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Find Hotels with Bars in Ashland, OR

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Check availability on Ashland Hotels with Bars

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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 bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.
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$3,300
NT$3,996 total
includes taxes & fees
Sep 2 - Sep 3
Ashland Hills Hotel & Suites
An outdoor patio area with tables and chairs, string lights, and potted plants.
A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.
A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.
A building with a snow-covered entrance and a tree in the foreground.

2. Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
United States
William
NT$6,095
NT$7,306 total
includes taxes & fees
Aug 30 - Aug 31
Ashland Springs Hotel
An outdoor dining area with round tables, white chairs, and umbrellas.
A cozy room with a wooden bathtub, two armchairs, a TV, and a stone fireplace.
A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.

3. Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
United States
Michelle
NT$3,908
NT$4,442 total
includes taxes & fees
Sep 20 - Sep 21
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 bar with multiple shelves of bottles, tables, and chairs arranged for patrons.

4. Winchester Inn

Winchester Inn
Historic Downtown District
United States
Albert
NT$5,102
NT$6,233 total
includes taxes & fees
Aug 30 - Aug 31
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 restaurant with multiple tables and chairs, large windows offering outdoor views, and a chandelier.
A patio area with outdoor seating and umbrellas, surrounded by a stone wall and various plants.

5. Resort at Eagle Point

Resort at Eagle Point
Eagle Point
United States
NATALIA
NT$3,965
NT$4,223 total
includes taxes & fees
Aug 29 - Aug 30
Resort at Eagle Point
A modern hotel lobby with multiple seating areas, including round tables and chairs, and a bar area with stools.
A modern hotel with a two-story structure, a covered entrance, and a parking lot.
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.

6. Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport
Medford
United States
Donna
NT$3,206
NT$3,607 total
includes taxes & fees
Sep 7 - Sep 8
Springhill Suites By Marriott Medford Airport
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 hotel lobby with a wooden reception desk, a large chandelier, and a compass-themed floor design.
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.

7. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
Medford
United States
Jeanette
NT$5,107
NT$6,125 total
includes taxes & fees
Sep 6 - Sep 7
Compass by Margaritaville in Medford
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 spacious hotel dining area with multiple tables and chairs, large windows, and a modern interior design.
A hotel patio with outdoor seating and a gazebo.

8. Hilton Garden Inn Medford, OR 

Hilton Garden Inn Medford, OR 
Medford
United States
Angela K
NT$3,362
NT$3,782 total
includes taxes & fees
Sep 6 - Sep 7
Hilton Garden Inn Medford, OR 
A Courtyard hotel with a covered entrance, a van, and a parking lot.
A modern living room with a sectional sofa, a coffee table, and a fireplace.
A bar area with a curved counter, stools, hanging pendant lights, a menu board, and a television screen.
An outdoor patio area with tables and chairs, a pergola with lights, and a view of the cityscape in the background.

9. Courtyard by Marriott Medford Airport

Courtyard by Marriott Medford Airport
Medford
United States
Melissa
NT$4,032
NT$4,562 total
includes taxes & fees
Sep 6 - Sep 7
Courtyard by Marriott Medford Airport
A reception area with a counter, a framed painting, a bookshelf, a desk with a chair, a potted plant, and a large window with a view of parked cars.
A hotel with a large sign reading "Quality Inn & Suites by Choice Hotels" and a parking lot with several cars.
A cafeteria with multiple tables and chairs, a kitchen area, and a television mounted on the wall.
A hotel room with a bed, two bedside lamps, a nightstand, a desk, and a chair.

10. Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport
Medford
United States
Sarah
NT$2,560
NT$2,894 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn & Suites Medford Airport
View all properties

Top Ashland Hotel Reviews

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

10/10 Excellent
"Great breakfast, the receptionist went out of her way to help us with our reservation Room is spacious, will stay here again!"
Melanie 2-night trip
Posted less than an hour ago
Plaza Inn & Suites at Ashland Creek
Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent
"Our first stay. We found the property well-located for activities in downtown Ashland with adequate safe parking. The staff was available without being intrusive. Ryan was particularly helpful. Our room was quiet, clean and furnished as advertised, no surprises. One of the most organized and comfortable (included) breakfast options we've had– simple, but with a nice range of options and, again, clean. The grounds are well-maintained and there is easy on/off I-5 access. (one note: the property has no elevator, so if this is a concern, would recommend contacting the desk in advance for assistance in planning)"
Mary 1-night trip
Posted 3 hours ago
Best Western Windsor Inn
Timbers INN and Suites

Timbers INN and Suites

8/10 Good
"Clean utilitarian hotel. It is convenient and meets all the basic needs for a visitor to Ashland. You can pay more for other places, but you won't get much better at any price"
daniel 2-night trip
Posted 17 hours ago
Timbers INN and Suites
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"This was a very nice stop. Close to many things."
Shirley 1-night trip
Posted 19 hours ago
Ashland Hills Hotel & Suites
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

8/10 Good
"This is the best place for the right price. Check in is easy. We've stayed twice traveling through. First room was a bit better than the second. Both rooms were good. It's definitely an upgraded old motel but they have added nice modern upgrades. It's quiet too."
Julie 1-night trip
Posted 1 day ago
Cedarwood Inn of Ashland
Ashland Street Inn

Ashland Street Inn

10/10 Excellent
"The staff was very accommodating, helpful and friendly."
Virgilio 1-night trip
Posted 4 days ago
Ashland Street Inn
The Bard's Inn, BW Signature Collection by Best Western

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

8/10 Good
"Very good for walking Mainstreet and to the Theaters."
David 2-night trip
Posted 6 days ago
The Bard's Inn, BW Signature Collection by Best Western
Winchester Inn

Winchester Inn

10/10 Excellent
"Everything was perfect"
Jeff 1-night trip
Posted 3 weeks ago
Winchester Inn

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 317 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 Ashland Library and Lithia Park. Ashland is recognized for its entertainment choices, 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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