Hotels closest to Windsor Ski Lift in 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

Tomorrow

Next weekend

In two weeks

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 restaurant with wooden chairs and tables, large windows, and a dragon sculpture.

A hotel sign with the name "Straford Inn" and a stone pillar.

An outdoor patio with a fire pit, seating, and potted plants.

1. Stratford Inn

Siskiyou-Hargadine Historic District, 12.1 km from Windsor Ski Lift

David

€93

includes taxes & fees

26 Oct - 27 Oct

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.

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.

2. Comfort Inn & Suites Ashland

15.9 km from Windsor Ski Lift

Bill

€101

includes taxes & fees

15 Nov - 16 Nov

A wooden balcony with a view of a forested area.

A cozy room with a wooden bathtub, two armchairs, a TV, and a stone fireplace.

An outdoor dining area with round tables, white chairs, and umbrellas.

3. Callahan's Mountain Lodge

8.8 km from Windsor Ski Lift

Meena

€104

includes taxes & fees

31 Oct - 1 Nov

A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.

A multi-story building with a modern architectural design, featuring a mix of balconies and windows.

A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.

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

11.6 km from Windsor Ski Lift

Lorenzo

€95

includes taxes & fees

16 Nov - 17 Nov

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.

A patio with stone flooring, wooden chairs, and a wooden fence in the background.

5. Best Western Windsor Inn

11.9 km from Windsor Ski Lift

Deborah

€105

includes taxes & fees

31 Oct - 1 Nov

A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

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.

A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

6. Ashland Hills Hotel & Suites

11.8 km from Windsor Ski Lift

Krishnaharsha

€112

includes taxes & fees

2 Nov - 3 Nov

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 wooden deck with white lounge chairs and a table, surrounded by a wooden fence and trees.

A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.

7. Prospero's Flagship Inn

11.4 km from Windsor Ski Lift

Karla

€62

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

A covered outdoor seating area with benches and potted plants.

A modern hotel lobby with a leather sofa, a coffee table, a patterned rug, a reception desk, and a wall-mounted snack station.

A hotel room with a large bed, a desk, and a window with curtains.

8. Timbers INN and Suites

11.3 km from Windsor Ski Lift

Sarah

€67

includes taxes & fees

11 Nov - 12 Nov

A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

A man sitting at a table with a notebook, writing. The table has a cup, a small plant, and some pumpkins on it.

A living room with a sofa, armchair, coffee table, and a TV. There are plants, a lamp, and a bookshelf.

9. Ashland Commons Hostel

12.9 km from Windsor Ski Lift

Sam

€71

includes taxes & fees

19 Oct - 20 Oct

An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.

A hotel room with a bed, a sofa, a table with a bottle, glasses, and a fruit basket.

A traditional living room with a fireplace, patterned furniture, and large windows with curtains.

10. Plaza Inn & Suites at Ashland Creek

12.9 km from Windsor Ski Lift

Bill

€115

includes taxes & fees

2 Nov - 3 Nov

A large, two-story house with a wrap-around porch and a steeply pitched roof.

A kitchen with a built-in island, pendant lighting, and a view into the dining area.

A bar with multiple shelves of bottles, tables, and chairs arranged for patrons.

A living room with a fireplace, two armchairs, a sofa, and a TV mounted on the wall.

11. Winchester Inn

Historic Downtown District, 12.3 km from Windsor Ski Lift

Ellen

€147

includes taxes & fees

26 Oct - 27 Oct

A resort with a covered walkway, potted plants, and a statue.

A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

A two-story house with a porch, a staircase, and a garden.

A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.

12. Lithia Springs Resort

15.4 km from Windsor Ski Lift

Steven

€102

includes taxes & fees

8 Nov - 9 Nov

A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.

A garden with a pond, stone walls, and various plants.

A gazebo with a wooden roof and white curtains, surrounded by lush greenery and autumn-colored trees.

A sunlit room with large windows, a dining table, chairs, and a sofa.

13. Country Willows Inn and Estate

10 km from Windsor Ski Lift

Diane

€175

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a desk, laptop, two beds, and a round mirror.

A coffee machine with a digital display, a coffee pot, a cup, and a coffee pod.

A pathway leading to a building with a decorative archway, surrounded by flowering trees and a well-maintained lawn.

A hotel reception area with a Dell computer, a calendar, and a window with a view of the outside.

14. Ashland Motel - Oregon

11.5 km from Windsor Ski Lift

Madrik A.

€66

includes taxes & fees

15 Nov - 16 Nov

A two-story building with a wooden facade, large windows, and a front porch with chairs.

A room with a brick wall, a wooden dresser, a chair, and a bed.

A spacious bedroom with a four-poster bed, wooden furniture, and a view of the outdoors.

A room with a brick wall, wooden floor, green-framed windows, and two upholstered chairs.

15. The Peerless Hotel by WanderLodges

Historic Railroad District, 12.6 km from Windsor Ski Lift

Jaye

€162

includes taxes & fees

15 Nov - 16 Nov

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 spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.

A grand lobby with a high ceiling, large windows, and a central staircase.

16. Ashland Springs Hotel

Historic Downtown District, 12.4 km from Windsor Ski Lift

Susan

€107

includes taxes & fees

11 Nov - 12 Nov

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 room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.

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

Historic Downtown District, 12.8 km from Windsor Ski Lift

Stephen

€118

includes taxes & fees

4 Nov - 5 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

A dining table set with plates, cutlery, and glasses, with two leather stools and a window with blinds in the background.

A well-maintained garden with a variety of plants and a wooden fence.

A compact living space with a kitchenette, a sofa, a coffee maker, and a small refrigerator.

18. Palm Cottages

11.6 km from Windsor Ski Lift

Eric

€200

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a large framed picture of a mountain, a lamp, and a window with curtains.

A hotel kitchen with marble tiles, a coffee machine, a refrigerator, and a counter with various items.

A building with a stone facade, a glass door entrance, and a visible interior with a counter and signage.

A reception area with a wooden counter, a clock, a television, and a window with blinds.

19. Baymont by Wyndham

11.7 km from Windsor Ski Lift

Virginia

€89

includes taxes & fees

22 Oct - 23 Oct

A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

A home office with a desk, computer, and office chair. There is a brown leather sofa and a patterned rug.

A swimming pool with a wooden deck, a lifebuoy, and white plastic chairs.

A bedroom with a bed, bedside tables, a nightstand, a dresser, a chair, a rug, and a painting on the wall.

20. Cedarwood Inn of Ashland

10.9 km from Windsor Ski Lift

Toby

€74

includes taxes & fees

22 Oct - 23 Oct

View all properties

Compare popular hotels close to Windsor Ski Lift

Property	Property class	Guest rating
Stratford Inn	9.4 Exceptional 1,798 reviews	View
Comfort Inn & Suites Ashland	9.0 Wonderful 1,047 reviews	View
Callahan's Mountain Lodge	8.8 Excellent 1,130 reviews	View
Holiday Inn Express & Suites Ashland by IHG	9.2 Wonderful 1,001 reviews	View
Best Western Windsor Inn	9.0 Wonderful 1,002 reviews	View

Top Windsor Ski Lift Hotel Reviews

Stratford Inn

8/10 Good

"Well located, clean, quiet, spacious rooms, friendly staff — what’s not to like?"

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

10/10 Excellent

"The Bard's Inn is one of our favorite places to stay in Ashland. We love the themed-named areas of the hotel and the pool is fantastic. Breakfast was great, too!"

Prospero's Flagship Inn

8/10 Good

"Would love to have the hard boiled eggs back for protein! Easier access to regular coffee pods for in room"

Ashland Hills Hotel & Suites

10/10 Excellent

"The gnome is game is so fun. Wish the pool was inside but overall loved everything"

Best Western Windsor Inn

8/10 Good

"Breakfast was nearly empty and not great- staff did not care. Older property, it was reasonably clean but out of date."

Ashland Motel - Oregon

8/10 Good

"Rooms are clean and have window ac units. Bathroom is a decent size and shower is amply large. Free parking available. No housekeeping offered for first four days and rarely is anyone in the office. On our last day, someone knocked on the door and asked us if we needed housekeeping, but we were leaving the next day so that wasn’t helpful. Desk area is useful and there is an extension cord with multiple outlets by the desk."

Country Willows Inn and Estate

10/10 Excellent

"A beautiful serene landscape compliments the beautifully decorated and very comfy rooms. Beds and pillows were divine. Breakfast was epicurean."

Timbers INN and Suites

10/10 Excellent

"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."

Winchester Inn

10/10 Excellent

"Amazing breakfasts, friendly staff, best location"

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 visit 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 with a stop at Tashi Choling Buddhist Center. Wander around the area's picturesque gardens or experience its acclaimed theatre 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 303 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 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 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.

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.

Ashland Hotel Guide - Windsor Ski Lift hotels in Ashland, United States of America.

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windsor Ski Lift hotels

1. Stratford Inn

2. Comfort Inn & Suites Ashland

3. Callahan's Mountain Lodge

4. Holiday Inn Express & Suites Ashland by IHG

5. Best Western Windsor Inn

6. Ashland Hills Hotel & Suites

7. Prospero's Flagship Inn

8. Timbers INN and Suites

9. Ashland Commons Hostel

10. Plaza Inn & Suites at Ashland Creek

11. Winchester Inn

12. Lithia Springs Resort

13. Country Willows Inn and Estate

14. Ashland Motel - Oregon

15. The Peerless Hotel by WanderLodges

16. Ashland Springs Hotel

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

18. Palm Cottages

19. Baymont by Wyndham

20. Cedarwood Inn of Ashland

Compare popular hotels close to Windsor Ski Lift

Top Windsor Ski Lift Hotel Reviews

Stratford Inn

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

Prospero's Flagship Inn

Ashland Hills Hotel & Suites

Best Western Windsor Inn

Ashland Motel - Oregon

Country Willows Inn and Estate

Timbers INN and Suites

Winchester Inn

Other attractions near Windsor Ski Lift

Mount Ashland Ski Area

Comer Ski Lift

Ariel Ski Lift

Bull Gap Lower Trailhead

Winburn Mountain

Lithia Artisans Market

Tashi Choling Buddhist Center

Weisinger Family Winery

Frequently asked questions