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

Our top choices for Weisinger Family Winery hotels

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

Country Willows Inn and Estate

1.6 km from Weisinger Family Winery

Steve

฿8,478 total

includes taxes & fees

22 Jun - 23 Jun

Holiday Inn Express & Suites Ashland by IHG

1.8 km from Weisinger Family Winery

Yufan

฿4,815 total

includes taxes & fees

12 Jul - 13 Jul

Best Western Windsor Inn

2 km from Weisinger Family Winery

Angela

฿4,087 total

includes taxes & fees

19 Jul - 20 Jul

Ashland Hills Hotel & Suites

2 km from Weisinger Family Winery

Kimberly

฿5,259 total

includes taxes & fees

22 Jun - 23 Jun

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

Ashland Street Inn

2.2 km from Weisinger Family Winery

barbarella

฿4,043 total

includes taxes & fees

24 Jun - 25 Jun

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

Relax Inn At Ashland

2 km from Weisinger Family Winery

Stu

฿2,999 total

includes taxes & fees

30 Jun - 1 Jul

Cedarwood Inn of Ashland

2.4 km from Weisinger Family Winery

EDWARD

฿4,594 total

includes taxes & fees

22 Jun - 23 Jun

Timbers INN and Suites

3.3 km from Weisinger Family Winery

Kristina

฿2,944 total

includes taxes & fees

19 Jul - 20 Jul

Prospero's Flagship Inn

3.7 km from Weisinger Family Winery

Tim

฿3,793 total

includes taxes & fees

6 Jul - 7 Jul

Palm Cottages

3.9 km from Weisinger Family Winery

Karin

฿7,013 total

includes taxes & fees

28 Jun - 29 Jun

Stratford Inn

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

Teresa

฿5,856 total

includes taxes & fees

5 Jul - 6 Jul

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

Ashland Motel - Oregon

3.8 km from Weisinger Family Winery

Rachel

฿2,754 total

includes taxes & fees

29 Jun - 30 Jun

The Peerless Hotel by WanderLodges

Historic Railroad District, 5.2 km from Weisinger Family Winery

Errol

฿7,584 total

includes taxes & fees

20 Jul - 21 Jul

Ashland Commons Hostel

5.3 km from Weisinger Family Winery

John

฿2,547 total

includes taxes & fees

22 Jun - 23 Jun

Winchester Inn

Historic Downtown District, 5.3 km from Weisinger Family Winery

Peter

฿10,109 total

includes taxes & fees

29 Jun - 30 Jun

Ashland Springs Hotel

Historic Downtown District, 5.4 km from Weisinger Family Winery

nir

฿6,626 total

includes taxes & fees

22 Jun - 23 Jun

McCall House Boutique Inn

Historic Downtown District, 5.7 km from Weisinger Family Winery

John

฿9,924 total

includes taxes & fees

22 Jun - 23 Jun

A Cowslip's Belle Inn

6.1 km from Weisinger Family Winery

Thu Trang

฿8,991 total

includes taxes & fees

29 Jun - 30 Jun

Plaza Inn & Suites at Ashland Creek

5.9 km from Weisinger Family Winery

Tejinder

฿5,922 total

includes taxes & fees

22 Jun - 23 Jun

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

Historic Downtown District, 5.9 km from Weisinger Family Winery

Joel

฿4,970 total

includes taxes & fees

5 Jul - 6 Jul

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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 1,000 reviews	View
Best Western Windsor Inn	2.5 star property	9.0 Wonderful 1,001 reviews	View
Ashland Hills Hotel & Suites	3.0 star property	8.8 Excellent 1,480 reviews	View
Ashland Street Inn	2.5 star property	7.8 Good 674 reviews	View

Top Weisinger Family Winery Hotel Reviews

Ashland Motel - Oregon

8/10 Good

"Room was clean. No housekeeping done by staff. AC worked fine. Staff friendly."

Relax Inn At Ashland

8/10 Good

"We stayed here for two separate weekends over my daughter's graduation time. Basic, clean rooms. Family-owned and friendly service. I did ask for an extra pillow in a single queen bed-room (there were 3 pillows), and the owner would not give me one, saying they only offer 3 pillows in that room. Better customer service would have just been to give me the pillow. Otherwise I found the staff friendly and responsive when I needed more towels, get another key card, etc. The refrigerator in the first room was too cold, and froze our food, but we turned it down and was perfectly functional. The beds and pillows were clean and comfortable, and the bathroom showers and tubs were a older but fine condition and very clean. I would stay again for the price and value of a basic motel."

Prospero's Flagship Inn

8/10 Good

"Rooms are very clean and comfortable. I have stayed at Flag Ship several times because it formerly offered pet-free rooms and spaces. I greatly appreciated this as I have severe allergies to all fur babies, even when just in close proximity to them. This time, I requested a pet free room away from pet-friendly rooms but had people on either side stay with their fur babies throughout the week. This was a bit disappointing. I hope this property will continue to offer pet-free rooms and spaces (away from pet-friendly rooms) for those who physically cannot tolerate furry pets."

Best Western Windsor Inn

10/10 Excellent

"This property is very nice. I haven't stayed at a BW for 30 years. I would definitely stay here again. We stayed in a King suite. The front desk was kind and helpful. Made us feel welcomed. The room was clean and well appointed. The bed was comfortable. They accommodated our pets and even gave us as part of the welcome, treats for the dogs and a sheet for the couch. That was really helpful in helping us to ensure our pets didn't negatively impact their furniture. Loved they did this. We will definitely be staying here again on out travel back to Mexico in the fall."

Timbers INN and Suites

8/10 Good

"This is an older hotel that is well maintained. The rooms are large, woth comfortable beds, large enough mini frig. We appreciate the table and two chairs. This is a great location and we can walk to the store, Pizza or Omar's for meals. We haven't used the pool. It's small but we've seen a family enjoy it. The staff is very friendly and helpful. We stay here frequently on our travels."

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

Country Willows Inn and Estate

Holiday Inn Express & Suites Ashland by IHG

Best Western Windsor Inn

Ashland Hills Hotel & Suites

Ashland Street Inn

Relax Inn At Ashland

Cedarwood Inn of Ashland

Timbers INN and Suites

Prospero's Flagship Inn

Palm Cottages

Stratford Inn

Ashland Motel - Oregon

The Peerless Hotel by WanderLodges

Ashland Commons Hostel

Winchester Inn

Ashland Springs Hotel

McCall House Boutique Inn

A Cowslip's Belle Inn

Plaza Inn & Suites at Ashland Creek

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

Compare popular hotels close to Weisinger Family Winery

Top Weisinger Family Winery Hotel Reviews

Ashland Motel - Oregon

Hotels near other Weisinger Family Winery attractions

Lithia Park

Frequently asked questions