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Find hotels near Windsor Ski Lift, Ashland from CA $105

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Our top choices for Windsor Ski Lift hotels

Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
11.4 km from Windsor Ski Lift
8.6 out of 10, Excellent, (1,387 reviews)
"great little place to stay!"
United States
Tim
The price is CA $129
CA $144 total
includes taxes & fees
Jul 20 - Jul 21
Prospero's Flagship Inn

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
8.8 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1,154 reviews)
"Callahan is a quaint resort in the woods. Staff is very friendly and accommodating. Great porch overlooking the woods."
United States
Janet
The price is CA $240
CA $265 total
includes taxes & fees
Aug 2 - Aug 3
Callahan's Mountain Lodge

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
10 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (37 reviews)
"Excellent Breakfast Room and lovely breakfast Staff was perfect ....... Enjoyed the entire experience 😎"
United States
Steve
The price is CA $360
CA $365 total
includes taxes & fees
Jul 9 - Jul 10
Country Willows Inn and Estate

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
11.3 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1,003 reviews)
"It was cut and had everything I needed, great walkability, easy access to the freeway and also close drive as well to most everything I wanted to do."
United States
Teresa
The price is CA $127
CA $141 total
includes taxes & fees
Jul 20 - Jul 21
Timbers INN and Suites

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 12.1 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (1,774 reviews)
"Lovely place to stay close to downtown"
United States
Teresa
The price is CA $217
CA $242 total
includes taxes & fees
Jul 12 - Jul 13
Stratford Inn

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
11.8 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1,515 reviews)
"Nice location"
United States
Prabhu
The price is CA $190
CA $227 total
includes taxes & fees
Aug 2 - Aug 3
Ashland Hills Hotel & Suites

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
11.9 km from Windsor Ski Lift
9.0 out of 10, Wonderful, (1,007 reviews)
"Great place"
United States
Angela
The price is CA $147
CA $163 total
includes taxes & fees
Aug 2 - Aug 3
Best Western Windsor Inn

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
11.6 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (1,003 reviews)
"Great big rooms. Super comfy beds, quiet rooms and great breakfast. Love this place"
United States
Sarah
The price is CA $193
CA $215 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express & Suites Ashland by IHG

Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
12.9 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (57 reviews)
"Great room, amenities, and staff"
United States
John
The price is CA $47
CA $110 total
includes taxes & fees
Jul 14 - Jul 15
Ashland Commons Hostel

Palm Cottages

Palm Cottages
2.5 star property
11.6 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (218 reviews)
"Check in and out was so easy with friendly staff. The room was perfect for our stay with a kitchen table, fridge & coffee maker - comfy size for all. Walkable to and from town and parking was a cinch. We'll definitely be back!"
United States
Karin
The price is CA $336
CA $374 total
includes taxes & fees
Aug 1 - Aug 2
Palm Cottages

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
12.9 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1,003 reviews)
"Great location close the theater. Would stay again"
United States
Tejinder
The price is CA $229
CA $255 total
includes taxes & fees
Aug 2 - Aug 3
Plaza Inn & Suites at Ashland Creek

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

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District, 12.8 km from Windsor Ski Lift
8.6 out of 10, Excellent, (1,002 reviews)
"Awesome location great breakfast older hotel but well maintained would stay again"
United States
Joel
The price is CA $192
CA $214 total
includes taxes & fees
Aug 3 - Aug 4
The Bard's Inn, BW Signature Collection by Best Western

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 12.3 km from Windsor Ski Lift
9.6 out of 10, Exceptional, (278 reviews)
"Our stay, as always, was wonderful! Our room was comfortable and clean, and we love the afternoon treats delivered to our room. The staff is always helpful and friendly, and you can’t beat the daily breakfasts. We also enjoy at least one delicious dinner at Alchemy, which always impresses. It’s an easy walk to shows during OSF and downtown shops and restaurants. We look forward to our return."
United States
Sara
The price is CA $325
CA $391 total
includes taxes & fees
Jul 12 - Jul 13
Winchester Inn

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
10.9 km from Windsor Ski Lift
7.4 out of 10, Good, (1,002 reviews)
"Solid stay. The bed was comfortable and the A/C worked great. The layout of the bathroom was a little strange with the sink in the bedroom, but the shower worked great."
United States
Candace
The price is CA $121
CA $135 total
includes taxes & fees
Aug 2 - Aug 3
Cedarwood Inn of Ashland

Ashland Street Inn

Ashland Street Inn
2.5 star property
11.7 km from Windsor Ski Lift
7.8 out of 10, Good, (679 reviews)
"Very nice"
United States
barbarella
The price is CA $155
CA $173 total
includes taxes & fees
Jul 23 - Jul 24
Ashland Street Inn

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
15.9 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1,015 reviews)
"The Comfort Inn was great in Ashland! It is centrally located (about a 5 min. drive to downtown and very close to the highway), staff is friendly and helpful, breakfast had great options, and the pool was refreshing! Our room was also great. We would recommend!"
United States
Kylie
The price is CA $154
CA $156 total
includes taxes & fees
Jul 12 - Jul 13
Comfort Inn & Suites Ashland

Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
11.5 km from Windsor Ski Lift
7.8 out of 10, Good, (230 reviews)
"Always enjoy staying here. Always parking. Easy to walk to our favorite breakfast spot - Mornjng Glory. Rooms are clean. It is quiet. Not walking distance to downtown but right next to campus."
United States
Rachel
The price is CA $131
CA $146 total
includes taxes & fees
Aug 4 - Aug 5
Ashland Motel - Oregon

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
11.7 km from Windsor Ski Lift
7.0 out of 10, Good, (524 reviews)
"This is a great economical alternative to chain motels. It was very clean, affordable and convenient."
United States
Stu
The price is CA $94
CA $105 total
includes taxes & fees
Aug 3 - Aug 4
Relax Inn At Ashland

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
15.4 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (1,003 reviews)
"Darling little spacious individual cottage, truly enjoyed our stay. Quick 5 minute drive to downtown."
United States
Cynthia
The price is CA $222
CA $254 total
includes taxes & fees
Aug 3 - Aug 4
Lithia Springs Resort

Paschal Winery

Paschal Winery
4.5 star property
19.6 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (19 reviews)
"Incredible experience, fabulous wine, wish we had stayed longer to soak in the beauty of the experience. "
United States
Frankie
The price is CA $182
CA $586 total
includes taxes & fees
Aug 5 - Aug 6
Paschal Winery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Compare popular hotels close to Windsor Ski Lift

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Front of property
Prospero's Flagship Inn
2.5 star property
8.6
Excellent
1,387 reviews
View
Exterior
Callahan's Mountain Lodge
3.0 star property
8.8
Excellent
1,154 reviews
View
Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas
Country Willows Inn and Estate
4.0 star property
9.8
Exceptional
37 reviews
View
Seasonal outdoor pool
Timbers INN and Suites
2.0 star property
8.8
Excellent
1,003 reviews
View
Indoor spa tub
Stratford Inn
2.5 star property
9.4
Exceptional
1,774 reviews
View

Top Windsor Ski Lift Hotel Reviews

Hotels near other Windsor Ski Lift attractions

Frequently asked questions

What's the area like around Windsor Ski Lift?
Windsor Ski Lift is located in a family-friendly area of Ashland known for its picturesque gardens and array of dining options. Ashland is home to 324 hotels and other accommodations, so you can find something that's perfect for your stay.
Where is the best place to stay near Windsor Ski Lift?
Prospero's Flagship Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. You'll find it 7.1 mi (11.4 km) from Windsor Ski Lift. Other good choices in the area include Ashland Hills Hotel & Suites and Callahan's Mountain Lodge.
If I need to cancel the hotel reservation for my stay near Windsor Ski Lift, will I receive a refund?
Yes, most hotel bookings are fully refundable as long as you cancel 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 may still be able to cancel and get a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then you can use the "fully refundable" filter to get the top deals on offer near Windsor Ski Lift.

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