The Best Hotels Closest to Winburn Mountain in Ashland - 2026 Updated Prices

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

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

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

1. Stratford Inn

Siskiyou-Hargadine Historic District, 4.2 mi from Winburn Mountain

David

£73

includes taxes & fees

13 Oct - 14 Oct

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

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

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

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

2. Prospero's Flagship Inn

3.8 mi from Winburn Mountain

Jenny

£62

includes taxes & fees

25 Oct - 26 Oct

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

3. Holiday Inn Express & Suites Ashland by IHG

4.3 mi from Winburn Mountain

Adam

£80

includes taxes & fees

26 Oct - 27 Oct

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

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

An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.

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

4. Ashland Hills Hotel & Suites

4.4 mi from Winburn Mountain

Krishnaharsha

£105

includes taxes & fees

25 Oct - 26 Oct

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

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

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

5. Best Western Windsor Inn

4.4 mi from Winburn Mountain

Dennis

£95

includes taxes & fees

4 Oct - 5 Oct

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

A wooden balcony with a view of a forested area.

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

6. Callahan's Mountain Lodge

6.8 mi from Winburn Mountain

Karen

£108

includes taxes & fees

26 Oct - 27 Oct

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

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.

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

7. Lithia Springs Resort

6.3 mi from Winburn Mountain

Steven

£120

includes taxes & fees

27 Oct - 28 Oct

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

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

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

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

8. Comfort Inn & Suites Ashland

6.6 mi from Winburn Mountain

Christina

£86

includes taxes & fees

5 Oct - 6 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 room with a large puzzle on a table, a lamp, a chair, a plant, and a window with a view of a building.

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

9. Plaza Inn & Suites at Ashland Creek

4.7 mi from Winburn Mountain

Alan

£136

includes taxes & fees

5 Oct - 6 Oct

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

A gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.

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

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

10. Country Willows Inn and Estate

3.1 mi from Winburn Mountain

raymon

£194

includes taxes & fees

29 Sept - 30 Sept

An outdoor patio area with tables and chairs, string lights, and potted plants.

A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.

A building with a snow-covered entrance and a tree in the foreground.

A grand lobby with a high ceiling, large windows, and a central staircase.

11. Ashland Springs Hotel

Historic Downtown District, 4.4 mi from Winburn Mountain

Susan

£127

includes taxes & fees

28 Oct - 29 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 room with a brick wall, wooden floor, green-framed windows, and two upholstered chairs.

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

12. The Peerless Hotel by WanderLodges

Historic Railroad District, 4.5 mi from Winburn Mountain

Jaye

£170

includes taxes & fees

29 Sept - 30 Sept

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

13. Ashland Commons Hostel

4.7 mi from Winburn Mountain

Brenda

£50

includes taxes & fees

6 Oct - 7 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 kitchen with a built-in island, pendant lighting, and a view into the dining area.

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

14. Winchester Inn

Historic Downtown District, 4.3 mi from Winburn Mountain

Deirdre

£135

includes taxes & fees

26 Oct - 27 Oct

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

A spacious living room with a large TV, comfortable seating, and a chandelier.

A living room with a glass coffee table, a television, a chair, and a view of mountains through the window.

A kitchen with white cabinets, a microwave, and a window with curtains.

15. Barclay Klum House by WanderLodges

4.3 mi from Winburn Mountain

Melissa

£212

includes taxes & fees

29 Sept - 30 Sept

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

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.

16. Palm Cottages

3.9 mi from Winburn Mountain

Eric

£169

includes taxes & fees

29 Sept - 30 Sept

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

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

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

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

Historic Downtown District, 4.6 mi from Winburn Mountain

Dawn

£142

includes taxes & fees

4 Oct - 5 Oct

A Victorian-style building with ornate architectural details, large windows, and a red door.

A spacious living room with a large sofa, a dining area with a table and chairs, and a chandelier.

A room with a glass display case containing wine bottles and glasses, a white chair, and a large window with curtains.

A room with a bay window, two upholstered chairs, a round ottoman, and a small wooden table.

18. McCall House Boutique Inn

Historic Downtown District, 4.5 mi from Winburn Mountain

Elizabeth

£232

includes taxes & fees

5 Oct - 6 Oct

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

A reception area with a wooden counter, a clock, a television, and a window with blinds.

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

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

19. Baymont by Wyndham

4.2 mi from Winburn Mountain

Brian

£73

includes taxes & fees

6 Oct - 7 Oct

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

A grand staircase with wooden balusters and a carpeted landing.

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

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, 5 mi from Winburn Mountain

Kim

£219

includes taxes & fees

27 Oct - 28 Oct

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Compare popular hotels close to Winburn Mountain

Property	Property class	Guest rating
Stratford Inn	9.4 Exceptional 1,794 reviews	View
Prospero's Flagship Inn	8.4 Very good 1,474 reviews	View
Holiday Inn Express & Suites Ashland by IHG	9.2 Wonderful 1,006 reviews	View
Ashland Hills Hotel & Suites	8.8 Excellent 1,540 reviews	View
Best Western Windsor Inn	9.0 Wonderful 1,004 reviews	View

Top Winburn Mountain Hotel Reviews

Cedarwood Inn of Ashland

10/10 Excellent

"We had a nice stay here. Room was large and clean. Staff were very nice and made sure that we were happy with everything. Will definitely stay here the next time I'm in the area."

Stratford Inn

8/10 Good

"Clean and plain but very nice, convient and a real Shakespeare vibe."

Timbers INN and Suites

8/10 Good

"If you just need some place to sleep, and something affordable, this is perfect. The furnishings weren't fabulous, but the beds and pillows were comfortable and the room was clean."

Best Western Windsor Inn

8/10 Good

"Staff were helpful and pleasant. Breakfast was generous. Bed was comfy."

Comfort Inn & Suites Ashland

8/10 Good

"Great location , staff super friendly . Coukd use a larger lounge area"

Baymont by Wyndham

8/10 Good

"Hotel was clean , and had a great view. Loved having a soap dispenser in the room for hand washing. We will stay here again."

Lithia Springs Resort

8/10 Good

"Room was very clean. Staff was not especially welcoming. Dogs in a room near ours were loud. Bed was mushy (perhaps old & time to be replaced?)"

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."

Relax Inn At Ashland

10/10 Excellent

"Clean, quiet, bright room, easy access, walk to restaurants/pub, Mexican restaurant next door with dog friendly patio, vacant lot on other side to walk dogs, inexpensive but a $20 fee for dog."

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 visit 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 during your travels 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 205 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 205 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.

Search Hotels Near Winburn Mountain, Ashland

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Winburn Mountain hotels

1. Stratford Inn

2. Prospero's Flagship Inn

3. Holiday Inn Express & Suites Ashland by IHG

4. Ashland Hills Hotel & Suites

5. Best Western Windsor Inn

6. Callahan's Mountain Lodge

7. Lithia Springs Resort

8. Comfort Inn & Suites Ashland

9. Plaza Inn & Suites at Ashland Creek

10. Country Willows Inn and Estate

11. Ashland Springs Hotel

12. The Peerless Hotel by WanderLodges

13. Ashland Commons Hostel

14. Winchester Inn

15. Barclay Klum House by WanderLodges

16. Palm Cottages

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

18. McCall House Boutique Inn

19. Baymont by Wyndham

20. Abigail’s Bed & Breakfast Inn

Compare popular hotels close to Winburn Mountain

Top Winburn Mountain Hotel Reviews

Cedarwood Inn of Ashland

Stratford Inn

Timbers INN and Suites

Best Western Windsor Inn

Comfort Inn & Suites Ashland

Baymont by Wyndham

Lithia Springs Resort

Palm Cottages

Relax Inn At Ashland

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