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12 Nov - 13 Nov
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13 Nov - 14 Nov
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13 Nov - 15 Nov
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Our top choices for Winburn Mountain hotels

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

1. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 4.2 mi from Winburn Mountain
9.4 out of 10, Exceptional, (1,799 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is £63
includes taxes & fees
15 Nov - 16 Nov
Stratford Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

2. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
6.6 mi from Winburn Mountain
9.0 out of 10, Wonderful, (1,069 reviews)
"Clean rooms, good breakfast, conveniently located."
United States
Bill
The price is £72
includes taxes & fees
13 Dec - 14 Dec
Comfort Inn & Suites Ashland
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

3. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
3.8 mi from Winburn Mountain
8.4 out of 10, Very good, (1,496 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 £46
includes taxes & fees
16 Nov - 17 Nov
Prospero's Flagship Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

4. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
4.4 mi from Winburn Mountain
8.8 out of 10, Excellent, (1,575 reviews)
"Great hotel!"
United States
Nicholas
The price is £80
includes taxes & fees
22 Nov - 23 Nov
Ashland Hills Hotel & Suites
A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

5. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
4.3 mi from Winburn Mountain
9.2 out of 10, Wonderful, (1,008 reviews)
"Very friendly staff."
Canada
Tanis
The price is £77
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express & Suites Ashland by IHG
Exterior

6. Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
4.4 mi from Winburn Mountain
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location, clean room, friendly staff"
United States
Ross
The price is £95
includes taxes & fees
18 Nov - 19 Nov
Best Western Windsor Inn
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

7. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
4.7 mi from Winburn Mountain
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 £97
includes taxes & fees
16 Nov - 17 Nov
Plaza Inn & Suites at Ashland Creek
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.

8. Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
3.1 mi from Winburn Mountain
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 £145
includes taxes & fees
13 Nov - 14 Nov
Country Willows Inn and Estate
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

9. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
4.7 mi from Winburn Mountain
9.4 out of 10, Exceptional, (76 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is £42
includes taxes & fees
16 Nov - 17 Nov
Ashland Commons Hostel
A grand lobby with a high ceiling, large windows, and a central staircase.

10. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District, 4.4 mi from Winburn Mountain
9.2 out of 10, Wonderful, (1,015 reviews)
"Cutest hotel ever! Will stay again."
Canada
Tamara
The price is £90
includes taxes & fees
13 Dec - 14 Dec
Ashland Springs Hotel
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
3.8 mi from Winburn Mountain
8.8 out of 10, Excellent, (1,006 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 £56
includes taxes & fees
15 Nov - 16 Nov
Timbers INN and Suites
A spacious lobby with a reception desk, seating area, and large windows.

12. 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, 4.6 mi from Winburn Mountain
8.4 out of 10, Very good, (1,004 reviews)
"Love this place"
United States
Jess
The price is £79
includes taxes & fees
24 Nov - 25 Nov
The Bard's Inn, BW Signature Collection by Best Western
A Victorian-style building with ornate architectural details, large windows, and a red door.

13. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 4.5 mi from Winburn Mountain
9.6 out of 10, Exceptional, (620 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is £132
includes taxes & fees
19 Nov - 20 Nov
McCall House Boutique Inn
Exterior

14. Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
6.8 mi from Winburn Mountain
8.8 out of 10, Excellent, (1,124 reviews)
"Cozy getaway. Loved our stay here."
United States
Cameron
The price is £79
includes taxes & fees
11 Dec - 12 Dec
Callahan's Mountain Lodge
A spacious lobby with a high ceiling, a central seating area with a sofa and chairs, and large windows offering views of the outdoors.

15. Americas Best Value Inn Phoenix Medford

Americas Best Value Inn Phoenix Medford
2.0 star property
11.5 mi from Winburn Mountain
8.2 out of 10, Very good, (671 reviews)
"Very spacious and clean. Friendly front desk staff have stayed there 3 times and we consider it our go to hotel when we go there to visit family"
United States
Judy
The price is £67
includes taxes & fees
17 Nov - 18 Nov
Americas Best Value Inn Phoenix Medford
A hotel room with a desk, laptop, two beds, and a round mirror.

16. Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
3.9 mi from Winburn Mountain
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 £61
includes taxes & fees
16 Nov - 17 Nov
Ashland Motel - Oregon
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

17. Palm Cottages

Palm Cottages
2.5 star property
3.9 mi from Winburn Mountain
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 £170
includes taxes & fees
13 Nov - 14 Nov
Palm Cottages
A spacious kitchen with a central island, bar stools, and a fireplace.

18. Paschal Winery

Paschal Winery
4.5 star property
9 mi from Winburn Mountain
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is £309
includes taxes & fees
17 Nov - 18 Nov
Paschal Winery
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
3.6 mi from Winburn Mountain
7.4 out of 10, Good, (1,000 reviews)
"Good location, good value."
United States
Toby
The price is £61
includes taxes & fees
13 Nov - 14 Nov
Cedarwood Inn of Ashland
A hotel room with a bed, bedside tables, a desk, a chair, a dresser, and a painting on the wall.

20. Baymont by Wyndham

Baymont by Wyndham
2.5 star property
4.2 mi from Winburn Mountain
7.8 out of 10, Good, (709 reviews)
"Location is great."
United States
Brian
The price is £74
includes taxes & fees
13 Dec - 14 Dec
Baymont by Wyndham
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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Compare popular hotels close to Winburn Mountain

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
Stratford Inn
2.5 star property
9.4
Exceptional
1,799 reviews
View
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
Comfort Inn & Suites Ashland
2.5 star property
9.0
Wonderful
1,069 reviews
View
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
Prospero's Flagship Inn
2.5 star property
8.4
Very good
1,496 reviews
View
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
Ashland Hills Hotel & Suites
3.0 star property
8.8
Excellent
1,575 reviews
View
A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.
Holiday Inn Express & Suites Ashland by IHG
2.5 star property
9.2
Wonderful
1,008 reviews
View

Other attractions near Winburn Mountain

Mount Ashland Ski Area

8.6/10 (228 reviews)
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
See properties

Top Winburn Mountain Hotel Reviews

A two-story building with a wooden facade, large windows, and a front porch with chairs.
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District

10/10 Excellent

This is a very differant and rare hotel. If you want something very different fr0m the chain hotel give it a go.
United Kingdom
christopher
Reviewed July 15, 2025
The Peerless Hotel by WanderLodges

Frequently Asked Questions

What's the area like around Winburn Mountain?

Winburn Mountain is located in Ashland. This welcoming area is known for its picturesque gardens and array of dining options. You'll find 200 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay near Winburn Mountain?

Ashland Hills Hotel & Suites is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and an outdoor pool. It's located 4.4 mi (7 km) from Winburn Mountain. Other good options within 5 miles include Prospero's Flagship Inn and Stratford Inn.

How many hotels will I be able to find near Winburn Mountain?

Expedia has 200 hotels and other accommodation options a few miles from Winburn Mountain.

If I need to cancel the hotel reservation for my stay near Winburn Mountain, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to view the best options available near Winburn Mountain.

What can I see and do near Winburn Mountain?

You'll want to browse the exhibits at Schneider Museum of Art and ScienceWorks Hands-On Museum. You can check out the local talent at Oregon Cabaret Theatre, Oregon Shakespeare Festival and Allen Elizabethan Theatre. You might spend a leisurely day outdoors at Lithia Park and North Mountain Park.