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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.
A hotel sign with the name "Straford Inn" and a stone pillar.
A lobby with leather sofas, a rug, and lamps.
An outdoor patio with a fire pit, seating, and potted plants.

1. Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District, 12.1 km from Windsor Ski Lift
United States
David
CA $122
CA $136 total
includes taxes & fees
Oct 14 - Oct 15
Stratford Inn
A wooden balcony with a view of a forested area.
A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.
An outdoor dining area with round tables, white chairs, and umbrellas.

2. Callahan's Mountain Lodge

Callahan's Mountain Lodge
8.8 km from Windsor Ski Lift
United States
Karen
CA $173
CA $196 total
includes taxes & fees
Oct 5 - Oct 6
Callahan's Mountain Lodge
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, a framed picture on the wall, a mirror above the sink, and striped carpeting.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.

3. Prospero's Flagship Inn

Prospero's Flagship Inn
11.4 km from Windsor Ski Lift
United States
Denise
CA $93
CA $103 total
includes taxes & fees
Sep 29 - Sep 30
Prospero's Flagship Inn
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.
A multi-story building with a modern architectural design, featuring a mix of balconies and windows.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.

4. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
11.6 km from Windsor Ski Lift
United States
Adam
CA $134
CA $150 total
includes taxes & fees
Oct 26 - Oct 27
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.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.
A bar area with a high ceiling, a TV mounted on the wall, and a bar counter with various bottles.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.

5. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
11.8 km from Windsor Ski Lift
United States
Krishnaharsha
CA $160
CA $193 total
includes taxes & fees
Oct 25 - Oct 26
Ashland Hills Hotel & Suites
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

6. Best Western Windsor Inn

Best Western Windsor Inn
11.9 km from Windsor Ski Lift
United States
Dennis
CA $159
CA $177 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Windsor Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.
A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

7. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
15.9 km from Windsor Ski Lift
United States
Amber
CA $159
CA $161 total
includes taxes & fees
Oct 5 - Oct 6
Comfort Inn & Suites Ashland
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.
A living room with a sofa, armchair, coffee table, and a TV. There are plants, a lamp, and a bookshelf.
A man sitting at a table with a notebook, writing. The table has a cup, a small plant, and some pumpkins on it.

8. Ashland Commons Hostel

Ashland Commons Hostel
12.9 km from Windsor Ski Lift
United States
Brenda
CA $87
CA $98 total
includes taxes & fees
Oct 11 - Oct 12
Ashland Commons Hostel
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.
A room with a large puzzle on a table, a lamp, a chair, a plant, and a window with a view of a building.
A traditional living room with a fireplace, patterned furniture, and large windows with curtains.
A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.

9. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
12.9 km from Windsor Ski Lift
United States
Alan
CA $228
CA $254 total
includes taxes & fees
Sep 28 - Sep 29
Plaza Inn & Suites at Ashland Creek
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.
A kitchen with white cabinets, a microwave, and a window with curtains.
A living room with a glass coffee table, a television, a chair, and a view of mountains through the window.
A spacious living room with a large TV, comfortable seating, and a chandelier.

10. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
12.2 km from Windsor Ski Lift
United States
Melissa
CA $183
CA $386 total
includes taxes & fees
Sep 28 - Sep 29
Barclay Klum House by WanderLodges
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.
A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.
A garden with a pond, stone walls, and various plants.

11. Country Willows Inn and Estate

Country Willows Inn and Estate
10 km from Windsor Ski Lift
United States
raymon
CA $358
CA $364 total
includes taxes & fees
Sep 28 - Sep 29
Country Willows Inn and Estate
A resort with a covered walkway, potted plants, and a statue.
A well-maintained garden with a paved walkway, surrounded by lush greenery and trees.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A two-story house with a porch, a staircase, and a garden.

12. Lithia Springs Resort

Lithia Springs Resort
15.4 km from Windsor Ski Lift
United States
Steven
CA $193
CA $224 total
includes taxes & fees
Oct 27 - Oct 28
Lithia Springs Resort
A spacious lobby with a reception desk, seating area, and large windows.
A spacious living room with large windows, dark wooden flooring, and a cozy seating area with multiple chairs and a bench.
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.

13. The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District, 12.8 km from Windsor Ski Lift
United States
Dawn
CA $239
CA $267 total
includes taxes & fees
Sep 28 - Sep 29
The Bard's Inn, BW Signature Collection by Best Western
A large, two-story house with a wrap-around porch and a steeply pitched roof.
A bar with multiple shelves of bottles, tables, and chairs arranged for patrons.
A kitchen with a built-in island, pendant lighting, and a view into the dining area.
A modern living room with a sofa, coffee table, and a TV. There is a large window with curtains, a mirror, and a view of a bedroom.

14. Winchester Inn

Winchester Inn
Historic Downtown District, 12.3 km from Windsor Ski Lift
United States
Deirdre
CA $217
CA $266 total
includes taxes & fees
Oct 26 - Oct 27
Winchester Inn
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.
A hotel room with a bed, a mirror, a round mirror, a door leading to a bathroom, a nightstand with a lamp, and a framed picture on the wall.
A compact living space with a kitchenette, a sofa, a coffee maker, and a small refrigerator.
A well-maintained garden with a variety of plants and a wooden fence.

15. Palm Cottages

Palm Cottages
11.6 km from Windsor Ski Lift
United States
Eric
CA $284
CA $317 total
includes taxes & fees
Sep 28 - Sep 29
Palm Cottages
A hotel room with two beds, a large framed picture of a mountain, a lamp, and a window with curtains.
A modern living room with a brown leather sofa, a black coffee table, and a kitchen area with wooden cabinets and a marble backsplash.
A hotel kitchen with marble tiles, a coffee machine, a refrigerator, and a counter with various items.
A reception area with a wooden counter, a clock, a television, and a window with blinds.

16. Baymont by Wyndham

Baymont by Wyndham
11.7 km from Windsor Ski Lift
United States
James D.
CA $111
CA $123 total
includes taxes & fees
Oct 4 - Oct 5
Baymont by Wyndham
A hotel room with a desk, laptop, two beds, and a round mirror.
A clear swimming pool with a wooden fence, surrounded by lounge chairs.
A pathway leading to a building with a decorative archway, surrounded by flowering trees and a well-maintained lawn.
A coffee machine with a digital display, a coffee pot, a cup, and a coffee pod.

17. Ashland Motel - Oregon

Ashland Motel - Oregon
11.5 km from Windsor Ski Lift
United States
Madrik A.
CA $110
CA $122 total
includes taxes & fees
Sep 28 - Sep 29
Ashland Motel - Oregon
An outdoor patio area with tables and chairs, string lights, and potted plants.
A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.
A grand lobby with a high ceiling, large windows, and a central staircase.
A building with a snow-covered entrance and a tree in the foreground.

18. Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District, 12.4 km from Windsor Ski Lift
United States
Susan
CA $193
CA $238 total
includes taxes & fees
Oct 28 - Oct 29
Ashland Springs Hotel
A spacious kitchen with a central island, bar stools, and a fireplace.
A cozy living room with a sofa, a woven hanging chair, a round pouf, and a large abstract painting.
A modern bathroom with a sink, mirror, and toiletries.
A modern kitchen with a large island, white cabinetry, and a view of the city.

19. Paschal Winery

Paschal Winery
19.6 km from Windsor Ski Lift
United States
Christine
CA $170
CA $571 total
includes taxes & fees
Oct 5 - Oct 6
Paschal Winery
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.
A grand staircase with wooden balusters and a carpeted landing.
A garden pathway leading to a building with a pergola and hanging flower baskets.
A porch with three wooden chairs with floral upholstery, a wooden bench, and a view of a house in the background.

20. Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
Skidmore Academy Historic District, 13.4 km from Windsor Ski Lift
United States
Kim
CA $368
CA $410 total
includes taxes & fees
Oct 27 - Oct 28
Abigail’s Bed & Breakfast Inn
View all properties

Compare popular hotels close to Windsor Ski Lift

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
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
9.4
Exceptional
1,789 reviews
View
Callahan's Mountain Lodge
8.8
Excellent
1,143 reviews
View
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
Prospero's Flagship Inn
8.4
Very good
1,472 reviews
View
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
Holiday Inn Express & Suites Ashland by IHG
9.2
Wonderful
1,006 reviews
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
8.8
Excellent
1,536 reviews
View

Top Windsor Ski Lift Hotel Reviews

Prospero's Flagship Inn

Prospero's Flagship Inn

10/10 Excellent
"A successful stay with courteous staff, clean rooms and well kept grounds. Helpful breakfast option and quiet."
Jenny 1-night trip
Posted 3 hours ago
Prospero's Flagship Inn
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

8/10 Good
"Convenient location. Nice pool and spa area. Room was decent but could use some updating. Breakfast was great. Staff was nice."
Nancy 1-night trip
Posted 9 hours ago
Comfort Inn & Suites Ashland
Baymont by Wyndham

Baymont by Wyndham

8/10 Good
"Hotel was clean , and had a great view. Loved having a soap dispenser in the room for hand washing. We will stay here again."
Brian 1-night trip
Posted 10 hours ago
Baymont by Wyndham
Best Western Windsor Inn

Best Western Windsor Inn

10/10 Excellent
"We loved this motel. Nuff said"
Dane 1-night trip
Posted 11 hours ago
Best Western Windsor Inn
Palm Cottages

Palm Cottages

10/10 Excellent
"Cute motel style place. Room was cute and clean. Walking distance (about 1 mile) to downtown Ashland restaurants and shows."
kim 2-night trip
Posted 1 day ago
Palm Cottages
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

10/10 Excellent
"Very nice, near everything, would stay again."
Jennifer 1-night trip
Posted 2 days ago
Plaza Inn & Suites at Ashland Creek
Relax Inn At Ashland

Relax Inn At Ashland

10/10 Excellent
"Clean, quiet, bright room, easy access, walk to restaurants/pub, Mexican restaurant next door with dog friendly patio, vacant lot on other side to walk dogs, inexpensive but a $20 fee for dog."
Del 1-night trip
Posted 3 days ago
Relax Inn At Ashland
Callahan's Mountain Lodge

Callahan's Mountain Lodge

10/10 Excellent
"The bartender/server named Sunshine made our time so much more enjoyable! She was delightful and helpful in many ways."
Karen 2-night trip
Posted 3 days ago
Callahan's Mountain Lodge
Winchester Inn

Winchester Inn

10/10 Excellent
"The property is very charming, and comfortable with beautiful gardens and outdoor spaces. The breakfast choices were delicious and dinner was also exceptional. Staff is very warm, friendly and helpful. I recommend highly."
Deirdre 2-night trip
Posted 6 days ago
Winchester Inn

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

Comer Ski Lift

7.2/10 (12 reviews)
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

Ariel Ski Lift

6.0/10 (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.
See properties

Bull Gap Lower Trailhead

8.8/10 (3 reviews)
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.
See properties

Winburn Mountain

Commune with nature and explore the great outdoors at Winburn Mountain during your travels in Ashland. Experience the area's entertainment choices and lively festivals.
See properties

Lithia Artisans Market

8.8/10 (3 reviews)
You can find out about the history of Ashland with a trip to Lithia Artisans Market. Experience the entertainment choices and lively festivals in this walkable area.
See properties

Tashi Choling Buddhist Center

7.6/10 (4 reviews)
Find out about the history of Ashland when you take a trip to Tashi Choling Buddhist Center. Wander around the area's picturesque gardens or experience its acclaimed theater scene.
See properties

Weisinger Family Winery

You can enjoy a tasting or tour at Weisinger Family Winery during your travels to Ashland. Wander around the area's picturesque gardens or experience its lively festivals.
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 311 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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