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

￥39,850

￥40,448 total

includes taxes & fees

Sep 29 - Sep 30

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

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.

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

Adam

￥15,571

￥17,363 total

includes taxes & fees

Oct 26 - Oct 27

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

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.

3. Best Western Windsor Inn

2 km from Weisinger Family Winery

Dennis

￥17,696

￥19,730 total

includes taxes & fees

Oct 25 - Oct 26

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.

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.

4. Ashland Hills Hotel & Suites

2 km from Weisinger Family Winery

Krishnaharsha

￥16,349

￥19,803 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

5. Baymont by Wyndham

2.2 km from Weisinger Family Winery

Brian

￥12,598

￥14,047 total

includes taxes & fees

Oct 12 - Oct 13

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

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.

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

6. Cedarwood Inn of Ashland

2.4 km from Weisinger Family Winery

Dennis

￥13,996

￥15,606 total

includes taxes & fees

Oct 26 - Oct 27

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

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

7. Relax Inn At Ashland

2 km from Weisinger Family Winery

Gerald

￥10,617

￥11,837 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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

8. Stratford Inn

Siskiyou-Hargadine Historic District, 4.9 km from Weisinger Family Winery

David

￥13,713

￥15,289 total

includes taxes & fees

Oct 18 - Oct 19

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

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

9. The Peerless Hotel by WanderLodges

Historic Railroad District, 5.2 km from Weisinger Family Winery

Jaye

￥20,846

￥31,836 total

includes taxes & fees

Sep 29 - Sep 30

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

A modern living room with a sofa, coffee table, and a TV. There is a large window with curtains, a mirror, and a view of a bedroom.

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.

10. Winchester Inn

Historic Downtown District, 5.3 km from Weisinger Family Winery

Deirdre

￥22,894

￥28,121 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

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

11. Barclay Klum House by WanderLodges

4.6 km from Weisinger Family Winery

Melissa

￥20,404

￥42,917 total

includes taxes & fees

Sep 29 - Sep 30

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

A cabin surrounded by a rock garden and dense forest.

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

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

12. Green Springs Inn

16.8 km from Weisinger Family Winery

Johnna

￥11,772

￥15,939 total

includes taxes & fees

Sep 30 - Oct 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.

13. Ashland Commons Hostel

5.3 km from Weisinger Family Winery

Brenda

￥9,840

￥10,972 total

includes taxes & fees

Oct 4 - Oct 5

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

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

14. Paschal Winery

13.5 km from Weisinger Family Winery

Christine

￥19,088

￥63,720 total

includes taxes & fees

Oct 7 - Oct 8

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.

15. Palm Cottages

3.9 km from Weisinger Family Winery

Eric

￥31,604

￥35,237 total

includes taxes & fees

Sep 29 - Sep 30

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

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

16. Lithia Springs Resort

9.2 km from Weisinger Family Winery

Steven

￥21,469

￥24,937 total

includes taxes & fees

Oct 27 - Oct 28

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 spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.

17. Ashland Springs Hotel

Historic Downtown District, 5.4 km from Weisinger Family Winery

Susan

￥21,469

￥26,419 total

includes taxes & fees

Oct 28 - Oct 29

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 porch with three wooden chairs with floral upholstery, a wooden bench, and a view of a house in the background.

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

18. Abigail’s Bed & Breakfast Inn

Skidmore Academy Historic District, 6.5 km from Weisinger Family Winery

Kim

￥40,893

￥45,596 total

includes taxes & fees

Oct 27 - Oct 28

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

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 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.

19. Plaza Inn & Suites at Ashland Creek

5.9 km from Weisinger Family Winery

Alan

￥25,338

￥28,252 total

includes taxes & fees

Oct 5 - Oct 6

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

A patio area with string lights, potted plants, and a stone pathway.

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

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

20. McCall House Boutique Inn

Historic Downtown District, 5.7 km from Weisinger Family Winery

Elizabeth

￥43,315

￥48,297 total

includes taxes & fees

Oct 5 - Oct 6

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Compare popular hotels close to Weisinger Family Winery

Property	Star rating	Guest rating
Country Willows Inn and Estate	9.8 Exceptional 42 reviews	View
Holiday Inn Express & Suites Ashland by IHG	9.2 Wonderful 1,006 reviews	View
Best Western Windsor Inn	9.0 Wonderful 1,004 reviews	View
Ashland Hills Hotel & Suites	8.8 Excellent 1,541 reviews	View
Baymont by Wyndham	7.8 Good 695 reviews	View

Top Weisinger Family Winery Hotel Reviews

Ashland Hills Hotel & Suites

8/10 Good

"Luna Cafe was unbelievable good. The hotel is a bit old with retro vibes. The rooms were very spacious and clean. The bathrooms need to be updated."

Stratford Inn

10/10 Excellent

"Our room was great, a one bedroom with a king sized bed and a separate kitchen and living area, clean and newly renovated. Plenty of room to host a pre-dinner happy hour with friends. It is within walking distance of the Oregon Shakespeare theaters and downtown. The continental breakfast was fine with gluten free options."

Prospero's Flagship Inn

8/10 Good

"My room was spacious and everything worked. The linens were above average for a hotel of this type.My only comment is that the carpet very much needs cleaning."

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."

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."

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 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.

See properties

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.

See properties

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.

See properties

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 ￥10,972

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Treat yourself

Be picky

Check prices for these dates

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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. Stratford Inn

9. The Peerless Hotel by WanderLodges

10. Winchester Inn

11. Barclay Klum House by WanderLodges

12. Green Springs Inn

13. Ashland Commons Hostel

14. Paschal Winery

15. Palm Cottages

16. Lithia Springs Resort

17. Ashland Springs Hotel

18. Abigail’s Bed & Breakfast Inn

19. Plaza Inn & Suites at Ashland Creek

20. McCall House Boutique Inn

Compare popular hotels close to Weisinger Family Winery

Top Weisinger Family Winery Hotel Reviews

Ashland Hills Hotel & Suites

Stratford Inn

Prospero's Flagship Inn

Cedarwood Inn of Ashland

Timbers INN and Suites

Best Western Windsor Inn

Comfort Inn & Suites Ashland

Baymont by Wyndham

Palm Cottages

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