The Best Hotels with Bars in Ashland, OR from AED 318 in 2026

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Our top choices for Ashland hotels with a bar

1. Ashland Hills Hotel & Suites

Ashland

Krishnaharsha

AED 426

AED 512 total

includes taxes & fees

25 Oct - 26 Oct

2. Ashland Springs Hotel

Historic Downtown District

Susan

AED 501

AED 617 total

includes taxes & fees

28 Oct - 29 Oct

Standard Room, 1 King Bed, Jetted Tub, Garden View | Egyptian cotton sheets, premium bedding, pillowtop beds

3. Callahan's Mountain Lodge

Ashland

Karen

AED 463

AED 525 total

includes taxes & fees

28 Oct - 29 Oct

Suite, 2 Bedrooms (Duet Suite) | Living area | Flat-screen TV

Family Suite, City View | Living area | Flat-screen TV

4. Winchester Inn

Historic Downtown District

Deirdre

AED 564

AED 691 total

includes taxes & fees

26 Oct - 27 Oct

Desk, laptop workspace, blackout drapes, iron/ironing board

5. Springhill Suites By Marriott Medford Airport

Medford

Rijab

AED 372

AED 418 total

includes taxes & fees

22 Oct - 23 Oct

Premium bedding, in-room safe, desk, laptop workspace

6. Compass by Margaritaville in Medford

Medford

Joni

AED 559

AED 673 total

includes taxes & fees

12 Oct - 13 Oct

7. Courtyard by Marriott Medford Airport

Medford

Heather

AED 394

AED 446 total

includes taxes & fees

23 Oct - 24 Oct

Golf course views, serves lunch and dinner

8. Resort at Eagle Point

Eagle Point

NATALIA

AED 586

AED 624 total

includes taxes & fees

5 Oct - 6 Oct

View all properties

Top Ashland Hotel Reviews

Baymont by Wyndham

8/10 Good

"Hotel was clean , and had a great view. Loved having a soap dispenser in the room for hand washing. We will stay here again."

Lithia Springs Resort

8/10 Good

"Room was very clean. Staff was not especially welcoming. Dogs in a room near ours were loud. Bed was mushy (perhaps old & time to be replaced?)"

Plaza Inn & Suites at Ashland Creek

10/10 Excellent

"Very nice, near everything, would stay again."

Callahan's Mountain Lodge

10/10 Excellent

"The bartender/server named Sunshine made our time so much more enjoyable! She was delightful and helpful in many ways."

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 311 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.

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Change your mind

Treat yourself

Be picky

Check availability on Ashland Hotels with Bars

Our top choices for Ashland hotels with a bar

1. Ashland Hills Hotel & Suites

2. Ashland Springs Hotel

3. Callahan's Mountain Lodge

4. Winchester Inn

5. Springhill Suites By Marriott Medford Airport

6. Compass by Margaritaville in Medford

7. Courtyard by Marriott Medford Airport

8. Resort at Eagle Point

9. Hilton Garden Inn Medford, OR

10. Red Lion Hotel Rogue Regency Medford Airport

Top Ashland Hotel Reviews

Baymont by Wyndham

Lithia Springs Resort

Plaza Inn & Suites at Ashland Creek

Callahan's Mountain Lodge

Frequently asked questions

Find Hotels with Bars in Ashland, OR

Change your mind

Treat yourself

Be picky

Check availability on Ashland Hotels with Bars

Our top choices for Ashland hotels with a bar

1. Ashland Hills Hotel & Suites

2. Ashland Springs Hotel

3. Callahan's Mountain Lodge

4. Winchester Inn

5. Springhill Suites By Marriott Medford Airport

6. Compass by Margaritaville in Medford

7. Courtyard by Marriott Medford Airport

8. Resort at Eagle Point

9. Hilton Garden Inn Medford, OR

10. Red Lion Hotel Rogue Regency Medford Airport

Top Ashland Hotel Reviews

Baymont by Wyndham

Lithia Springs Resort

Plaza Inn & Suites at Ashland Creek

Callahan's Mountain Lodge

Frequently asked questions