The Best Hotels Closest to Weisinger Family Winery in Ashland - 2026 Updated Prices

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Our top choices for Weisinger Family Winery hotels

Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas

1. Country Willows Inn and Estate

1 mi from Weisinger Family Winery

Steve

includes taxes & fees

29 Jun - 30 Jun

2. Holiday Inn Express & Suites Ashland by IHG

1.1 mi from Weisinger Family Winery

Yufan

includes taxes & fees

12 Jul - 13 Jul

3. Best Western Windsor Inn

1.3 mi from Weisinger Family Winery

Angela

includes taxes & fees

19 Jul - 20 Jul

4. Ashland Hills Hotel & Suites

1.3 mi from Weisinger Family Winery

Kimberly

includes taxes & fees

19 Jul - 20 Jul

Room, 2 Queen Beds, Non Smoking | Desk, blackout curtains, iron/ironing board, free WiFi

5. Ashland Street Inn

1.3 mi from Weisinger Family Winery

barbarella

includes taxes & fees

6 Jul - 7 Jul

Standard Room, 2 Double Beds (Newly Redone) | Down duvets, desk, laptop workspace, blackout curtains

6. Relax Inn At Ashland

1.2 mi from Weisinger Family Winery

Stu

includes taxes & fees

5 Jul - 6 Jul

7. Cedarwood Inn of Ashland

1.5 mi from Weisinger Family Winery

EDWARD

includes taxes & fees

5 Jul - 6 Jul

8. Timbers INN and Suites

2 mi from Weisinger Family Winery

Kristina

includes taxes & fees

30 Jun - 1 Jul

9. Palm Cottages

2.4 mi from Weisinger Family Winery

Karin

includes taxes & fees

29 Jun - 30 Jun

10. Prospero's Flagship Inn

2.3 mi from Weisinger Family Winery

Tim

includes taxes & fees

29 Jun - 30 Jun

11. Stratford Inn

Siskiyou-Hargadine Historic District, 3.1 mi from Weisinger Family Winery

Teresa

includes taxes & fees

13 Jul - 14 Jul

Two Queen Room - Non Smoking (No Pets Allowed) | Egyptian cotton sheets, down duvets, desk, free WiFi

12. Ashland Motel - Oregon

2.3 mi from Weisinger Family Winery

Rachel

includes taxes & fees

20 Jul - 21 Jul

13. The Peerless Hotel by WanderLodges

Historic Railroad District, 3.2 mi from Weisinger Family Winery

Errol

includes taxes & fees

20 Jul - 21 Jul

14. Winchester Inn

Historic Downtown District, 3.3 mi from Weisinger Family Winery

Peter

includes taxes & fees

29 Jun - 30 Jun

15. Ashland Commons Hostel

3.3 mi from Weisinger Family Winery

John

includes taxes & fees

29 Jun - 30 Jun

16. Ashland Springs Hotel

Historic Downtown District, 3.4 mi from Weisinger Family Winery

nir

includes taxes & fees

29 Jun - 30 Jun

17. McCall House Boutique Inn

Historic Downtown District, 3.5 mi from Weisinger Family Winery

John

includes taxes & fees

6 Jul - 7 Jul

18. A Cowslip's Belle Inn

3.8 mi from Weisinger Family Winery

Thu Trang

includes taxes & fees

29 Jun - 30 Jun

19. Arden Forest Inn

3.9 mi from Weisinger Family Winery

Mary Lee

includes taxes & fees

29 Jun - 30 Jun

20. Plaza Inn & Suites at Ashland Creek

3.7 mi from Weisinger Family Winery

Tejinder

includes taxes & fees

29 Jun - 30 Jun

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Compare popular hotels close to Weisinger Family Winery

Property	Property class	Guest rating
Country Willows Inn and Estate	4.0 star property	9.8 Exceptional 37 reviews	View
Holiday Inn Express & Suites Ashland by IHG	2.5 star property	9.2 Wonderful 1,002 reviews	View
Best Western Windsor Inn	2.5 star property	9.0 Wonderful 1,002 reviews	View
Ashland Hills Hotel & Suites	3.0 star property	8.8 Excellent 1,494 reviews	View
Ashland Street Inn	2.5 star property	7.8 Good 677 reviews	View

Top Weisinger Family Winery Hotel Reviews

Comfort Inn & Suites Ashland

10/10 Excellent

"The room was very clean and breakfast was great."

Palm Cottages

10/10 Excellent

"The room was very clean, something as a former maid I always look for. Staff was very helpful. We loved the soaps and staff was great about finding which particular soap brand used and even a store location for us. Motel was quiet at night and the beds were very comfortable. Kitchenette was perfect for our needs, we didn't plan to cook any meals but morning tea and coffee were much appreciated. The atmosphere was the best, quirky, retro, but not weirdly so, with peaceful colors and beautiful artwork. The patio area is stunning, a work of art. In all, if we come back to Ashland for more Shakespeare Festival fun the PALM will be our first choice for lodging! Oh, and seeing a deer calmly grazing on the wildflowers added to the fun!"

Plaza Inn & Suites at Ashland Creek

8/10 Good

"We always stay for five days at the Plaza Inn, and we like almost everything about it! Here are some very very easy breakfast ideas to break the monotony: hash browns with AND without cheese rather than just cheesy ones; egg frittata rather than scrambled only; oatmeal in addition to Cheerios and Raisin Bran; and plain yogurt rather than relentless vanilla. We love the location, beds, showers, and quiet. Thank you."

The Peerless Hotel by WanderLodges

8/10 Good

"We loved our stay at The Peerless. The room was beautiful and comfortable and the hotel’s lobby, back room, and patio are lovely for hanging out in. The in-room coffee needs filters and a suggestion of amount for those of us who are coffee making impaired. We would stay here again!"

Best Western Windsor Inn

8/10 Good

"The individual at the front desk was unpleasant and unhelpful to my wife on the morning of check out, and when I went down to fetch the items, she was in the same mood. Later in the morning at check out, her day had apparently not gotten any better with the progression of guests. On the high side, I enjoyed the use of the pool/hot tub area, but it did not appear to be cleaned overnight. I used the gym/work out space (they were quite strict about the time to go in), but again the place was not particularly clean, with cups and towels around, when I was the very first individual present in the morning. The breakfast helper was pleasant, and the food reasonably palatable. For novelty sake I tried the pancake making machine, perhaps version 2.0 will be more effective at actually completely cooking the pancakes. The vista was beautiful, and the setting sun against the mountains and trees while relaxing in the hot tub was almost Elizabethan magic (especially after A Midsummer's Night Dream)."

Hotels near other Weisinger Family Winery attractions

Lithia Park

9.6/5 (1,250 reviews)

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

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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, take a look at the 8 hotels and other accommodation options you'll find within a mile.

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

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 1.3 mi (2 km) from Weisinger Family Winery. Other good options within 5 miles include Prospero's Flagship Inn and Stratford Inn.

How many hotels will I find near Weisinger Family Winery?

Expedia has 8 hotels and other accommodation options 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! The majority of hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to get the best deals near Weisinger Family Winery.

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 Angus Bowmer Theatre if you're interested in local theatre. You might spend a leisurely day outdoors at Lithia Park and North Mountain Park.

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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. Ashland Street Inn

6. Relax Inn At Ashland

7. Cedarwood Inn of Ashland

8. Timbers INN and Suites

9. Palm Cottages

10. Prospero's Flagship Inn

11. Stratford Inn

12. Ashland Motel - Oregon

13. The Peerless Hotel by WanderLodges

14. Winchester Inn

15. Ashland Commons Hostel

16. Ashland Springs Hotel

17. McCall House Boutique Inn

18. A Cowslip's Belle Inn

19. Arden Forest Inn

20. Plaza Inn & Suites at Ashland Creek

Compare popular hotels close to Weisinger Family Winery

Top Weisinger Family Winery Hotel Reviews

Comfort Inn & Suites Ashland

Hotels near other Weisinger Family Winery attractions

Lithia Park

Frequently asked questions