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

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Our top choices for Winburn Mountain hotels

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

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

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

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

1. Ashland Hills Hotel & Suites

7 km from Winburn Mountain

Kelly

₹9,885

₹11,975 total

includes taxes & fees

1 Sept - 2 Sept

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

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.

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

2. Prospero's Flagship Inn

6.2 km from Winburn Mountain

Michelle

₹7,031

₹7,840 total

includes taxes & fees

31 Aug - 1 Sept

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

A covered outdoor seating area with benches and potted plants.

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.

3. Timbers INN and Suites

6.1 km from Winburn Mountain

Robin

₹6,788

₹7,569 total

includes taxes & fees

1 Sept - 2 Sept

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

A Holiday Inn Express hotel with a modern design, featuring a prominent entrance and a parking lot.

An indoor swimming pool with clear water, a diving board, and a lifeguard sign.

A hotel lobby with a reception desk, seating area, and a view of the hallway.

4. Holiday Inn Express & Suites Ashland by IHG

6.8 km from Winburn Mountain

Jeff

₹10,114

₹11,277 total

includes taxes & fees

31 Aug - 1 Sept

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

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

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.

5. Comfort Inn & Suites Ashland

10.7 km from Winburn Mountain

Traci

₹10,906

₹11,069 total

includes taxes & fees

13 Sept - 14 Sept

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.

6. Best Western Windsor Inn

7.1 km from Winburn Mountain

Christopher

₹10,735

₹11,969 total

includes taxes & fees

7 Sept - 8 Sept

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

A two-story house with a prominent staircase leading to the entrance.

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.

7. Barclay Klum House by WanderLodges

6.9 km from Winburn Mountain

Melissa

₹12,378

₹26,036 total

includes taxes & fees

1 Sept - 2 Sept

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

A wooden balcony with a view of a forested area.

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

8. Callahan's Mountain Lodge

11 km from Winburn Mountain

Michelle

₹11,647

₹13,253 total

includes taxes & fees

20 Sept - 21 Sept

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

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.

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

9. The Peerless Hotel by WanderLodges

Historic Railroad District, 7.2 km from Winburn Mountain

JI YUN

₹11,941

₹18,527 total

includes taxes & fees

30 Aug - 31 Aug

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.

10. Country Willows Inn and Estate

5.1 km from Winburn Mountain

Alyssa

₹24,175

₹24,537 total

includes taxes & fees

28 Aug - 29 Aug

A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

A single-story house with a covered porch, a small garden with rocks and a tree, and a mailbox.

A spacious living room with a wooden floor, a sofa, a dining table, and a kitchen area visible through an open doorway.

A compact kitchen with white cabinets, a dining table with chairs, a refrigerator, and a built-in oven.

11. Hanna's House by WanderLodges

Historic Railroad District, 6.9 km from Winburn Mountain

David

₹16,225

₹25,431 total

includes taxes & fees

10 Sept - 11 Sept

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

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

12. Baymont by Wyndham

6.8 km from Winburn Mountain

Virgilio

₹8,969

₹10,000 total

includes taxes & fees

30 Aug - 31 Aug

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

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

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

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

13. Paschal Winery

14.5 km from Winburn Mountain

Christine

₹12,511

₹39,601 total

includes taxes & fees

22 Sept - 23 Sept

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

14. Lithia Springs Resort

10.2 km from Winburn Mountain

Steven

₹16,301

₹18,454 total

includes taxes & fees

7 Sept - 8 Sept

A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

A home office with a desk, computer, and office chair. There is a brown leather sofa and a patterned rug.

A room with a desk, computer, office chair, and a bookshelf. There are three doors with blinds, a patterned rug, and a potted plant.

A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.

15. Cedarwood Inn of Ashland

5.9 km from Winburn Mountain

Bradley

₹8,421

₹9,390 total

includes taxes & fees

1 Sept - 2 Sept

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

16. Americas Best Value Inn Phoenix Medford

18.5 km from Winburn Mountain

Denise

₹8,110

₹9,124 total

includes taxes & fees

27 Sept - 28 Sept

A bed with a striped blanket, a pillow, and a view of a cityscape through a window.

A motel with a prominent sign advertising free HBO, cable TV, phone, and parking.

A compact kitchen with a window, a refrigerator, and a sink.

An outdoor patio with a table and chairs, a sofa, and a grill area.

17. Relax Inn At Ashland

6.9 km from Winburn Mountain

Duane

₹5,798

₹6,465 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

18. Ashland Motel - Oregon

6.2 km from Winburn Mountain

"Great location near the SOU campus featuring clean, convenient accommodations, helpful staff, and a few minor quirks. The rooms are spotless, the pool is great, and having laundry facilities is very convenient. However, the A/C is loud, the bathroom layout is quite tight, and the shower needs better lighting. Note that there is no ice machine or water refilling station, and the advertised "garden" is just a basic grassy area with trees which has a potential to become a peaceful garden for guests...

Stacey

₹7,900

₹8,809 total

includes taxes & fees

30 Aug - 31 Aug

An outdoor patio with a stone fireplace, wooden seating, and a view of the surrounding landscape.

A spacious living room with a fireplace, a large window, and a view of the outdoors.

A kitchen with a granite countertop, white cabinets, a sink, and a window overlooking a garden.

A spacious living room with a large sectional sofa, a fireplace, and a flat-screen TV mounted on the wall.

19. Meadowsweet Farm by WanderLodges

14.9 km from Winburn Mountain

₹23,615

₹52,925 total

includes taxes & fees

30 Aug - 31 Aug

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Compare popular hotels close to Winburn Mountain

Property	Property class	Guest rating
Ashland Hills Hotel & Suites	8.8 Excellent 1,529 reviews	View
Prospero's Flagship Inn	8.6 Excellent 1,430 reviews	View
Timbers INN and Suites	8.8 Excellent 1,025 reviews	View
Holiday Inn Express & Suites Ashland by IHG	9.2 Wonderful 1,018 reviews	View
Comfort Inn & Suites Ashland	9.0 Wonderful 1,001 reviews	View

Top Winburn Mountain Hotel Reviews

Ashland Hills Hotel & Suites

10/10 Excellent

"Great Stay !!"

Plaza Inn & Suites at Ashland Creek

10/10 Excellent

"Whenever I do an overnight in Ashland, I keep coming back to the Plaza Inn. Excellent accommodations conveniently located near everything that downtown Ashland has has to offer—theater, restaurants, shopping, and a beautiful park. And it is pet friendly!"

Palm Cottages

10/10 Excellent

"Great location just a few minutes drive from the Shakespeare Festival. So nice to have an entire cottage to accommodate kids in their own room/beds. The property was lovely and the pool is amazing! I will stay here again!"

Best Western Windsor Inn

10/10 Excellent

"Great staff. Nice grounds."

Ashland Street Inn

10/10 Excellent

"The staff was very accommodating, helpful and friendly."

Ashland Commons Hostel

8/10 Good

"This was such a fantastic stay! I came for the Oregon Shakespeare Festival, and it was a quick walk to all of the shows and the cute downtown area. As a female solo traveler, I immediately fel t super safe and comfortable here and had zero issues from other guests or management. The only issue I had was how loud the beds were. I stayed in the female only dorm, and the beds were incredibly loud when getting in or out of bed. I'm sure I woke people up every time and vice versa. But as someone who was up and going most of the time, rhis hostel is a FANTASTIC and cute option!"

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

8/10 Good

"Very good for walking Mainstreet and to the Theaters."

Winchester Inn

10/10 Excellent

"Everything was perfect"

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 lively festivals 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 lively festivals and entertainment choices 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 entertainment choices in this family-friendly 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 acclaimed theatre scene.

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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 acclaimed theatre scene 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 208 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 Best Western Windsor Inn.

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

Expedia has 208 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

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Our top choices for Winburn Mountain hotels

1. Ashland Hills Hotel & Suites

2. Prospero's Flagship Inn

3. Timbers INN and Suites

4. Holiday Inn Express & Suites Ashland by IHG

5. Comfort Inn & Suites Ashland

6. Best Western Windsor Inn

7. Barclay Klum House by WanderLodges

8. Callahan's Mountain Lodge

9. The Peerless Hotel by WanderLodges

10. Country Willows Inn and Estate

11. Hanna's House by WanderLodges

12. Baymont by Wyndham

13. Paschal Winery

14. Lithia Springs Resort

15. Cedarwood Inn of Ashland

16. Americas Best Value Inn Phoenix Medford

17. Relax Inn At Ashland

18. Ashland Motel - Oregon

19. Meadowsweet Farm by WanderLodges

Compare popular hotels close to Winburn Mountain

Top Winburn Mountain Hotel Reviews

Ashland Hills Hotel & Suites

Plaza Inn & Suites at Ashland Creek

Palm Cottages

Best Western Windsor Inn

Ashland Street Inn

Ashland Commons Hostel

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

Winchester Inn

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