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Oct 30 - Nov 1
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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, (1,800 reviews)
"very nice inn to stay."
United States
David
The price is CA $131
CA $146 total
includes taxes & fees
Nov 1 - Nov 2
Stratford Inn
A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

2. 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
9.4 out of 10, Exceptional, (1,009 reviews)
"Great option not too far from downtown Ashland. Clean and new, decent breakfast, oool and hot tub"
United States
Lorenzo
The price is CA $143
CA $159 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express & Suites Ashland by IHG
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

3. 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, (1,059 reviews)
"Clean rooms, good breakfast, conveniently located."
United States
Bill
The price is CA $146
CA $148 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn & Suites Ashland
Exterior

4. 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, (1,005 reviews)
"Great location, clean room, friendly staff"
United States
Ross
The price is CA $158
CA $176 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Windsor Inn
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

5. 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, (1,490 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 $86
CA $96 total
includes taxes & fees
Nov 1 - Nov 2
Prospero's Flagship Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

6. 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, (1,571 reviews)
"Clean rooms, nice location."
United States
Nicholas
The price is CA $137
CA $167 total
includes taxes & fees
Nov 23 - Nov 24
Ashland Hills Hotel & Suites
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

7. 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, (1,006 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 $86
CA $96 total
includes taxes & fees
Nov 1 - Nov 2
Timbers INN and Suites
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

8. 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, (1,013 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is CA $163
CA $181 total
includes taxes & fees
Nov 1 - Nov 2
Plaza Inn & Suites at Ashland Creek
An outdoor patio area with tables and chairs, string lights, and potted plants.

9. 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, (1,007 reviews)
"Location is perfect for Ashland."
United States
Duff
The price is CA $131
CA $168 total
includes taxes & fees
Nov 17 - Nov 18
Ashland Springs Hotel
Exterior

10. 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, (1,135 reviews)
"Gorgeous lodge in a beautiful location, and staff were so helpful/friendly!"
United States
Meena
The price is CA $141
CA $164 total
includes taxes & fees
Nov 14 - Nov 15
Callahan's Mountain Lodge
A two-story building with a wooden facade, large windows, and a front porch with chairs.

11. 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, (118 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 $115
CA $205 total
includes taxes & fees
Oct 28 - Oct 29
The Peerless Hotel by WanderLodges
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

12. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
12.9 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (75 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is CA $92
CA $102 total
includes taxes & fees
Oct 28 - Oct 29
Ashland Commons Hostel
A resort with a covered walkway, potted plants, and a statue.

13. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
15.4 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (1,005 reviews)
"Very well kept rooms, beautiful grounds and whole resort has a quiet calming quality."
United States
Steven
The price is CA $131
CA $161 total
includes taxes & fees
Nov 16 - Nov 17
Lithia Springs Resort
A large, two-story house with a wrap-around porch and a steeply pitched roof.

14. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 12.3 km from Windsor Ski Lift
9.6 out of 10, Exceptional, (291 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is CA $187
CA $231 total
includes taxes & fees
Nov 9 - Nov 10
Winchester Inn
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 $157
CA $354 total
includes taxes & fees
Oct 28 - Oct 29
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, (45 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 $271
CA $275 total
includes taxes & fees
Nov 4 - Nov 5
Country Willows Inn and Estate
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

17. 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 $144
CA $268 total
includes taxes & fees
Nov 9 - Nov 10
Hanna's House by WanderLodges
A Victorian-style building with ornate architectural details, large windows, and a red door.

18. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 12.6 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (619 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is CA $238
CA $265 total
includes taxes & fees
Nov 1 - Nov 2
McCall House Boutique Inn
A spacious lobby with a reception desk, seating area, and large windows.

19. 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, (1,012 reviews)
"Location is very convenient to nice walks, restaurants and shops."
United States
Thomas
The price is CA $139
CA $155 total
includes taxes & fees
Nov 26 - Nov 27
The Bard's Inn, BW Signature Collection by Best Western
A garden with a red pergola, a stone fountain, and purple flowers.

20. Arden Forest Inn

Arden Forest Inn
4.0 star property
13.3 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (115 reviews)
"Terrific in all aspects. Look forward to returning."
United States
Thomas
The price is CA $192
CA $214 total
includes taxes & fees
Nov 2 - Nov 3
Arden Forest 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 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 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
Exterior

Best Western Windsor Inn

2.5 star property
11.9 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
9.4
Exceptional
1,800 reviews
9.4
Exceptional
1,009 reviews
9.0
Wonderful
1,059 reviews
9.0
Wonderful
1,005 reviews
8.4
Very good
1,490 reviews
The price is CA $131
CA $146 total
includes taxes & fees
Nov 1 - Nov 2
The price is CA $143
CA $159 total
includes taxes & fees
Nov 16 - Nov 17
The price is CA $146
CA $148 total
includes taxes & fees
Nov 15 - Nov 16
The price is CA $158
CA $176 total
includes taxes & fees
Nov 2 - Nov 3
The price is CA $86
CA $96 total
includes taxes & fees
Nov 1 - Nov 2
  • 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
  • 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

Top Windsor Ski Lift Hotel Reviews

Ashland Springs Hotel

Ashland Springs Hotel

8/10 Good
"One of the nicer hotels in Ashland. Very comfortable bed and pillows! Condition could use some work - a bit worn here and there and the carpets could use an upgrade. Staff were nice, breakfast was good. Location can't be beat."
Carol 1-night trip
Posted 5 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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