The Best Hotels Closest to Winburn Mountain in Ashland for 2026

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Our top choices for Winburn Mountain hotels

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

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

A wooden balcony with a view of a forested area.

1. Callahan's Mountain Lodge

11 km from Winburn Mountain

Karen

SAR 453

SAR 516 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A covered outdoor seating area with benches and potted plants.

2. Timbers INN and Suites

6.1 km from Winburn Mountain

Evangelina

SAR 204

SAR 228 total

includes taxes & fees

18 Oct - 19 Oct

A patio with stone flooring, wooden chairs, and a wooden fence in the background.

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

Deborah

SAR 399

SAR 445 total

includes taxes & fees

31 Oct - 1 Nov

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

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 hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

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

4. Comfort Inn & Suites Ashland

10.7 km from Winburn Mountain

Kristi

SAR 436

SAR 442 total

includes taxes & fees

3 Nov - 4 Nov

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

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

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

A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.

5. Holiday Inn Express & Suites Ashland by IHG

6.8 km from Winburn Mountain

Lorenzo

SAR 368

SAR 410 total

includes taxes & fees

2 Nov - 3 Nov

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 breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.

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

6. Prospero's Flagship Inn

6.2 km from Winburn Mountain

Karla

SAR 215

SAR 239 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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.

7. Ashland Commons Hostel

7.6 km from Winburn Mountain

Sam

SAR 251

SAR 280 total

includes taxes & fees

12 Oct - 13 Oct

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

A spacious bedroom with a four-poster bed, wooden furniture, and a view of the outdoors.

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

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

8. The Peerless Hotel by WanderLodges

Historic Railroad District, 7.2 km from Winburn Mountain

Jaye

SAR 470

SAR 729 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

9. Ashland Hills Hotel & Suites

7 km from Winburn Mountain

Krishnaharsha

SAR 417

SAR 503 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

10. Country Willows Inn and Estate

5.1 km from Winburn Mountain

raymon

SAR 727

SAR 738 total

includes taxes & fees

1 Nov - 2 Nov

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.

A modern hotel lobby with a reception desk, seating area, and a large window offering a view of the outdoors.

11. Americas Best Value Inn Phoenix Medford

18.5 km from Winburn Mountain

Steven

SAR 255

SAR 287 total

includes taxes & fees

18 Oct - 19 Oct

A large, two-story house with a wrap-around porch and a steeply pitched roof.

A living room with a fireplace, two armchairs, a sofa, and a TV mounted on the wall.

A bar with multiple shelves of bottles, tables, and chairs arranged for patrons.

A kitchen with a built-in island, pendant lighting, and a view into the dining area.

12. Winchester Inn

Historic Downtown District, 6.9 km from Winburn Mountain

Margaret

SAR 490

SAR 606 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

A room with a large puzzle on a table, a lamp, a chair, a plant, and a window with a view of a building.

13. Plaza Inn & Suites at Ashland Creek

7.6 km from Winburn Mountain

Alan

SAR 453

SAR 505 total

includes taxes & fees

4 Nov - 5 Nov

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

A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.

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

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

14. Lithia Springs Resort

10.2 km from Winburn Mountain

Steven

SAR 299

SAR 379 total

includes taxes & fees

1 Nov - 2 Nov

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

A rustic building with a porch, surrounded by lush greenery and a sign indicating it is a forest.

A garden with a red pergola, a stone fountain, and purple flowers.

A bedroom with a bed, a nightstand, a lamp, a chair, a potted plant, and a door.

15. Arden Forest Inn

7.9 km from Winburn Mountain

Thomas

SAR 603

SAR 673 total

includes taxes & fees

8 Nov - 9 Nov

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

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

A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.

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

Historic Downtown District, 7.5 km from Winburn Mountain

Stephen

SAR 484

SAR 540 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A coffee machine with a digital display, a coffee pot, a cup, and a coffee pod.

17. Ashland Motel - Oregon

6.2 km from Winburn Mountain

Madrik A.

SAR 272

SAR 303 total

includes taxes & fees

20 Oct - 21 Oct

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

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.

A dining table set with plates, cutlery, and glasses, with two leather stools and a window with blinds in the background.

18. Palm Cottages

6.3 km from Winburn Mountain

Eric

SAR 716

SAR 799 total

includes taxes & fees

4 Nov - 5 Nov

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

A modern bathroom with a sink, mirror, and toiletries.

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

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

19. Paschal Winery

14.5 km from Winburn Mountain

Christine

SAR 445

SAR 1,510 total

includes taxes & fees

8 Nov - 9 Nov

A deck with a fire pit, outdoor seating, and a view of the countryside.

A spacious living room with a large sofa, a coffee table, and a view of the outdoors.

A modern kitchen with a central island, large windows, and a dining area with a view.

A bed with a striped bedspread, a blanket, and an open book. There is a window with a view of trees and hills.

20. Grandview of Ashland

7.8 km from Winburn Mountain

Sonja

SAR 767

SAR 1,537 total

includes taxes & fees

14 Oct - 15 Oct

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Compare popular hotels close to Winburn Mountain

Property	Property class	Guest rating
Callahan's Mountain Lodge	8.8 Excellent 1,131 reviews	View
Timbers INN and Suites	8.8 Excellent 1,000 reviews	View
Best Western Windsor Inn	9.0 Wonderful 1,000 reviews	View
Comfort Inn & Suites Ashland	9.0 Wonderful 1,037 reviews	View
Holiday Inn Express & Suites Ashland by IHG	9.2 Wonderful 1,002 reviews	View

Top Winburn Mountain Hotel Reviews

Lithia Springs Resort

10/10 Excellent

"The rooms were very clean. The one we were in was small, but comfortable enough with a table/2 chairs and another comfy chair. Resort was a short drive to town. Quiet at nighttime, even though we were closest to the main road."

Plaza Inn & Suites at Ashland Creek

10/10 Excellent

"Nice place close to town. Excellent breakfast."

Ashland Springs Hotel

8/10 Good

"The room was fine, older but updated. The only thing we would skip is the $5 breakfast voucher, would have rather gone out for breakfast."

Holiday Inn Express & Suites Ashland by IHG

8/10 Good

"Great option not too far from downtown Ashland. Clean and new, decent breakfast, oool and hot tub"

Winchester Inn

8/10 Good

"This inn is very sweet - and so well located. The room was spacious enough and the cooked breakfast option was a total highlight. The rooms, I said"

Best Western Windsor Inn

10/10 Excellent

"Room and property was clean, staff friendly and helpful, breakfast was good."

Baymont by Wyndham

10/10 Excellent

"I've stayed here many times now and always a great experience."

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."

Palm Cottages

10/10 Excellent

"Cute motel style place. Room was cute and clean. Walking distance (about 1 mile) to downtown Ashland restaurants and shows."

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 SAR 228

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winburn Mountain hotels

1. Callahan's Mountain Lodge

2. Timbers INN and Suites

3. Best Western Windsor Inn

4. Comfort Inn & Suites Ashland

5. Holiday Inn Express & Suites Ashland by IHG

6. Prospero's Flagship Inn

7. Ashland Commons Hostel

8. The Peerless Hotel by WanderLodges

9. Ashland Hills Hotel & Suites

10. Country Willows Inn and Estate

11. Americas Best Value Inn Phoenix Medford

12. Winchester Inn

13. Plaza Inn & Suites at Ashland Creek

14. Lithia Springs Resort

15. Arden Forest Inn

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

17. Ashland Motel - Oregon

18. Palm Cottages

19. Paschal Winery

20. Grandview of Ashland

Compare popular hotels close to Winburn Mountain

Top Winburn Mountain Hotel Reviews

Lithia Springs Resort

Plaza Inn & Suites at Ashland Creek

Ashland Springs Hotel

Holiday Inn Express & Suites Ashland by IHG

Winchester Inn

Best Western Windsor Inn

Baymont by Wyndham

Ashland Motel - Oregon

Palm Cottages

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