The Best Hotels Closest to Weisinger Family Winery in Ashland for 2026

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Our top choices for Weisinger Family Winery hotels

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

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.

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

1. Country Willows Inn and Estate

1.6 km from Weisinger Family Winery

raymon

₩403,988

₩410,046 total

includes taxes & fees

Sep 30 - Oct 1

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

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

2. Holiday Inn Express & Suites Ashland by IHG

1.8 km from Weisinger Family Winery

Hardeep

₩150,438

₩167,738 total

includes taxes & fees

Oct 21 - Oct 22

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

2 km from Weisinger Family Winery

Dennis

₩152,485

₩170,021 total

includes taxes & fees

Oct 4 - Oct 5

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 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.

4. Ashland Hills Hotel & Suites

2 km from Weisinger Family Winery

Krishnaharsha

₩158,489

₩190,453 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

5. Baymont by Wyndham

2.2 km from Weisinger Family Winery

Virgilio

₩121,977

₩136,004 total

includes taxes & fees

Oct 6 - Oct 7

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

A bedroom with a bed, bedside tables, a nightstand, a dresser, a chair, a rug, and a painting on the wall.

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

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

6. Cedarwood Inn of Ashland

2.4 km from Weisinger Family Winery

Dennis

₩131,451

₩146,563 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A breakfast setup with a stainless steel water bottle, stacked plates, and baskets containing bread, utensils, and fruits like bananas, oranges, and apples.

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

7. Relax Inn At Ashland

2 km from Weisinger Family Winery

Gerald

₩105,171

₩117,260 total

includes taxes & fees

Oct 20 - Oct 21

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 cozy library with bookshelves, a fireplace, and comfortable seating.

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

8. Arden Forest Inn

6.3 km from Weisinger Family Winery

Thomas

₩274,448

₩306,013 total

includes taxes & fees

Oct 14 - Oct 15

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

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, 5.2 km from Weisinger Family Winery

Jaye

₩207,636

₩305,561 total

includes taxes & fees

Sep 27 - Sep 28

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

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

10. Lithia Springs Resort

9.2 km from Weisinger Family Winery

Steven

₩199,324

₩229,789 total

includes taxes & fees

Oct 5 - Oct 6

A modern kitchen with wooden beams, a dining area with a rug, and a large island.

A modern kitchen with blue cabinets, stainless steel appliances, a built-in oven, and a microwave.

A bedroom with a bed, a wooden floor, a patterned rug, a sofa, and a wardrobe.

A wooden staircase leading to a kitchen with a central island and bar stools.

11. The Mountain Ave House by WanderLodges

4.5 km from Weisinger Family Winery

Joyce

₩307,653

₩539,485 total

includes taxes & fees

Oct 7 - Oct 8

A wooden cabin with a deck and stairs, surrounded by trees.

A cabin surrounded by a rock garden and dense forest.

A spacious living area with large windows, a sofa, a chair, and a wooden floor.

A wooden deck with a grill, chairs, and a kitchen visible through open doors.

12. Green Springs Inn

16.8 km from Weisinger Family Winery

Johnna

₩110,877

₩146,931 total

includes taxes & fees

Sep 28 - Sep 29

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

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

A modern bedroom with a large bed, bedside tables, and a view of the outdoors.

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

13. Grandview of Ashland

7.2 km from Weisinger Family Winery

Sonja

₩364,712

₩643,934 total

includes taxes & fees

Oct 7 - Oct 8

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

14. Paschal Winery

13.5 km from Weisinger Family Winery

Christine

₩189,065

₩574,027 total

includes taxes & fees

Sep 28 - Sep 29

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.

15. Palm Cottages

3.9 km from Weisinger Family Winery

Eric

₩272,334

₩303,641 total

includes taxes & fees

Sep 24 - Sep 25

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.

16. Abigail’s Bed & Breakfast Inn

Skidmore Academy Historic District, 6.5 km from Weisinger Family Winery

Kim

₩406,590

₩453,348 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

17. Comfort Inn & Suites Ashland

9.3 km from Weisinger Family Winery

Amber

₩152,471

₩154,758 total

includes taxes & fees

Oct 6 - Oct 7

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

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.

18. Callahan's Mountain Lodge

11.5 km from Weisinger Family Winery

Michelle

₩184,185

₩207,277 total

includes taxes & fees

Oct 19 - Oct 20

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.

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

Historic Downtown District, 5.9 km from Weisinger Family Winery

Dawn

₩188,400

₩210,066 total

includes taxes & fees

Oct 18 - Oct 19

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.

20. Prospero's Flagship Inn

3.7 km from Weisinger Family Winery

Denise

₩96,362

₩107,448 total

includes taxes & fees

Sep 27 - Sep 28

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Compare popular hotels close to Weisinger Family Winery

Property	Property class	Guest rating
Country Willows Inn and Estate	9.8 Exceptional 42 reviews	View
Holiday Inn Express & Suites Ashland by IHG	9.2 Wonderful 1,001 reviews	View
Best Western Windsor Inn	9.0 Wonderful 1,006 reviews	View
Ashland Hills Hotel & Suites	8.8 Excellent 1,538 reviews	View
Baymont by Wyndham	7.8 Good 693 reviews	View

Top Weisinger Family Winery Hotel Reviews

Stratford Inn

8/10 Good

"I booked this hotel largely because the cleanliness rating was 9.4, so unfortunately I was disappointed that the actual cleanliness did not live up to those expectations. The floors were quite dirty, with noticeable debris buildup in the corners. The sheets, comforter, and mattress pad were also stained, worn, and in some areas starting to tear. These are things I would expect to be addressed, especially given the hotel’s high cleanliness rating. That said, one of the biggest positives was the lovely woman working the breakfast area. She was genuinely one of the sweetest people I’ve encountered during a hotel stay. She was incredibly warm and attentive, asked guests about their stays, and remembered people as they came back for breakfast. You could tell her kindness was completely genuine. She truly was a gem and made the breakfast experience feel special. Overall, I think the hotel has some room for improvement when it comes to housekeeping and the condition of the bedding, but the wonderful woman working breakfast was an absolute bright spot during our stay."

Cedarwood Inn of Ashland

10/10 Excellent

"Never judge a book by its cover. Older hotel, however the room was completely updated and comfortable."

Holiday Inn Express & Suites Ashland by IHG

10/10 Excellent

"Everything was to our satisfaction, noise level, cleanliness, friendly staff. Quite a bit of travelers at this time also."

Ashland Hills Hotel & Suites

10/10 Excellent

"Room was overlooking parking lot but was quiet.Nice part of town."

Relax Inn At Ashland

10/10 Excellent

"Very well-cared for facility. Clean, comfortable and quiet."

Winchester Inn

10/10 Excellent

"The property is very charming, and comfortable with beautiful gardens and outdoor spaces. The breakfast choices were delicious and dinner was also exceptional. Staff is very warm, friendly and helpful. I recommend highly."

Baymont by Wyndham

10/10 Excellent

"It looked like there hotel was being brought up to date with new TVs and recent painting inside my room. The walks seemed a bit thin as I could hear a baby cry off and on for several hours in the afternoon. I couldn’t figure out how to get the local channels either the remote so just used my iPad Good WiFi"

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

8/10 Good

"The property is well-located for those attending OSF plays and wanting a variety of nearby dining options. Our room and bathroom were both very clean, and the beds comfortable. The bathroom, however, “showed its age” a bit, with lack of a little more counter space being a problem for 2 female guests with makeup bags and hair needs, and a rather unsightly crack in the sink. The pool and hot tub were great! All staff we interacted with, from front office each day to cleaners, were pleasant and helpful. Would stay there again, but probably book one of the more expensive rooms in the Bard’s Inn “Sonnet” property across the street."

Country Willows Inn and Estate

10/10 Excellent

"Beautiful property with gardens and a heated pool. Great staff, breakfast was inventive and quite tasty. Is 10 minutes from town but easy to drive and no real parking issues even at play times. We will be back next year"

Other attractions near Weisinger Family Winery

Lithia Park

9.6/10 (1,250 reviews)

Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

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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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ScienceWorks Hands-On Museum

6.0/10 (2 reviews)

You can spend time browsing the exhibits at ScienceWorks Hands-On Museum during your travels in Ashland. Wander around the area's picturesque gardens or experience its lively festivals.

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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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Emigrant Lake

8.4/10 (70 reviews)

Commune with nature and explore the great outdoors at Emigrant Lake during your travels in Ashland. Experience the lively festivals and entertainment choices in this family-friendly area.

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North Mountain Park

8.4/10 (37 reviews)

Explore the great outdoors at North Mountain Park, a lovely green space in Ashland. Discover the entertainment choices and shops in this family-friendly area.

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Ashland Library

8.4/10 (126 reviews)

Ashland Library is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels? Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

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Ashland Creek

Commune with nature and explore the great outdoors at Ashland Creek during your travels in Ashland. Experience the area's lively festivals and acclaimed theater scene.

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Frequently asked questions

What's the area like around Weisinger Family Winery?

Weisinger Family Winery is located in Ashland. This welcoming area is known for its array of dining options and hiking. If you're looking for a convenient place to stay, check out the 8 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Weisinger Family Winery?

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 1.3 mi (2 km) from Weisinger Family Winery. Other good choices within a few miles include Best Western Windsor Inn and Prospero's Flagship Inn.

How many hotels will I be able to find near Weisinger Family Winery?

Expedia has 8 hotels and other accommodations within a mile from Weisinger Family Winery.

If I need to cancel the hotel reservation for my stay near Weisinger Family Winery, will I receive a refund?

Yes, most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to review the best deals near Weisinger Family Winery.

Where can I learn more about changing or cancelling my trip in the area near Weisinger Family Winery?

For more details about rescheduling or cancelling your stay near Weisinger Family Winery, head over to our customer service page.

What can I see and do near Weisinger Family Winery?

You'll want to browse the exhibits at Schneider Museum of Art and ScienceWorks Hands-On Museum. You can watch performances at Oregon Cabaret Theatre, Allen Elizabethan Theatre, and Oregon Shakespeare Festival if you're interested in local theater. You might spend a leisurely day outdoors at Lithia Park and North Mountain Park.

Find hotels near Weisinger Family Winery, Ashland from ₩107,448

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Treat yourself

Be picky

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Our top choices for Weisinger Family Winery hotels

1. Country Willows Inn and Estate

2. Holiday Inn Express & Suites Ashland by IHG

3. Best Western Windsor Inn

4. Ashland Hills Hotel & Suites

5. Baymont by Wyndham

6. Cedarwood Inn of Ashland

7. Relax Inn At Ashland

8. Arden Forest Inn

9. The Peerless Hotel by WanderLodges

10. Lithia Springs Resort

11. The Mountain Ave House by WanderLodges

12. Green Springs Inn

13. Grandview of Ashland

14. Paschal Winery

15. Palm Cottages

16. Abigail’s Bed & Breakfast Inn

17. Comfort Inn & Suites Ashland

18. Callahan's Mountain Lodge

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

20. Prospero's Flagship Inn

Compare popular hotels close to Weisinger Family Winery

Top Weisinger Family Winery Hotel Reviews

Stratford Inn

Cedarwood Inn of Ashland

Holiday Inn Express & Suites Ashland by IHG

Ashland Hills Hotel & Suites

Relax Inn At Ashland

Winchester Inn

Baymont by Wyndham

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

Country Willows Inn and Estate

Other attractions near Weisinger Family Winery

Lithia Park

Schneider Museum of Art

ScienceWorks Hands-On Museum

Lithia Artisans Market

Emigrant Lake

North Mountain Park

Ashland Library

Ashland Creek

Frequently asked questions