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Check availability on Ashland Hotels with Bars

Our top choices for Ashland hotels with a bar

A garden pathway with wisteria and red flowers, surrounded by lush greenery.

1. Arden Forest Inn

Arden Forest Inn
4.0 star property
Ashland
9.8 out of 10, Exceptional, (115 reviews)
"Tasteful charming bedroom and bathroom."
United States
Jean
The price is AED 502
AED 560 total
includes taxes & fees
11 Nov - 12 Nov
Arden Forest Inn
A two-story building with a wooden facade, large windows, and a front porch with chairs.

2. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (119 reviews)
"My room was clean, bed was comfortable. It was really nice and central to restaurants, coffee shops and downtown. It was nice having a door code instead of keys etc. would stay here again"
Canada
Lindsay
The price is AED 303
AED 538 total
includes taxes & fees
23 Nov - 24 Nov
The Peerless Hotel by WanderLodges
A large, two-story house with a wrap-around porch and a steeply pitched roof.

3. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (292 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is AED 491
AED 606 total
includes taxes & fees
30 Nov - 1 Dec
Winchester Inn
A Victorian-style building with ornate architectural details, large windows, and a red door.

4. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.6 out of 10, Exceptional, (620 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is AED 579
AED 645 total
includes taxes & fees
11 Nov - 12 Nov
McCall House Boutique Inn
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

5. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,803 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is AED 376
AED 419 total
includes taxes & fees
11 Nov - 12 Nov
Stratford Inn
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

6. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
Ashland
9.4 out of 10, Exceptional, (76 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is AED 253
AED 282 total
includes taxes & fees
12 Nov - 13 Nov
Ashland Commons Hostel
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

7. Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
3.5 star property
Skidmore Academy Historic District
9.4 out of 10, Exceptional, (66 reviews)
"I have stayed in many bed and breakfasts over the years and this one ranks a perfect 10! Very clean,very friendly hosts, the absolute best breakfast of any B & B I've been to. If I'm going through Ashland in the future, this is my go to lodging. This felt like home! Hosts also were extremely helpful and knowledgeable about local dining. "
United States
Kim
The price is AED 698
AED 778 total
includes taxes & fees
11 Nov - 12 Nov
Abigail’s Bed & Breakfast Inn
A grand lobby with a high ceiling, large windows, and a central staircase.

8. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,011 reviews)
"Cutest hotel ever! Will stay again."
Canada
Tamara
The price is AED 344
AED 440 total
includes taxes & fees
1 Dec - 2 Dec
Ashland Springs Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

9. Palm Cottages

Palm Cottages
2.5 star property
Ashland
9.2 out of 10, Wonderful, (233 reviews)
"Palm Cottages is a clean and wonderful boutique hotel on the outskirts of downtown Ashland. We only stayed one night but we will definitely be back again some day. Thank you 🙏"
United States
Eric
The price is AED 746
AED 831 total
includes taxes & fees
11 Nov - 12 Nov
Palm Cottages
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

10. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
Ashland
9.0 out of 10, Wonderful, (1,008 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is AED 426
AED 475 total
includes taxes & fees
11 Nov - 12 Nov
Plaza Inn & Suites at Ashland Creek
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

11. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.8 out of 10, Excellent, (1,005 reviews)
"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."
United States
Sarah
The price is AED 262
AED 292 total
includes taxes & fees
18 Nov - 19 Nov
Timbers INN and Suites
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

12. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
Ashland
8.4 out of 10, Very good, (1,495 reviews)
"We enjoyed our stay very much. The location was good; the staff great and our room was very nice"
United States
Mary
The price is AED 248
AED 277 total
includes taxes & fees
11 Nov - 12 Nov
Prospero's Flagship Inn
A spacious lobby with a reception desk, seating area, and large windows.

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

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District
8.4 out of 10, Very good, (1,004 reviews)
"Love this place"
United States
Jess
The price is AED 349
AED 389 total
includes taxes & fees
24 Nov - 25 Nov
The Bard's Inn, BW Signature Collection by Best Western
A hotel room with a desk, laptop, two beds, and a round mirror.

14. Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
Ashland
8.0 out of 10, Very good, (251 reviews)
"Clean, basic room that is walking distance to downtown Ashland."
United States
Madrik A.
The price is AED 266
AED 297 total
includes taxes & fees
11 Nov - 12 Nov
Ashland Motel - Oregon
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

15. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
Ashland
7.4 out of 10, Good, (1,001 reviews)
"Good location, good value."
United States
Toby
The price is AED 267
AED 298 total
includes taxes & fees
11 Nov - 12 Nov
Cedarwood Inn of Ashland
A bedroom with a bed, a sofa, a desk, and a window with blinds.

16. Whimsy on B

Whimsy on B
3.0 star property
Historic Railroad District
The price is AED 337
AED 609 total
includes taxes & fees
15 Nov - 16 Nov
Whimsy on B
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.

17. Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (45 reviews)
"A beautiful serene landscape compliments the beautifully decorated and very comfy rooms. Beds and pillows were divine. Breakfast was epicurean."
United States
Diane
The price is AED 605
AED 614 total
includes taxes & fees
11 Nov - 12 Nov
Country Willows Inn and Estate
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

18. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1,011 reviews)
"Well maintained, affordable delicious breakfast, clean rooms"
United States
Christina
The price is AED 344
AED 422 total
includes taxes & fees
16 Nov - 17 Nov
Lithia Springs Resort
A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

19. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
Ashland
9.2 out of 10, Wonderful, (1,008 reviews)
"Very friendly staff."
Canada
Tanis
The price is AED 338
AED 377 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express & Suites Ashland by IHG
A wooden cabin with a deck and stairs, surrounded by trees.

20. Green Springs Inn

Green Springs Inn
2.0 star property
Ashland
9.2 out of 10, Wonderful, (174 reviews)
"Excellent"
United States
Sheali
The price is AED 300
AED 398 total
includes taxes & fees
12 Nov - 13 Nov
Green Springs Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Hotel Reviews

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

8/10 Good
"This hotel never disappoints! It’s a little older, but kept up to snuff! Very quiet, and dependable. The breakfast is good especially the pancakes! Coffee is good, with cream in a flask, not plastic thimbles, that don’t get refrigerated."
Andrew 1-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Ashland by IHG

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.