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
31 Aug - 1 Sep
Tomorrow
1 Sep - 2 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Ashland hotels with a bar

1. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
United States
Krishnaharsha
AED 381
AED 461 total
includes taxes & fees
2 Sep - 3 Sep
Ashland Hills Hotel & Suites

2. Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
United States
William
AED 706
AED 847 total
includes taxes & fees
7 Sep - 8 Sep
Ashland Springs Hotel

3. Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
United States
Michelle
AED 455
AED 517 total
includes taxes & fees
15 Sep - 16 Sep
Callahan's Mountain Lodge

4. Winchester Inn

Winchester Inn
Historic Downtown District
United States
Albert
AED 653
AED 794 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 689
AED 734 total
includes taxes & fees
3 Sep - 4 Sep
Resort at Eagle Point

6. Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport
Medford
United States
Donna
AED 403
AED 453 total
includes taxes & fees
7 Sep - 8 Sep
Springhill Suites By Marriott Medford Airport

7. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
Medford
United States
Jeanette
AED 592
AED 710 total
includes taxes & fees
6 Sep - 7 Sep
Compass by Margaritaville in Medford

8. Hilton Garden Inn Medford, OR 

Hilton Garden Inn Medford, OR 
Medford
United States
Angela K
AED 390
AED 439 total
includes taxes & fees
6 Sep - 7 Sep
Hilton Garden Inn Medford, OR 

9. Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport
Medford
United States
Michele
AED 437
AED 510 total
includes taxes & fees
1 Sep - 2 Sep
Red Lion Hotel Rogue Regency Medford Airport

10. 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
View all properties

Top Ashland Hotel Reviews

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

10/10 Excellent
"The room was large, clean, and comfortable. We always stay here when attending OSF and they never disappoint. The breakfast is great; we sit on the patio and thoroughly enjoy it. Only one suggestion: start using dispenser shampoo, conditioner, body wash, and lotion and get rid of those little bottles!"
Dawn 4-night trip
Posted 9 hours ago
Plaza Inn & Suites at Ashland Creek
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"We enjoyed this visit from the moment we arrived—from the friendly staff and inviting lobby to the beautiful outdoor pool and hot tub. The king-sized bed had a wealth of cloud soft pillows and the room was quiet. The staff put us on the ground floor with a direct exit outside for our pup. And downtown Ashland and the Oregon Shakespeare Festival were just a short drive away. We’ll be back!"
Sue 1-night trip
Posted 10 hours ago
Ashland Hills Hotel & Suites
Ashland Street Inn

Ashland Street Inn

8/10 Good
"Staff was friendly and the room was clean. AC worked amazing. Would stay again"
Maribel 1-night trip
Posted 1 day ago
Ashland Street Inn
Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"Delightful historic hotel, centrally located. Room was stylish and the lobby is a comfortable, beautiful place to relax. Do friendly!!"
Elise 1-night trip
Posted 1 day ago
Ashland Springs Hotel
Timbers INN and Suites

Timbers INN and Suites

10/10 Excellent
"We always stay at the Timbers Inn when we travel to Ashland! Staff is great and the pool is super fun!"
Jennifer 1-night trip
Posted 2 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 4 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 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.