The Best Hotels Closest to Winburn Mountain in Ashland for 2026

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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.

A lobby with leather sofas, a rug, and lamps.

A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

A hotel sign with the name "Straford Inn" and a stone pillar.

1. Stratford Inn

Siskiyou-Hargadine Historic District, 6.8 km from Winburn Mountain

David

₩107,072

₩119,390 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.

A cozy room with a wooden bathtub, two armchairs, a TV, and a stone fireplace.

An outdoor dining area with round tables, white chairs, and umbrellas.

2. Callahan's Mountain Lodge

11 km from Winburn Mountain

Karen

₩145,618

₩168,197 total

includes taxes & fees

Oct 4 - Oct 5

A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.

A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.

3. Best Western Windsor Inn

7.1 km from Winburn Mountain

Dennis

₩144,463

₩161,076 total

includes taxes & fees

Oct 31 - Nov 1

A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

A man sitting at a table with a notebook, writing. The table has a cup, a small plant, and some pumpkins on it.

A living room with a sofa, armchair, coffee table, and a TV. There are plants, a lamp, and a bookshelf.

A kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

4. Ashland Commons Hostel

7.6 km from Winburn Mountain

Brenda

₩96,671

₩107,788 total

includes taxes & fees

Oct 4 - Oct 5

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

A hotel room with a bed, a desk with a TV, a chair, and a microwave.

A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.

A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.

5. Comfort Inn & Suites Ashland

10.7 km from Winburn Mountain

Christina

₩149,086

₩151,322 total

includes taxes & fees

Nov 2 - Nov 3

A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.

A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.

A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

6. Ashland Hills Hotel & Suites

7 km from Winburn Mountain

Krishnaharsha

₩137,528

₩166,941 total

includes taxes & fees

Nov 2 - Nov 3

A spacious lobby with a plush sofa, a reception desk, and large windows offering a view of the outdoors.

A hotel room with a bed, a desk, a chair, a nightstand, and a wall-mounted TV.

A multi-story hotel with a central courtyard, balconies, and a mix of exterior colors.

7. Americas Best Value Inn Phoenix Medford

18.5 km from Winburn Mountain

Steven

₩92,456

₩104,013 total

includes taxes & fees

Oct 11 - Oct 12

A two-story building with a wooden facade, large windows, and a front porch with chairs.

A room with a brick wall, a wooden dresser, a chair, and a bed.

A room with a brick wall, wooden floor, green-framed windows, and two upholstered chairs.

A spacious room with a large dining table, chairs, a sofa, and a coffee table. There are ceiling fans, large windows, and potted plants.

8. The Peerless Hotel by WanderLodges

Historic Railroad District, 7.2 km from Winburn Mountain

Jaye

₩184,742

₩280,271 total

includes taxes & fees

Oct 6 - Oct 7

A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, a framed picture on the wall, a mirror above the sink, and striped carpeting.

A wooden deck with white lounge chairs and a table, surrounded by a wooden fence and trees.

A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.

9. Prospero's Flagship Inn

6.2 km from Winburn Mountain

Jenny

₩91,776

₩102,327 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.

A traditional living room with a fireplace, patterned furniture, and large windows with curtains.

A hotel room with a bed, a sofa, a table with a bottle, glasses, and a fruit basket.

10. Plaza Inn & Suites at Ashland Creek

7.6 km from Winburn Mountain

Alan

₩163,974

₩182,832 total

includes taxes & fees

Nov 1 - Nov 2

A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.

A sunlit room with large windows, a dining table, chairs, and a sofa.

A garden with a pond, stone walls, and various plants.

A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.

11. Country Willows Inn and Estate

5.1 km from Winburn Mountain

raymon

₩263,432

₩267,389 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

A modern hotel lobby with a leather sofa, a coffee table, a patterned rug, a reception desk, and a wall-mounted snack station.

A Zen garden with a statue, surrounded by various plants and rocks.

A covered outdoor seating area with benches and potted plants.

12. Timbers INN and Suites

6.1 km from Winburn Mountain

Robin

₩79,539

₩88,686 total

includes taxes & fees

Oct 18 - Oct 19

A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.

A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

A multi-story building with a modern architectural design, featuring a mix of balconies and windows.

A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.

13. Holiday Inn Express & Suites Ashland by IHG

6.8 km from Winburn Mountain

Adam

₩130,526

₩145,537 total

includes taxes & fees

Nov 2 - Nov 3

A spacious lobby with a reception desk, seating area, and large windows.

A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

A spacious living room with large windows, dark wooden flooring, and a cozy seating area with multiple chairs and a bench.

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

Historic Downtown District, 7.5 km from Winburn Mountain

Dawn

₩175,408

₩195,581 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with two beds, a large framed picture of a mountain, a lamp, and a window with curtains.

A modern living room with a brown leather sofa, a black coffee table, and a kitchen area with wooden cabinets and a marble backsplash.

A hotel kitchen with marble tiles, a coffee machine, a refrigerator, and a counter with various items.

A building with a stone facade, a glass door entrance, and a visible interior with a counter and signage.

15. Baymont by Wyndham

6.8 km from Winburn Mountain

Brian

₩122,369

₩136,441 total

includes taxes & fees

Oct 4 - Oct 5

A resort with a covered walkway, potted plants, and a statue.

A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.

A two-story house with a porch, a staircase, and a garden.

16. Lithia Springs Resort

10.2 km from Winburn Mountain

Steven

₩108,268

₩137,042 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

A well-maintained garden with a variety of plants and a wooden fence.

A hotel room with a bed, a mirror, a round mirror, a door leading to a bathroom, a nightstand with a lamp, and a framed picture on the wall.

A compact living space with a kitchenette, a sofa, a coffee maker, and a small refrigerator.

17. Palm Cottages

6.3 km from Winburn Mountain

Eric

₩259,421

₩289,252 total

includes taxes & fees

Nov 1 - Nov 2

A spacious kitchen with a central island, bar stools, and a fireplace.

A spacious dining area with a long wooden table and cushioned chairs, a bookshelf, and a fireplace.

A cozy living room with a sofa, a woven hanging chair, a round pouf, and a large abstract painting.

A modern kitchen with a large island, white cabinetry, and a view of the city.

18. Paschal Winery

14.5 km from Winburn Mountain

Christine

₩189,372

₩574,960 total

includes taxes & fees

Oct 15 - Oct 16

A hotel room with a desk, laptop, two beds, and a round mirror.

A hotel reception area with a Dell computer, a calendar, and a window with a view of the outside.

A pathway leading to a building with a decorative archway, surrounded by flowering trees and a well-maintained lawn.

A clear swimming pool with a wooden fence, surrounded by lounge chairs.

19. Ashland Motel - Oregon

6.2 km from Winburn Mountain

Madrik A.

₩105,536

₩117,664 total

includes taxes & fees

Oct 18 - Oct 19

A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

A garden pathway leading to a building with a pergola and hanging flower baskets.

A grand staircase with wooden balusters and a carpeted landing.

A spacious dining area with a wooden table and chairs, large windows with a view of the outdoors, and a chandelier.

20. Abigail’s Bed & Breakfast Inn

Skidmore Academy Historic District, 8 km from Winburn Mountain

Kim

₩353,509

₩394,163 total

includes taxes & fees

Oct 27 - Oct 28

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Compare popular hotels close to Winburn Mountain

Property	Property class	Guest rating
Stratford Inn	9.4 Exceptional 1,786 reviews	View
Callahan's Mountain Lodge	8.8 Excellent 1,138 reviews	View
Best Western Windsor Inn	9.0 Wonderful 1,002 reviews	View
Ashland Commons Hostel	9.4 Exceptional 74 reviews	View
Comfort Inn & Suites Ashland	9.0 Wonderful 1,033 reviews	View

Top Winburn Mountain Hotel Reviews

Prospero's Flagship Inn

8/10 Good

"Easy check-in, friendly staff, standard continental breakfast, lots of parking, basic room, great proximity to SOU. I stay here every time I am in Ashland."

Stratford Inn

10/10 Excellent

"Breakfast was good with hard boiled eggs and oatmeal with many trimmings"

Holiday Inn Express & Suites Ashland by IHG

8/10 Good

"Great location near I-5. Clean and comfortable room"

Relax Inn At Ashland

10/10 Excellent

"Reasonable prices, total cleanness, responsive staff."

Cedarwood Inn of Ashland

8/10 Good

"I like the new improvements. But curtains didn’t cover all the length of the windiws"

Ashland Motel - Oregon

8/10 Good

"The room itself was cute and clean. The outside and the AC unit were a little dated but worked well. I did really miss having an ice machine but it was clearly stated that was not an offered amenity so it was not a surprise. The staff was wonderful and the description was informative and accurate. A great overall experience."

Ashland Hills Hotel & Suites

8/10 Good

"Overall we enjoyed the stay. Staff was friendly and bed was comfortable. Breakfast was not included which would have been nice."

Plaza Inn & Suites at Ashland Creek

8/10 Good

"If you are attending an Oregon Shakespeare Festival play, this property is beautifully located about a 10-minute walk from the festival grounds, various restaurants, and Lithia Park. My assigned room wasn't one of the best rooms as it had no balcony or view of the river, but it worked very well for me as I was walking to and from the festival grounds and my room was on the ground floor near an entrance to the play route. Covered parking was nice to have. Breakfast was very good, but always the same and served in a very nice room with access to a balcony overlooking the river so nice for summer or early fall. Tiny tubes of shampoo and other amenities worked fine if you were only staying a day but luckily were replenished daily."

Baymont by Wyndham

8/10 Good

"Had a problem with the TV they replaced it the same day."

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.

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Lithia Artisans Market

8.8/10 (3 reviews)

You can find out about the history of Ashland with a trip to Lithia Artisans Market. Experience the entertainment choices and lively festivals in this walkable area.

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Bull Gap Lower Trailhead

8.8/10 (3 reviews)

You can take time to visit Bull Gap Lower Trailhead during your travels to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

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Ariel Ski Lift

6.0/10 (1 review)

You can take time to visit Ariel Ski Lift during your travels to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

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Windsor Ski Lift

You can take time to visit Windsor Ski Lift during your travels to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

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Comer Ski Lift

7.2/10 (12 reviews)

You can take time to visit Comer Ski Lift during your travels to Ashland. Discover the top-notch restaurants and lively festivals in this walkable area.

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Weisinger Family Winery

You can enjoy a tasting or tour at Weisinger Family Winery during your travels to Ashland. Wander around the area's picturesque gardens or experience its lively festivals.

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Schneider Museum of Art

10.0/10 (1 review)

You can spend time studying the exhibits at Schneider Museum of Art in Ashland. Experience the entertainment choices and lively festivals in this walkable area.

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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.

Where is the best place to stay near Winburn Mountain?

Ashland Hills Hotel & Suites is one of the top choices for your stay based on our traveler 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 a few miles include Prospero's Flagship Inn and Stratford Inn.

How many hotels are there near Winburn Mountain?

Expedia has 200 hotels and other accommodations 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, you'll find most hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to get the best options available near Winburn Mountain.

Where can I learn more about changing or cancelling my trip in the area near Winburn Mountain?

To find more details about changing or cancelling your stay near Winburn Mountain, head over to our customer service page.

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.

Find hotels near Winburn Mountain, Ashland from ₩88,686

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Treat yourself

Be picky

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Our top choices for Winburn Mountain hotels

1. Stratford Inn

2. Callahan's Mountain Lodge

3. Best Western Windsor Inn

4. Ashland Commons Hostel

5. Comfort Inn & Suites Ashland

6. Ashland Hills Hotel & Suites

7. Americas Best Value Inn Phoenix Medford

8. The Peerless Hotel by WanderLodges

9. Prospero's Flagship Inn

10. Plaza Inn & Suites at Ashland Creek

11. Country Willows Inn and Estate

12. Timbers INN and Suites

13. Holiday Inn Express & Suites Ashland by IHG

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

15. Baymont by Wyndham

16. Lithia Springs Resort

17. Palm Cottages

18. Paschal Winery

19. Ashland Motel - Oregon

20. Abigail’s Bed & Breakfast Inn

Compare popular hotels close to Winburn Mountain

Top Winburn Mountain Hotel Reviews

Prospero's Flagship Inn

Stratford Inn

Holiday Inn Express & Suites Ashland by IHG

Relax Inn At Ashland

Cedarwood Inn of Ashland

Ashland Motel - Oregon

Ashland Hills Hotel & Suites

Plaza Inn & Suites at Ashland Creek

Baymont by Wyndham

Other attractions near Winburn Mountain

Mount Ashland Ski Area

Lithia Artisans Market

Bull Gap Lower Trailhead

Ariel Ski Lift

Windsor Ski Lift

Comer Ski Lift

Weisinger Family Winery

Schneider Museum of Art

Frequently asked questions