

1. Blue Wave Inn

Blue Wave Inn
Ashland
United States
Erik
NT$5,708
NT$6,394 total
includes taxes & fees
Sep 12 - Sep 13
Blue Wave Inn

2. Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection
Ashland
United States
Michael
NT$7,596
NT$8,508 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Chequamegon, BW Signature Collection
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 wooden deck with a table and chairs overlooking a calm body of water.
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
United States
Richard
NT$7,171
NT$8,032 total
includes taxes & fees
Sep 24 - Sep 25
Quality Inn Ashland - Lake Superior
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.
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.

4. AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
Ashland
United States
Jonathan
NT$7,936
NT$8,889 total
includes taxes & fees
Aug 27 - Aug 28
AmericInn by Wyndham Ashland
A marina filled with various boats at sunset.
An aerial view of a hotel with a parking lot, a marina with boats, and a body of water in the background.
A grassy outdoor area with white chairs arranged in rows, a small arbor, and a bench.
An aerial view of a marina with boats docked, a parking lot, and buildings with a large parking area.

5. The Washburn Inn - On the Lake

The Washburn Inn - On the Lake
Washburn
United States
Annette
NT$5,737
NT$6,426 total
includes taxes & fees
Sep 7 - Sep 8
The Washburn Inn - On the Lake
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 group of off-road vehicles parked on a grassy slope with trees in the background.
An indoor swimming pool with a blue floor, surrounded by walls with windows and a wooden ceiling.

6. Whitecap Mountains Resort

Whitecap Mountains Resort
Upson
United States
Katherine
NT$3,819
NT$4,967 total
includes taxes & fees
Aug 27 - Aug 28
Whitecap Mountains Resort
A rooftop terrace with wicker furniture, a view of the sea, and a brick building in the background.
A dining area with a wooden ceiling, wicker furniture, and a central floral arrangement.
A sauna room with wooden benches and a large window.
A modern bedroom with a large bed, a wooden chair, a small table, and a hanging light fixture.

7. St. James Social

St. James Social
Bayfield
United States
Stephen
NT$11,261
NT$12,838 total
includes taxes & fees
Sep 2 - Sep 3
St. James Social
A modern two-story house with large windows, a flat roof, and a well-lit exterior.
A modern log cabin interior with a dining area, a bed, and a large window offering a forest view.
A cozy room with wooden walls, a skylight, a small table with chairs, and a kitchenette.
A cozy bedroom with a bed, a small table, and a chair. There are large windows offering a view of trees.

8. Wild Rice Retreat

Wild Rice Retreat
Bayfield
United States
Jeffrey
NT$16,896
NT$18,923 total
includes taxes & fees
Aug 30 - Aug 31
Wild Rice Retreat
A bar with a view of a lake and boats, large windows, and hanging light fixtures.
Outdoor wicker lounge chairs and a table in front of a building with red and blue exterior walls and multiple windows.
A spacious lobby with a stone fireplace, comfortable seating, and a patterned floor.
A view from a room with a door leading to a deck overlooking a body of water and a forested area.

9. Legendary Waters Resort & Casino

Legendary Waters Resort & Casino
Bayfield
United States
Hon Wah
Legendary Waters Resort & Casino
View all properties

Top Ashland Hotel Reviews

Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

8/10 Good
"Breakfast was well done with lots of options. Its hard to get anyone at the front desk in many places as staff are forced to do double,triple duties. Room was in good condition."
John 1-night trip
Posted 7 hours ago
Quality Inn Ashland - Lake Superior
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

10/10 Excellent
"All good"
Sandra 1-night trip
Posted 1 day ago
Super 8 by Wyndham Ashland
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

8/10 Good
"Great location l, nice rooms but place needs a little TLC esp in the back facing the lake. Decks needs power wash and paint, railing need paint, over grass and weeds need attention and plain garbage outside just needs to be picked up when cleaning rooms so next guest does not look at it when enjoying such beautiful lake view. We did enjoy the beach area and our dig had a blast swimming in it! (Also body wash was out in our room, please, have staff check it for next guest)."
Elena 1-night trip
Posted 1 day ago
AmericInn by Wyndham Ashland
Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

10/10 Excellent
"Fun Stay"
Holland 2-night trip
Posted 2 days ago
Hotel Chequamegon, BW Signature Collection

Frequently asked questions

Searching for hotels with bars in Ashland?
Ashland features 36 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy drink after a day of exploring. While you're here, consider a visit to Northern Great Lakes Visitor Center and Chequamegon Bay.
What are the best hotels with bars in Ashland?
Here are a few of the top Ashland hotels with bars: Hotel Chequamegon, BW Signature Collection: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. AmericInn by Wyndham Ashland: Enjoy the bar, free breakfast, and free WiFi. Quality Inn Ashland - Lake Superior: Enjoy the bar, free breakfast, and free WiFi. Blue Wave Inn: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Ashland?
In the area, you can visit Northern Great Lakes Visitor Center, Chequamegon Bay, and Mount Ashwabay Ski and Recreation Area, then find a cozy spot for a nightcap. Other places to see include Apostle Islands National Lakeshore and Lake Superior. Ashland is recognized for its scenic lakeside.
When is the best time to visit Ashland?
Visiting local bars in Ashland is more fun in good weather. These temperatures and rainfall averages can help you choose the best time for bar hopping. 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.
How can I get to Ashland and around the area?
You might want to make the most of these transportation options in and around Ashland: Fly into Ironwood, MI (IWD-Gogebic County), which is located 35.9 mi (57.7 km) away from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia