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Find Hotels with Bars in Ashland, OR

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Check availability on Ashland Hotels with Bars

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Our top choices for Ashland hotels with a bar

A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

1. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is NT$4,195
NT$8,858 total
includes taxes & fees
Nov 3 - Nov 4
Barclay Klum House by WanderLodges
A deck with a fire pit, outdoor seating, and a view of the countryside.

2. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"Stunning views!! A+++ Experience!!"
United States
Jose
The price is NT$5,252
NT$11,915 total
includes taxes & fees
Dec 2 - Dec 3
Grandview of Ashland
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

3. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is NT$3,484
NT$6,393 total
includes taxes & fees
Nov 3 - Nov 4
Hanna's House by WanderLodges
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

4. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is NT$5,252
NT$10,581 total
includes taxes & fees
Nov 2 - Nov 3
The Mountain Ave House by WanderLodges
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

5. Arden Forest Inn

Arden Forest Inn
4.0 star property
Ashland
9.8 out of 10, Exceptional, (115 reviews)
"Terrific in all aspects. Look forward to returning."
United States
Thomas
The price is NT$4,459
NT$4,972 total
includes taxes & fees
Nov 2 - Nov 3
Arden Forest Inn
A large, two-story house with a wrap-around porch and a steeply pitched roof.

6. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (291 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is NT$4,354
NT$5,375 total
includes taxes & fees
Nov 9 - Nov 10
Winchester Inn
A two-story building with a wooden facade, large windows, and a front porch with chairs.

7. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (118 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 NT$3,033
NT$5,163 total
includes taxes & fees
Nov 2 - Nov 3
The Peerless Hotel by WanderLodges
A Victorian-style building with ornate architectural details, large windows, and a red door.

8. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.6 out of 10, Exceptional, (619 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is NT$6,102
NT$6,804 total
includes taxes & fees
Nov 2 - Nov 3
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.

9. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,797 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is NT$3,336
NT$3,720 total
includes taxes & fees
Nov 2 - Nov 3
Stratford Inn
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

10. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
Ashland
9.4 out of 10, Exceptional, (75 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is NT$2,318
NT$2,584 total
includes taxes & fees
Nov 2 - Nov 3
Ashland Commons Hostel
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

11. 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 NT$8,475
NT$9,450 total
includes taxes & fees
Nov 2 - Nov 3
Abigail’s Bed & Breakfast Inn
An outdoor patio area with tables and chairs, string lights, and potted plants.

12. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,003 reviews)
"Location is perfect for Ashland."
United States
Duff
The price is NT$3,050
NT$3,908 total
includes taxes & fees
Dec 1 - Dec 2
Ashland Springs Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

13. 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 NT$6,617
NT$7,378 total
includes taxes & fees
Nov 2 - Nov 3
Palm Cottages
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

14. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
Ashland
9.0 out of 10, Wonderful, (1,002 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is NT$3,785
NT$4,220 total
includes taxes & fees
Nov 2 - Nov 3
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.

15. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.8 out of 10, Excellent, (1,002 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 NT$2,230
NT$2,486 total
includes taxes & fees
Nov 2 - Nov 3
Timbers INN and Suites
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

16. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
Ashland
8.4 out of 10, Very good, (1,485 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 NT$2,171
NT$2,421 total
includes taxes & fees
Nov 5 - Nov 6
Prospero's Flagship Inn
A spacious lobby with a reception desk, seating area, and large windows.

17. 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, (1,000 reviews)
"Location is very convenient to nice walks, restaurants and shops."
United States
Thomas
The price is NT$3,097
NT$3,453 total
includes taxes & fees
Nov 24 - Nov 25
The Bard's Inn, BW Signature Collection by Best Western
A hotel room with a desk, laptop, two beds, and a round mirror.

18. 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 NT$2,362
NT$2,633 total
includes taxes & fees
Nov 2 - Nov 3
Ashland Motel - Oregon
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

19. 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 NT$2,445
NT$2,726 total
includes taxes & fees
Nov 2 - Nov 3
Cedarwood Inn of Ashland
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

20. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is NT$5,216
NT$11,231 total
includes taxes & fees
Nov 22 - Nov 23
Savage Upon Siskiyou
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

Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"The rooms are clean but some of the furnishings are showing their age. About 80% of the beakfast items were high carbs and as a diabetic were of little benefit to me, so I skipped the free breakfasts. Check-in, with its remote human via a kiosk, SUCKED. Confusing and frustrating, and I wasn't the only one. It took a human at the front desk to ensure I received the correct room. On the other hand, check-out via the same system went smoothly. Parking lot is a little tight. But, all in all, a decent place to stay for a fair price."
Donald 3-night trip
Posted 7 hours ago
Prospero's Flagship Inn

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.

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