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Find Hotels with Bars in Ashland, OR

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Check availability on Ashland Hotels with Bars

Tonight
Sep 7 - Sep 8
Tomorrow
Sep 8 - Sep 9
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Ashland hotels with a bar

A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.

1. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
United States
Krishnaharsha
NT$4,230
NT$5,032 total
includes taxes & fees
Sep 28 - Sep 29
Ashland Hills Hotel & Suites
An outdoor patio area with tables and chairs, string lights, and potted plants.
A building with a snow-covered entrance and a tree in the foreground.
A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.
A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.

2. Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
United States
Laura
NT$5,932
NT$7,121 total
includes taxes & fees
Oct 5 - Oct 6
Ashland Springs Hotel
An outdoor dining area with round tables, white chairs, and umbrellas.
A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.
A wooden balcony with a view of a forested area.

3. Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
United States
Michelle
NT$3,844
NT$4,377 total
includes taxes & fees
Sep 14 - Sep 15
Callahan's Mountain Lodge
A large, two-story house with a wrap-around porch and a steeply pitched roof.
A modern living room with a sofa, coffee table, and a TV. There is a large window with curtains, a mirror, and a view of a bedroom.
A kitchen with a built-in island, pendant lighting, and a view into the dining area.
A living room with a fireplace, two armchairs, a sofa, and a TV mounted on the wall.

4. Winchester Inn

Winchester Inn
Historic Downtown District
United States
Albert
NT$6,249
NT$7,563 total
includes taxes & fees
Sep 20 - Sep 21
Winchester Inn
A large, multi-story house with a prominent stone facade, a wooden deck, and a well-maintained lawn.
A bar area with wooden cabinets, a bar counter, and multiple stools.
A patio area with outdoor seating and umbrellas, surrounded by a stone wall and various plants.
A modern house with a stone facade, wooden paneling, and a well-maintained lawn.

5. Resort at Eagle Point

Resort at Eagle Point
Eagle Point
United States
Rich
NT$4,111
NT$4,378 total
includes taxes & fees
Sep 9 - Sep 10
Resort at Eagle Point
A spacious indoor seating area with blue sofas and round tables, large windows with a view of the beach and umbrellas, and a flat-screen TV mounted on the wall.
A deck with outdoor seating, a bar area, and a fire feature.
A spacious indoor area with a long table and chairs, large windows with a view of the beach, and a bar area.
A hotel room with two beds, a desk, a TV, and a window with a view of the mountains.

6. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
Medford
United States
Jeanette
NT$4,704
NT$5,671 total
includes taxes & fees
Sep 27 - Sep 28
Compass by Margaritaville in Medford
A modern hotel lobby with multiple seating areas, including round tables and chairs, and a bar area with stools.
A hotel room with two beds, a large window with sheer curtains, a mirror, and a view of another room.
A reception area with a wooden reception desk, a modern chair, and a large window with blinds.
A modern hotel with a two-story structure, a covered entrance, and a parking lot.

7. Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport
Medford
United States
Donna
NT$3,459
NT$3,892 total
includes taxes & fees
Oct 1 - Oct 2
Springhill Suites By Marriott Medford Airport
A Courtyard hotel with a covered entrance, a van, and a parking lot.
A modern hotel lobby with a reception desk, a seating area, and a large screen displaying information.
An outdoor patio area with tables and chairs, a pergola with lights, and a view of the cityscape in the background.
A modern living room with a sectional sofa, a coffee table, and a fireplace.

8. Courtyard by Marriott Medford Airport

Courtyard by Marriott Medford Airport
Medford
United States
Jennifer
NT$4,013
NT$4,541 total
includes taxes & fees
Oct 1 - Oct 2
Courtyard by Marriott Medford Airport
A clear view of a lake with a mountain in the background, a dock, and a chair on a deck.
A restaurant with large windows offering a view of a lake and mountains.
A snowy landscape with tall evergreen trees, a clear blue sky, and a flagpole with an American flag.
A lodge surrounded by dense forest and a calm lake.

9. Rocky Point Resort

Rocky Point Resort
Klamath Falls
United States
Noni
NT$2,697
NT$3,062 total
includes taxes & fees
Sep 20 - Sep 21
Rocky Point Resort
A spa area with a hot tub, seating, and large windows offering views of buildings and a distant landscape.
A hotel room with a desk, chair, television, and a sofa.
A hotel patio with outdoor seating and a gazebo.
A hotel lobby with a seating area, a bar, and a decorative wall.

10. Hilton Garden Inn Medford, OR 

Hilton Garden Inn Medford, OR 
Medford
United States
Angela K
NT$3,596
NT$4,045 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Medford, OR 
View all properties

Top Ashland Hotel Reviews

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

8/10 Good
"I was traveling with my dog. Part of the reason I went with this place was that they advertised dog friendly rooms were on the ground floor. Really nice when you’re hauling dog stuff into a room, while the dog is on leash of course, plus hauling your bags. Instead I had a second floor with multiple stair risers because of the slope the property is on. So that was a bummer. However it was a clean room, nice for a person (and yes I’ve been put in rooms for dogs that were one step aboa kennel at other properties so this was fine)."
Tom 1-night trip
Posted 2 hours ago
The Bard's Inn, BW Signature Collection by Best Western
Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"This is an historic hotel celebrating 100 years this year. It is centrally located on Main Street so it is a perfect location for shopping and dining. The rooms are clean and comfortable. The bathrooms are small but to be expected with the age of the hotel. The best part of this stay is there is secure, free parking behind the hotel and it is literally only a one block walk to the Oregon Shakespeare Festival (OSF) theaters. We stay here regularly when we attend OSF."
Helena 1-night trip
Posted 3 hours ago
Ashland Springs Hotel
Best Western Windsor Inn

Best Western Windsor Inn

8/10 Good
"Clean, convenient. Breakfast was good as well as coffee. Pool and hot tub clean. Close to restaurants."
LUCIA 1-night trip
Posted 5 hours ago
Best Western Windsor Inn
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

10/10 Excellent
"Room was clean, breakfast was really good and nice staff."
Hardeep 1-night trip
Posted 5 hours ago
Holiday Inn Express & Suites Ashland by IHG
Callahan's Mountain Lodge

Callahan's Mountain Lodge

8/10 Good
"We loved staying at Callahan’s again! What a special place."
Erica 1-night trip
Posted 13 hours ago
Callahan's Mountain Lodge
Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"The breakfast room had some issues. I saw 3 different customers struggle with the waffle maker. Maybe the coating is worn out, because they all had to scrape the waffle out of the maker. The milk carafe was empty, so I had to get a cartonof milk out of the fridge. And the coffee machine was a bust unless you like your coffee like slightly colored water. The staff was great, and we’ll stay there again."
Timothy 4-night trip
Posted 14 hours ago
Prospero's Flagship Inn
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"Great hotel, especially if you’re traveling with kids or pets."
Nicole 1-night trip
Posted 1 day ago
Ashland Hills Hotel & Suites
Timbers INN and Suites

Timbers INN and Suites

10/10 Excellent
"Room was very clean. Very spacious and comfortable. We were very happy. Thank you!!"
James 1-night trip
Posted 1 day ago
Timbers INN and Suites
Lithia Springs Resort

Lithia Springs Resort

8/10 Good
"Bb"
Stephen 2-night trip
Posted 3 days ago
Lithia Springs Resort

Frequently asked questions

Searching for hotels with bars in Ashland?
If you'd like a place to stay where you can enjoy an evening cocktail after a day out and about, Ashland offers 310 hotels and other lodging options, including 5 accommodations with an onsite bar. While you're here, consider a visit to Allen Elizabethan Theatre and Oregon Shakespeare Festival.
What are the best hotels with bars in Ashland?
Here are some of the top Ashland hotels with bars: Ashland Hills Hotel & Suites: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Callahan's Mountain Lodge: Lodge with restaurant. Enjoy the bar, free WiFi, and free parking. Ashland Springs Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Winchester Inn: Inn with restaurant. Enjoy the bar, free breakfast, and free WiFi. Bayberry Inn and Retreat: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
How many hotels with onsite bars will I be able to find in Ashland?
Expedia has 5 hotels with a bar in Ashland.
What is there to do in Ashland?
If you have time to explore, consider visiting Allen Elizabethan Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre, and then find a cozy spot for a nightcap. Other places to see include Lithia Park and Emigrant Lake. Ashland is recognized for its acclaimed theater scene, lively festivals, and top-notch restaurants.
When is the best time to visit Ashland?
Visiting local bars in Ashland is more fun when you know what the weather holds. These temperatures and rainfall averages can help you decide the best time for bar hopping. The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches.
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 Rogue Valley Intl. Airport (MFR), which is located 14.4 mi (23.3 km) away from the city center. Otherwise, look for flights into Klamath Falls, OR (LMT-Klamath Falls Intl.), which is 49.7 mi (79.9 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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