Find hotels near Windsor Ski Lift, Ashland from ￥9,400

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Compare 763 hotels close to Windsor Ski Lift with room rates, reviews, and availability. Most hotels are fully refundable.

Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
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, (1175)
"Loved our visit there, staff was top notch"
United States
Michael
The price is ￥15,385
￥17,959 total
includes taxes & fees
Dec 7 - Dec 8
Callahan's Mountain Lodge
Free daily on-the-go breakfast
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, (1186)
"The room was clean and the staff was very friendly. Would definitely stay again."
Canada
Susan
The price is ￥10,034
￥11,188 total
includes taxes & fees
Dec 27 - Dec 28
Flagship Inn of Ashland
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3.0 star property
11.8 km from Windsor Ski Lift
9.0 out of 10, Wonderful, (1518)
"I love staying here because the decoration is so great and the food and service is phenomenal."
United States
Roxane
The price is ￥12,958
￥16,004 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Ashland Hills Hotel & Suites
Exterior
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, (1012)
"Clean and friendly staff"
United States
Liza Rene
The price is ￥13,244
￥14,768 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express & Suites Ashland by IHG
Exterior detail
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, (1605)
"Friendly staff, nice hot tub.clean room."
United States
Ann
The price is ￥14,000
￥15,610 total
includes taxes & fees
Dec 15 - Dec 16
Stratford Inn
Free daily full breakfast
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)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Bar (on property)
Winchester Inn

Winchester Inn

3.5 star property
Historic Downtown District, 12.3 km from Windsor Ski Lift
9.6 out of 10, Exceptional, (258)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
United States
Laura
The price is ￥43,751
￥51,183 total
includes taxes & fees
Dec 24 - Dec 25
Winchester Inn
Garden
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, (1015)
"Always a great place to stay in downtown. This historic hotel has lots of charm and rooms with downtown view are fun."
United States
aurora
The price is ￥16,542
￥20,777 total
includes taxes & fees
Dec 10 - Dec 11
Ashland Springs Hotel
Seasonal outdoor pool
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, (1009)
"It was a great overall experience and we liked the accessibility to main Ashland. Comfy bed, nice shower. "
United States
Sequoyah
The price is ￥9,800
￥10,927 total
includes taxes & fees
Dec 15 - Dec 16
Timbers INN and Suites
Exterior
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, (1009)
"Location was convenient for traveling thru Ashland, but not so convenient if you wish to attend the Festival as you have to drive into town. "
United States
Janet
The price is ￥16,956
￥18,907 total
includes taxes & fees
Dec 15 - Dec 16
Best Western Windsor Inn
Outdoor dining
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, (1010)
"Desk staff was very nice room clean and quiet"
United States
Richard
Plaza Inn & Suites at Ashland Creek
Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views | Premium bedding, pillowtop beds, individually decorated
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, (95)
"A lovely spot to stay! Our room was beautifully furnished and cozy with a historic charm. The outdoor balcony was a great way to wake up with a cup of coffee. Within walking distance of the theaters and downtown. "
United States
Matthew
The Peerless Hotel by WanderLodges
Standard Room, 1 King Bed (Newly Redone) | Down comforters, desk, laptop workspace, blackout drapes
Relax Inn At Ashland

Relax Inn At Ashland

1.5 star property
11.7 km from Windsor Ski Lift
6.8 out of 10, (495)
"The rooms are clean,everything worked, the price was right, very inexpensive. "
United States
Fred
The price is ￥13,634
￥15,201 total
includes taxes & fees
Dec 4 - Dec 5
Relax Inn At Ashland
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
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, (6)
"Great ~ memorable stay. "
United States
Melissa
The price is ￥21,714
￥44,221 total
includes taxes & fees
Dec 15 - Dec 16
Barclay Klum House by WanderLodges
Lobby
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, (1008)
"The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel"
United States
Suzanne
The price is ￥16,335
￥18,214 total
includes taxes & fees
Dec 15 - Dec 16
The Bard's Inn, BW Signature Collection by Best Western
Seasonal outdoor pool
Palm Cottages

Palm Cottages

2.5 star property
11.6 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (211)
"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 ￥26,946
￥30,045 total
includes taxes & fees
Dec 3 - Dec 4
Palm Cottages
Garden
Ashland Commons Hostel

Ashland Commons Hostel

2.0 star property
12.9 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (50)
"Nice hostel and clean rooms"
United States
EASWARAMOORTHI
The price is ￥2,831
￥9,400 total
includes taxes & fees
Dec 11 - Dec 12
Ashland Commons Hostel
Main House | Terrace/patio
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)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is ￥21,001
￥32,089 total
includes taxes & fees
Dec 11 - Dec 12
A Cowslip's Belle Inn
Garden
Arden Forest Inn

Arden Forest Inn

4.0 star property
13.3 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (103)
"Comfortable and close to downtown. Even though some reviews and the map say there is breakfast; there is none."
United States
Janice
Arden Forest Inn
Front of property
Lithia Springs Resort

Lithia Springs Resort

3.0 star property
15.4 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (1012)
"Our stay was magical!"
United States
Maryah
Lithia Springs Resort
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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Top Windsor Ski Lift Hotel Reviews

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"I love staying here because the decoration is so great and the food and service is phenomenal."
Roxane 1-night trip
Posted 8 hours ago
Ashland Hills Hotel & Suites

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 lively festivals 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 lively festivals in this walkable 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 318 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?
Flagship Inn of Ashland 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 Callahan's Mountain Lodge and Ashland Hills Hotel & Suites.
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.
Where can I learn more about changing or cancelling my trip in the area near Windsor Ski Lift?
For more details about picking new dates or cancelling your stay near Windsor Ski Lift, click here.

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