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
Sep 5 - Sep 6
Tomorrow
Sep 6 - Sep 7
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Ashland hotels with a bar

A large white building with a green roof, a covered entrance, and a view of the water.
A traditional living room with leather furniture, a fireplace, and a bookshelf.
A bar area with a long counter, multiple taps, and bar stools.
A grand lobby with a central staircase, wooden columns, and a chandelier.

1. Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection
Ashland
United States
Todd
NT$7,879
NT$8,824 total
includes taxes & fees
Sep 13 - Sep 14
Hotel Chequamegon, BW Signature Collection
A modern building with a unique architectural design, situated on a rocky shoreline with a body of water in the foreground.
A wooden staircase leading to a bright room with large windows and a view of a parking lot.
A restaurant with a large round window overlooking the sea, wooden tables and chairs, and a staircase leading to an upper level.
A hotel room with a large bed, a chair, a lamp, and a view of the water through the windows.

2. Blue Wave Inn

Blue Wave Inn
Ashland
United States
Dawn
NT$5,667
NT$6,347 total
includes taxes & fees
Sep 20 - Sep 21
Blue Wave Inn
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 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.

3. Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
Ashland
United States
Richard
NT$7,484
NT$8,383 total
includes taxes & fees
Sep 13 - Sep 14
Quality Inn Ashland - Lake Superior
An outdoor patio with a table and chairs, overlooking a body of water at sunset.
An indoor swimming pool with a wooden ceiling, slides, and poolside chairs.
A beach with turquoise chairs and a pile of logs.
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$7,878
NT$8,824 total
includes taxes & fees
Sep 13 - Sep 14
AmericInn by Wyndham Ashland
A marina filled with various boats at sunset.
A row of colorful Adirondack chairs and tables by a lakeside, with a clear view of the water and distant shoreline.
A grassy outdoor area with white chairs arranged in rows, a small arbor, and a bench.
An aerial view of a hotel with a parking lot, a marina with boats, and a body of water in the background.

5. The Washburn Inn - On the Lake

The Washburn Inn - On the Lake
Washburn
United States
Annette
NT$3,322
NT$3,721 total
includes taxes & fees
Oct 4 - Oct 5
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 group of off-road vehicles parked on a grassy slope with trees in the background.
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
United States
Brandon
NT$4,417
NT$5,614 total
includes taxes & fees
Sep 21 - Sep 22
Whitecap Mountains Resort
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 bedroom with a bed, a small table, and a chair. There are large windows offering a view of trees.
A modern living room with a large window, a dining area, and a sofa.

7. Wild Rice Retreat

Wild Rice Retreat
Bayfield
United States
Jeffrey
NT$19,703
NT$22,067 total
includes taxes & fees
Sep 13 - Sep 14
Wild Rice Retreat
A rooftop terrace with wicker furniture, a view of the sea, and a brick building in the background.
A sauna room with wooden benches and a large window.
A bar area with a leather couch, wicker chairs, and a bar counter.
A dining area with a wooden ceiling, wicker furniture, and a central floral arrangement.

8. St. James Social

St. James Social
Bayfield
United States
Stephen
NT$15,193
NT$17,319 total
includes taxes & fees
Sep 30 - Oct 1
St. James Social
A bar with a view of a lake and boats, large windows, and hanging light fixtures.
A spacious lobby with a stone fireplace, comfortable seating, and a patterned floor.
A waterfront hotel with multiple buildings, a dock, and a speedboat on the water.
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

Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

10/10 Excellent
"We were extremely happy with our stay and will be back. The hotel is absolutely gorgeous, very clean and we were able to completely relax. The location on the lake is so beautiful. We ate in the very good restaurant outside overlooking the lake. We drank coffee in the morning on the first level porch and enjoyed the lake view there too. The beds were very comfortable. We had a wonderful experience."
Lisa 3-night trip
Posted 13 hours ago
Hotel Chequamegon, BW Signature Collection
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

10/10 Excellent
"We loved staying here, it was just for 2 nights and I didn’t want to leave. The private beach was a HUGE bonus and it was so peaceful."
Becky 2-night trip
Posted 2 days ago
AmericInn by Wyndham Ashland

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