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Our top choices for Windsor Ski Lift hotels

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
5.5 mi from Windsor Ski Lift
8.8 out of 10, Excellent, (1,161 reviews)
"we always enjoyed staying here. Love the ribeye and friendly staff. "
United States
Chunrong
The price is £107
includes taxes & fees
17 May - 18 May
Callahan's Mountain Lodge

Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
7.1 mi from Windsor Ski Lift
8.8 out of 10, Excellent, (1,311 reviews)
"Great room for a decent price. Check-in was easy and quick and room was clean and well laid out."
United States
Samantha
The price is £46
includes taxes & fees
27 May - 28 May
Prospero's Flagship Inn

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
7 mi from Windsor Ski Lift
8.6 out of 10, Excellent, (1,005 reviews)
"Really nice, and helpful owner/manager. Very upscale looking and newish feel. I'd stay there again."
United States
Michael
The price is £47
includes taxes & fees
21 May - 22 May
Timbers INN and Suites

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
7.2 mi from Windsor Ski Lift
9.2 out of 10, Wonderful, (1,009 reviews)
"Beautiful place, very spacious, good breakfast and very friendly staff."
United States
Kristin Ann
The price is £98
includes taxes & fees
25 May - 26 May
Holiday Inn Express & Suites Ashland by IHG

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
6.2 mi 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 £190
includes taxes & fees
14 May - 15 May
Country Willows Inn and Estate

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
7.3 mi from Windsor Ski Lift
8.8 out of 10, Excellent, (1,466 reviews)
"Clean room | Great Location | Visiting 4th time"
United States
Milind
The price is £100
includes taxes & fees
18 May - 19 May
Ashland Hills Hotel & Suites

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 7.5 mi from Windsor Ski Lift
9.4 out of 10, Exceptional, (1,754 reviews)
"Great place to stay when in Ashland, great location and staff."
United States
Lori
The price is £88
includes taxes & fees
24 May - 25 May
Stratford Inn

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
7.4 mi from Windsor Ski Lift
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean quiet rooms and plenty of shops nearby"
United States
Michelle
The price is £82
includes taxes & fees
31 May - 1 Jun
Best Western Windsor Inn

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District, 7.7 mi from Windsor Ski Lift
9.2 out of 10, Wonderful, (1,012 reviews)
"Hotel was older but nice and very comfortable ! Would stay again. "
United States
Kelly
The price is £98
includes taxes & fees
25 May - 26 May
Ashland Springs Hotel

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, 7.9 mi from Windsor Ski Lift
8.6 out of 10, Excellent, (1,015 reviews)
"Conveniently located to downtown."
United States
Katelin
The price is £83
includes taxes & fees
18 May - 19 May
The Bard's Inn, BW Signature Collection by Best Western

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
8 mi from Windsor Ski Lift
8.8 out of 10, Excellent, (1,012 reviews)
"Property was nice and centrally located to downtown Ashland. "
United States
Cheryl
The price is £96
includes taxes & fees
17 May - 18 May
Plaza Inn & Suites at Ashland Creek

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District, 7.8 mi from Windsor Ski Lift
9.6 out of 10, Exceptional, (105 reviews)
"Lovely stay."
United States
John
The price is £129
includes taxes & fees
18 May - 19 May
The Peerless Hotel by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
7.6 mi from Windsor Ski Lift
10.0 out of 10, Exceptional, (8 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is £204
includes taxes & fees
17 May - 18 May
Barclay Klum House by WanderLodges

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
9.6 mi from Windsor Ski Lift
9.4 out of 10, Exceptional, (1,013 reviews)
"Great amenities, very comfortable rooms, pretty spot. "
United States
Willy
The price is £100
includes taxes & fees
25 May - 26 May
Lithia Springs Resort

Arden Forest Inn

Arden Forest Inn
4.0 star property
8.2 mi from Windsor Ski Lift
9.8 out of 10, Exceptional, (103 reviews)
"Beautiful property, great location, friendly owner."
United States
Brian
The price is £138
includes taxes & fees
14 May - 15 May
Arden Forest Inn

Palm Cottages

Palm Cottages
2.5 star property
7.2 mi from Windsor Ski Lift
9.2 out of 10, Wonderful, (213 reviews)
"Great little place! Will definitely stay there again. "
United States
John
The price is £167
includes taxes & fees
14 May - 15 May
Palm Cottages

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
6.8 mi from Windsor Ski Lift
7.4 out of 10, Good, (1,000 reviews)
"We’ve stayed here twice. Nice place for reasonable price."
United States
Mai
The price is £67
includes taxes & fees
21 May - 22 May
Cedarwood Inn of Ashland

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 7.6 mi from Windsor Ski Lift
9.6 out of 10, Exceptional, (275 reviews)
"Lovely establishment, made to order breakfast, easy walking to theaters. "
United States
Peter
The price is £244
includes taxes & fees
25 May - 26 May
Winchester Inn

Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
7.1 mi from Windsor Ski Lift
7.8 out of 10, Good, (222 reviews)
"Clean Room, Very helpful and responsive staff! We appreciate the renovation and the hardwood floors are lovely! "
United States
Brycken
The price is £59
includes taxes & fees
17 May - 18 May
Ashland Motel - Oregon

A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
8 mi from Windsor Ski Lift
9.8 out of 10, Exceptional, (42 reviews)
"Cowslip’s Belle Inn was like walking through a Lord of the Rings scene with all the vibrant colors and even a koi pond. The hosts were amazing! They guided me into the town, welcomed me to their area and gave recommendations for nearby wineries. I’ll be back for an extended stay. "
United States
SHAWNDA
The price is £151
includes taxes & fees
14 May - 15 May
A Cowslip's Belle Inn
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
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Exterior
Callahan's Mountain Lodge
3.0 star property
8.8
Excellent
1,161 reviews
View
Front of property
Prospero's Flagship Inn
2.5 star property
8.8
Excellent
1,311 reviews
View
Seasonal outdoor pool
Timbers INN and Suites
2.0 star property
8.6
Excellent
1,005 reviews
View
Exterior
Holiday Inn Express & Suites Ashland by IHG
2.5 star property
9.2
Wonderful
1,009 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

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 319 hotels and other accommodation options, so you can find something that's perfect for your stay.
Where is the best place to stay near Windsor Ski Lift?
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. You'll find it 7.3 mi (11.8 km) from Windsor Ski Lift. Other good choices in the area include Prospero's Flagship Inn and Stratford Inn.
If I need to cancel the hotel reservation for my stay near Windsor Ski Lift, will I receive a refund?
Yes! Most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and get a refund within 24 hours of booking. Add dates, click "Search", then you can filter by "fully refundable" to view the best options available near Windsor Ski Lift.