A deer on a road with vegetation on the sides.

Find Hotels with Bars in Ashland, OR

  • 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
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Ashland hotels with a bar

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.

1. Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
United States
Susan
NT$2,988
NT$3,827 total
includes taxes & fees
Nov 8 - Nov 9
Ashland Springs Hotel
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.

2. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
United States
Krishnaharsha
NT$3,077
NT$3,750 total
includes taxes & fees
Nov 2 - Nov 3
Ashland Hills Hotel & Suites
Exterior
A cozy room with a wooden bathtub, two armchairs, a TV, and a stone fireplace.
A wooden balcony with a view of a forested area.
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
Karen
NT$3,707
NT$4,241 total
includes taxes & fees
Oct 14 - Oct 15
Callahan's Mountain Lodge
A large, two-story house with a wrap-around porch and a steeply pitched roof.
A living room with a fireplace, two armchairs, a sofa, and a TV mounted on the wall.
A kitchen with a built-in island, pendant lighting, and a view into the dining area.
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.

4. Winchester Inn

Winchester Inn
Historic Downtown District
United States
Margaret
NT$4,215
NT$5,208 total
includes taxes & fees
Oct 26 - Oct 27
Winchester Inn
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 room with two beds, a desk, a TV, and a window with a view of the mountains.
A deck with outdoor seating, a bar area, and a fire feature.
A hotel lobby with a wooden reception desk, a large chandelier, and a compass-themed floor design.

5. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
Medford
United States
Joni
NT$4,496
NT$5,441 total
includes taxes & fees
Oct 18 - Oct 19
Compass by Margaritaville in Medford
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.

6. Courtyard by Marriott Medford Airport

Courtyard by Marriott Medford Airport
Medford
United States
Heather
NT$3,501
NT$3,961 total
includes taxes & fees
Oct 31 - Nov 1
Courtyard by Marriott Medford Airport
A spa area with a hot tub, seating, and large windows offering views of buildings and a distant landscape.
A spacious hotel dining area with multiple tables and chairs, large windows, and a modern interior design.
A hotel room with a desk, chair, television, and a sofa.
A hotel patio with outdoor seating and a gazebo.

7. Hilton Garden Inn Medford, OR 

Hilton Garden Inn Medford, OR 
Medford
United States
Sylvia
NT$2,958
NT$3,328 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Medford, OR 
A large, multi-story house with a prominent stone facade, a wooden deck, and a well-maintained lawn.
A patio area with outdoor seating and umbrellas, surrounded by a stone wall and various plants.
A bar area with wooden cabinets, a bar counter, and multiple stools.
A modern house with a stone facade, wooden paneling, and a well-maintained lawn.

8. Resort at Eagle Point

Resort at Eagle Point
Eagle Point
United States
Kynta
NT$4,668
NT$4,971 total
includes taxes & fees
Oct 18 - Oct 19
Resort at Eagle Point
A hotel room with two beds, a desk with a flat-screen TV, a lamp, and a window with curtains.
A compact kitchenette with a microwave, a small refrigerator, and a flat-screen TV mounted on the wall.
An indoor swimming pool with clear blue water, large windows, and a view of greenery outside.
A billiards room with green-striped wallpaper, a framed black-and-white photo, and a large beer advertisement.

9. Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport
Medford
United States
Patrick
NT$2,958
NT$3,487 total
includes taxes & fees
Oct 13 - Oct 14
Red Lion Hotel Rogue Regency Medford Airport
A modern hotel lobby with multiple seating areas, including round tables and chairs, and a bar area with stools.
A reception area with a wooden reception desk, a modern chair, and a large window with blinds.
A hotel room with two beds, a large window with sheer curtains, a mirror, and a view of another room.
A bar area with wooden slats, a flat-screen TV, and stools.

10. Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport
Medford
United States
Rijab
NT$3,772
NT$4,244 total
includes taxes & fees
Oct 25 - Oct 26
Springhill Suites By Marriott Medford Airport
View all properties

Top Ashland Hotel Reviews

Callahan's Mountain Lodge

Callahan's Mountain Lodge

10/10 Excellent
"Gorgeous lodge in a beautiful location, and staff were so helpful/friendly!"
Meena 1-night trip
Posted 22 hours ago
Callahan's Mountain Lodge
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

8/10 Good
"This is a great place to stay in Ashland especially if you’re going to the theater. My only complaint in my 20+ years of staying there is I’ve never once been welcomed by the staff, never asked if this is my first time or I’ve stayed there before - or In fact anything other than to ask for ID and credit card and give basic directions to room, elevator. Whoever is in charge of training staff needs to take a basic course in hospitality."
Diane 1-night trip
Posted 1 day ago
Plaza Inn & Suites at Ashland Creek
Lithia Springs Resort

Lithia Springs Resort

8/10 Good
"The property is very beautiful and picture you ask however the wine bar which was advertised was never opened, and it was not convenient to book with the spa services. The property is a little bit out of the way to go and attend the Shakespeare festival requiring someone to either drive or ride a bike, not necessarily easy walking distance."
Rhonda 3-night trip
Posted 3 days ago
Lithia Springs Resort
The Bard's Inn, BW Signature Collection by Best Western

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

8/10 Good
"The property was clean and the staff was very nice and accommodating. Drawback is for the price of this stay. I would’ve expected a little better quality material or updated fixtures such as a comfort height toilet in the bathroom or an exhaust fan. The bedding was adequate, but not very user-friendly due to the materials chosen. And pretty much everything just felt a little dated and used and in need of an upgrade."
Rhonda 2-night trip
Posted 3 days ago
The Bard's Inn, BW Signature Collection by Best Western
Baymont by Wyndham

Baymont by Wyndham

8/10 Good
"It was quiet, clean and reasonably priced. The wi fi worked well in the room"
Virginia 1-night trip
Posted 3 days ago
Baymont by Wyndham
Ashland Springs Hotel

Ashland Springs Hotel

8/10 Good
"The room was fine, older but updated. The only thing we would skip is the $5 breakfast voucher, would have rather gone out for breakfast."
Chris 1-night trip
Posted 5 days ago
Ashland Springs Hotel

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 303 hotels and other lodging options, including 5 accommodations with an onsite bar. While you're here, consider a visit to Allen Elizabethan Theatre and Angus Bowmer Theatre.
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, Angus Bowmer Theatre, and Oregon Shakespeare Festival, and then find a cozy spot for a nightcap. Other places to see include Oregon Cabaret Theatre and Lithia Park. 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.

Explore a world of travel with Expedia