Windsor Ski Lift Tours

Popular places to visit

Being the tallest peak in the Siskiyou Mountains, Mt. Ashland offers excellent panoramic views, year round. The ski resort is relatively small, but the runs are steep and a few have cornice drops and chutes. It's a half hour drive from the town of Ashland in good weather. This photo was taken pre-season near the peak after a short yet strenuous ascent. #WeekendGetaway

Mount Ashland Ski Area

4/5(70 reviews)

Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area.

Mount Ashland Ski Area
Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway

Oregon Shakespeare Festival

4.5/5(265 reviews)

You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Oregon Shakespeare Festival

Comer Ski Lift

You can take time to visit Comer Ski Lift during your travels to Ashland. Discover the top-notch restaurants and lively festivals in this walkable area.

Comer Ski Lift

Ariel Ski Lift

3/5(1 review)

You can take time to visit Ariel Ski Lift during your travels to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Ariel Ski Lift

Bull Gap Lower Trailhead

3/5(1 review)

You can take time to visit Bull Gap Lower Trailhead during your travels to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Bull Gap Lower Trailhead

Lithia Artisans Market

4.5/5(3 reviews)

You can find out about the history of Ashland with a trip to Lithia Artisans Market. Experience the lively festivals and entertainment choices in this walkable area.

Lithia Artisans Market

Best Lodging Options Near Windsor Ski Lift

Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Flagship Inn of Ashland
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Ashland Hills Hotel & Suites
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South, Ashland, OR
Callahan's Mountain Lodge
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
Stratford Inn
Country Willows Inn and Estate

Country Willows Inn and Estate

4 out of 5
1313 Clay St, Ashland, OR
Country Willows Inn and Estate
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street, Ashland, OR
Timbers INN and Suites
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd, 1801, Ashland, OR
Cedarwood Inn of Ashland
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
Ashland Springs Hotel
Best Western Windsor Inn

Best Western Windsor Inn

2.5 out of 5
2520 Ashland St, Ashland, OR
Best Western Windsor Inn
See all 748 properties in Windsor Ski Lift
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.

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