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Nov 20 - Nov 22
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Our top choices for Windsor Ski Lift hotels

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

1. 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, (1,808 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is CA $108
CA $120 total
includes taxes & fees
Nov 16 - Nov 17
Stratford Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

2. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
15.9 km from Windsor Ski Lift
9.0 out of 10, Wonderful, (1,071 reviews)
"Clean rooms, good breakfast, conveniently located."
United States
Bill
The price is CA $141
CA $143 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Inn & Suites Ashland
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

3. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
11.4 km from Windsor Ski Lift
8.4 out of 10, Very good, (1,499 reviews)
"We enjoyed our stay very much. The location was good; the staff great and our room was very nice"
United States
Mary
The price is CA $70
CA $78 total
includes taxes & fees
Nov 16 - Nov 17
Prospero's Flagship Inn
A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

4. 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, (1,001 reviews)
"Very friendly staff."
Canada
Tanis
The price is CA $137
CA $153 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Ashland by IHG
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

5. 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, (1,576 reviews)
"Great hotel!"
United States
Nicholas
The price is CA $136
CA $166 total
includes taxes & fees
Nov 18 - Nov 19
Ashland Hills Hotel & Suites
A grand lobby with a high ceiling, large windows, and a central staircase.

6. 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, (1,004 reviews)
"Cutest hotel ever! Will stay again."
Canada
Tamara
The price is CA $121
CA $157 total
includes taxes & fees
Dec 14 - Dec 15
Ashland Springs Hotel
Exterior

7. 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, (1,000 reviews)
"Great location, clean room, friendly staff"
United States
Ross
The price is CA $162
CA $180 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Windsor Inn
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

8. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
15.4 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (1,002 reviews)
"Well maintained, affordable delicious breakfast, clean rooms"
United States
Christina
The price is CA $134
CA $164 total
includes taxes & fees
Nov 16 - Nov 17
Lithia Springs Resort
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

9. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
12.9 km from Windsor Ski Lift
9.0 out of 10, Wonderful, (1,003 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is CA $166
CA $185 total
includes taxes & fees
Nov 16 - Nov 17
Plaza Inn & Suites at Ashland Creek
A two-story building with a wooden facade, large windows, and a front porch with chairs.

10. 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, (121 reviews)
"My room was clean, bed was comfortable. It was really nice and central to restaurants, coffee shops and downtown. It was nice having a door code instead of keys etc. would stay here again"
Canada
Lindsay
The price is CA $118
CA $209 total
includes taxes & fees
Nov 23 - Nov 24
The Peerless Hotel by WanderLodges
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

11. 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, (1,000 reviews)
"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."
United States
Sarah
The price is CA $97
CA $108 total
includes taxes & fees
Nov 22 - Nov 23
Timbers INN and Suites
Exterior

12. 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, (1,124 reviews)
"Cozy getaway. Loved our stay here."
United States
Cameron
The price is CA $124
CA $148 total
includes taxes & fees
Dec 11 - Dec 12
Callahan's Mountain Lodge
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

13. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
12.9 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (76 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is CA $100
CA $112 total
includes taxes & fees
Nov 16 - Nov 17
Ashland Commons Hostel
A spacious lobby with a reception desk, seating area, and large windows.

14. 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
8.4 out of 10, Very good, (1,000 reviews)
"Love this place"
United States
Jess
The price is CA $115
CA $128 total
includes taxes & fees
Nov 24 - Nov 25
The Bard's Inn, BW Signature Collection by Best Western
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

15. 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, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is CA $148
CA $348 total
includes taxes & fees
Nov 16 - Nov 17
Barclay Klum House by WanderLodges
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.

16. 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, (46 reviews)
"A beautiful serene landscape compliments the beautifully decorated and very comfy rooms. Beds and pillows were divine. Breakfast was epicurean."
United States
Diane
The price is CA $235
CA $239 total
includes taxes & fees
Nov 16 - Nov 17
Country Willows Inn and Estate
A large, two-story house with a wrap-around porch and a steeply pitched roof.

17. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 12.3 km from Windsor Ski Lift
9.6 out of 10, Exceptional, (292 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is CA $171
CA $212 total
includes taxes & fees
Nov 16 - Nov 17
Winchester Inn
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

18. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District, 12.3 km from Windsor Ski Lift
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is CA $131
CA $255 total
includes taxes & fees
Nov 19 - Nov 20
Hanna's House by WanderLodges
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

19. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
12.3 km from Windsor Ski Lift
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is CA $197
CA $426 total
includes taxes & fees
Nov 16 - Nov 17
The Mountain Ave House by WanderLodges
A Victorian-style building with ornate architectural details, large windows, and a red door.

20. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 12.6 km from Windsor Ski Lift
9.6 out of 10, Exceptional, (621 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is CA $225
CA $251 total
includes taxes & fees
Nov 17 - Nov 18
McCall House Boutique 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.
View all properties

Compare top hotels near Windsor Ski Lift

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

Stratford Inn

2.5 star property
Siskiyou-Hargadine Historic District, 12.1 km from Windsor Ski Lift
View
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

Comfort Inn & Suites Ashland

2.5 star property
15.9 km from Windsor Ski Lift
View
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

Prospero's Flagship Inn

2.5 star property
11.4 km from Windsor Ski Lift
View
A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

Holiday Inn Express & Suites Ashland by IHG

2.5 star property
11.6 km from Windsor Ski Lift
View
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

Ashland Hills Hotel & Suites

3.0 star property
11.8 km from Windsor Ski Lift
View
9.4
Exceptional
1,808 reviews
9.0
Wonderful
1,071 reviews
8.4
Very good
1,499 reviews
9.2
Wonderful
1,001 reviews
8.8
Excellent
1,576 reviews
The price is CA $108
CA $120 total
includes taxes & fees
Nov 16 - Nov 17
The price is CA $141
CA $143 total
includes taxes & fees
Dec 14 - Dec 15
The price is CA $70
CA $78 total
includes taxes & fees
Nov 16 - Nov 17
The price is CA $137
CA $153 total
includes taxes & fees
Dec 14 - Dec 15
The price is CA $136
CA $166 total
includes taxes & fees
Nov 18 - Nov 19
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Top Windsor Ski Lift Hotel Reviews

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"What a gorgeous hotel! Glamorous. Comfortable, conveniently located. We were traveling with our dogs. The beds were comfortable. Loved this place!"
gail 1-night trip
Posted 10 hours ago
Ashland Springs Hotel

Other attractions near Windsor Ski Lift

Mount Ashland Ski Area

8.6/10 (228 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

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 303 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?
Ashland Hills Hotel & Suites is one of the top choices for your stay based on our traveler 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 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.
What can I see and do near Windsor Ski Lift?
Explore nature at Bull Gap Lower Trailhead and Winburn Mountain. If you're looking for something to do, plan a visit to Mount Ashland Ski Area, Comer Ski Lift, and Ariel Ski Lift while you're in the area. If you want to see more of the surrounding area, you can plan a visit to Tashi Choling Buddhist Center and Lithia Artisans Market.

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