Search Hotels Near Windsor Ski Lift, Ashland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
12 Jan - 13 Jan
Tomorrow
13 Jan - 14 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windsor Ski Lift hotels

Exterior
Callahan's Mountain Lodge

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, (1,174 reviews)
"Very friendly staff in a gorgeous setting! "
United States
Patrick
The price is ₹8,926
₹10,413 total
includes taxes & fees
15 Jan - 16 Jan
Callahan's Mountain Lodge
Front of property
Flagship Inn of Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
11.4 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1,213 reviews)
"The room was clean and the staff was courteous."
United States
John
The price is ₹5,173
₹5,768 total
includes taxes & fees
18 Jan - 19 Jan
Flagship Inn of Ashland
Indoor spa tub
Stratford Inn

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, (1,633 reviews)
"Fantastic place to stay"
United States
Cristina
Stratford Inn
Exterior
Holiday Inn Express & Suites Ashland by IHG

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, (1,007 reviews)
"It was a great hotel with breakfast"
United States
Fengmei
The price is ₹9,557
₹10,656 total
includes taxes & fees
21 Jan - 22 Jan
Holiday Inn Express & Suites Ashland by IHG
Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas
Country Willows Inn and Estate

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, (33 reviews)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Lobby sitting area
Ashland Hills Hotel & Suites

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, (1,476 reviews)
"What a great place to stay"
United States
christine
The price is ₹7,452
₹9,320 total
includes taxes & fees
25 Jan - 26 Jan
Ashland Hills Hotel & Suites
Garden
Ashland Springs Hotel

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District, 12.4 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location "
United States
Louis
The price is ₹6,254
₹8,326 total
includes taxes & fees
14 Jan - 15 Jan
Ashland Springs Hotel
Seasonal outdoor pool
Timbers INN and Suites

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
11.3 km from Windsor Ski Lift
8.6 out of 10, Excellent, (1,002 reviews)
"Courteous staff. Room was clean, and nice and hot for the winter cold outside. Plus, it's right next door to a great little pizza place!"
United States
Kevin
The price is ₹4,869
₹5,429 total
includes taxes & fees
15 Jan - 16 Jan
Timbers INN and Suites
Exterior
Best Western Windsor Inn

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, (1,001 reviews)
"Staff was incredibly friendly, kept the room clean and assisted us with food recommendations."
United States
Isaac
The price is ₹9,828
₹10,958 total
includes taxes & fees
1 Feb - 2 Feb
Best Western Windsor Inn
Front of property
Winchester Inn

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 12.3 km from Windsor Ski Lift
9.6 out of 10, Exceptional, (267 reviews)
"Beautiful B&B. This will now be our favorite stop in Ashland. "
United States
Willy
The price is ₹13,876
₹16,478 total
includes taxes & fees
14 Jan - 15 Jan
Winchester Inn
Interior detail
Relax Inn At Ashland

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
11.7 km from Windsor Ski Lift
6.8 out of 10, (499 reviews)
"Great family owned experience "
United States
Aliesje
The price is ₹4,958
₹5,529 total
includes taxes & fees
14 Jan - 15 Jan
Relax Inn At Ashland
Terrace/patio
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District, 12.6 km from Windsor Ski Lift
9.6 out of 10, Exceptional, (96 reviews)
"Cute hotel "
United States
Craig
The Peerless Hotel by WanderLodges
Outdoor dining
Plaza Inn & Suites at Ashland Creek

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, (1,011 reviews)
"Really beautiful area, and so close to downtown. Very clean, large rooms. "
United States
Quinn
Plaza Inn & Suites at Ashland Creek
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Living area
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
12.2 km from Windsor Ski Lift
10.0 out of 10, Exceptional, (7 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ₹10,414
₹23,575 total
includes taxes & fees
22 Jan - 23 Jan
Barclay Klum House by WanderLodges
Seasonal outdoor pool
Palm Cottages

Palm Cottages

Palm Cottages
2.5 star property
11.6 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (212 reviews)
"The room was not only spotless, but unique and very charming decor. It is like a little house and I wanted to stay another night just to enjoy reading in the little window nook!"
United States
Jennifer
The price is ₹13,703
₹15,279 total
includes taxes & fees
14 Jan - 15 Jan
Palm Cottages
Terrace/patio
A Cowslip's Belle Inn

A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
12.9 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (40 reviews)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is ₹12,172
₹18,599 total
includes taxes & fees
18 Jan - 19 Jan
A Cowslip's Belle Inn
Front of property
McCall House Boutique Inn

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 12.6 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (581 reviews)
"The room was very clean, meals were excellent. Staff was excellent."
United States
Renae
The price is ₹12,144
₹13,541 total
includes taxes & fees
1 Feb - 2 Feb
McCall House Boutique Inn
Garden view
Arden Forest Inn

Arden Forest Inn

Arden Forest Inn
4.0 star property
13.3 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (103 reviews)
"I really enjoyed my stay and wish it had been longer. Very quiet, comfortable room close to OSF and downtown. "
United States
Kurt
Arden Forest Inn
Lobby
The Bard's Inn, BW Signature Collection by Best Western

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, (1,005 reviews)
"Clean, great location"
United States
Elizabeth
The price is ₹9,468
₹10,557 total
includes taxes & fees
16 Jan - 17 Jan
The Bard's Inn, BW Signature Collection by Best Western
Front of property
Ashland Commons Hostel

Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
12.9 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (53 reviews)
"Nice hostel and clean rooms"
United States
EASWARAMOORTHI
The price is ₹3,246
₹7,238 total
includes taxes & fees
14 Jan - 15 Jan
Ashland Commons Hostel
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.
View all properties

Top Windsor Ski Lift Hotel Reviews

Stratford Inn

Stratford Inn

10/10 Excellent
"Nice free breakfast and coffee. "
Maribeth 1-night trip
Posted 3 days ago
Stratford Inn

Hotels near other Windsor Ski Lift attractions

Mount Ashland Ski Area

4.2/5 (136 reviews)
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
See properties

Comer Ski Lift

You can take time to visit Comer Ski Lift during your travels to Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
See properties

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 320 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 Stratford Inn 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 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.