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Find Hotels with Bars in Ashland, OR

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Check availability on Ashland Hotels with Bars

Tonight
6 Sep - 7 Sep
Tomorrow
7 Sep - 8 Sep
Next weekend
11 Sep - 13 Sep
In two weeks
18 Sep - 20 Sep

Our top choices for Ashland hotels with a bar

1. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
United States
Krishnaharsha
AED 460
AED 549 total
includes taxes & fees
7 Sep - 8 Sep
Ashland Hills Hotel & Suites

2. Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
United States
William
AED 691
AED 829 total
includes taxes & fees
5 Oct - 6 Oct
Ashland Springs Hotel

3. Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
United States
Michelle
AED 446
AED 508 total
includes taxes & fees
14 Sep - 15 Sep
Callahan's Mountain Lodge

4. Winchester Inn

Winchester Inn
Historic Downtown District
United States
Albert
AED 579
AED 708 total
includes taxes & fees
7 Sep - 8 Sep
Winchester Inn

5. Resort at Eagle Point

Resort at Eagle Point
Eagle Point
United States
Rich
AED 586
AED 624 total
includes taxes & fees
7 Sep - 8 Sep
Resort at Eagle Point

6. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
Medford
United States
Jeanette
AED 548
AED 660 total
includes taxes & fees
27 Sep - 28 Sep
Compass by Margaritaville in Medford

7. Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport
Medford
United States
Donna
AED 403
AED 453 total
includes taxes & fees
27 Sep - 28 Sep
Springhill Suites By Marriott Medford Airport

8. Courtyard by Marriott Medford Airport

Courtyard by Marriott Medford Airport
Medford
United States
Jennifer
AED 467
AED 529 total
includes taxes & fees
27 Sep - 28 Sep
Courtyard by Marriott Medford Airport

9. Rocky Point Resort

Rocky Point Resort
Klamath Falls
United States
Noni
AED 314
AED 356 total
includes taxes & fees
9 Sep - 10 Sep
Rocky Point Resort

10. Hilton Garden Inn Medford, OR 

Hilton Garden Inn Medford, OR 
Medford
United States
Angela K
AED 419
AED 471 total
includes taxes & fees
20 Sep - 21 Sep
Hilton Garden Inn Medford, OR 
View all properties

Top Ashland Hotel Reviews

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"A Charming Stay in the Heart of Ashland! We had such a wonderful stay at the Ashland Springs Hotel in Ashland, Oregon! This quaint and charming hotel has so much character and old-world elegance. From the beautiful historic feel of the property to the warm and welcoming atmosphere, it truly made our visit to Ashland extra special. The location was perfect—close to downtown, restaurants, shops, and the theater, making it so easy to explore the area. Our room was comfortable, cozy, and had that unique charm you just don’t get from modern chain hotels. What we loved most was the peaceful, relaxed atmosphere. It felt like staying somewhere with a story and personality rather than just another hotel. If you’re visiting Ashland, we definitely recommend the Ashland Springs Hotel. It’s charming, convenient, and full of character, a lovely place to stay while enjoying this beautiful little Oregon town. ❤️ We would happily stay here again! 🌿✨"
Ma Darlene 6-night trip
Posted 8 hours ago
Ashland Springs Hotel
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"Clean rooms, good little cafe with full meals that are surprisingly high quality and affordable. Nice little gym too."
Emily 1-night trip
Posted 12 hours ago
Ashland Hills Hotel & Suites
Callahan's Mountain Lodge

Callahan's Mountain Lodge

8/10 Good
"Cute little spot for a romantic getaway. I loved the views. Very peaceful atmosphere and staff was great. We showed up a little earlier and they allowed us to check in right away. Too bad gym was not available as it was advertised and I was charged a little higher price than Expedia rates."
Jenifer 2-night trip
Posted 12 hours ago
Callahan's Mountain Lodge
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

8/10 Good
"Convienent location and quiet even so near highway"
Richard 1-night trip
Posted 13 hours ago
Holiday Inn Express & Suites Ashland by IHG
Lithia Springs Resort

Lithia Springs Resort

8/10 Good
"Bb"
Stephen 2-night trip
Posted 2 days ago
Lithia Springs Resort
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

10/10 Excellent
"The hotel was clean and most of the staff very helpful. We were located in a small, remote section of the hotel so umbrellas in the rooms would have been helpful to get to the main building where breakfast, ice & other amenities are located. At check out I asked for a receipt but was told that, since I booked through a third party, it would come from them. On this trip I booked 4 hotels through Hotels.com and all but this one provided a receipt. Seemed very unhelpful to me. If you are normally a walker it is an easy walk to the shops and many restaurants."
Debra 1-night trip
Posted 2 days ago
Plaza Inn & Suites at Ashland Creek
Timbers INN and Suites

Timbers INN and Suites

10/10 Excellent
"Older but clean property. Being on special diets, my friend and I both appreciated booking a room with a kitchen (fridge, stove, plates, etc) A bit of a walk to OSF campus for those not used to walking, but doable for younger folks. Does appear to be on the bus line, but we had a car. A few smaller things weren't deal breakers (bigger coffee cups) but we did have major trouble, late at night, with the room key not working. Strongly suggested to mgmt that they replace all door knobs and locks."
Judi 2-night trip
Posted 6 days ago
Timbers INN and 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 10 days ago
Cedarwood Inn of Ashland

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.