The Best Hotels Closest to Windsor Ski Lift in Ashland for 2026

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Our top choices for Windsor Ski Lift hotels

A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

A hotel lobby with a reception desk, seating area, and a large window.

A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

A buffet with various food items in metal containers, including omelets and other dishes.

1. Holiday Inn Express & Suites Ashland by IHG

11.6 km from Windsor Ski Lift

Lorenzo

AED 364

AED 405 total

includes taxes & fees

23 Nov - 24 Nov

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 lobby with leather sofas, a rug, and lamps.

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

2. Stratford Inn

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

David

AED 343

AED 383 total

includes taxes & fees

1 Nov - 2 Nov

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.

A pool area with lounge chairs and a hot tub, surrounded by a building with a balcony and stairs.

3. Best Western Windsor Inn

11.9 km from Windsor Ski Lift

Ross

AED 413

AED 461 total

includes taxes & fees

1 Nov - 2 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.

A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.

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

4. Ashland Hills Hotel & Suites

11.8 km from Windsor Ski Lift

Nicholas

AED 360

AED 438 total

includes taxes & fees

19 Nov - 20 Nov

A wooden balcony with a view of a forested area.

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

A hotel room with a large bed, a separate bathroom with a bathtub, a window with curtains, and a view of the outdoors.

5. Callahan's Mountain Lodge

8.8 km from Windsor Ski Lift

Meena

AED 370

AED 431 total

includes taxes & fees

14 Nov - 15 Nov

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 lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

A hotel room with a gray sofa, a small wooden table, a framed picture on the wall, a floor lamp, and a carpeted floor.

6. Comfort Inn & Suites Ashland

15.9 km from Windsor Ski Lift

Bill

AED 378

AED 383 total

includes taxes & fees

24 Nov - 25 Nov

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

A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.

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

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

7. Country Willows Inn and Estate

10 km from Windsor Ski Lift

Diane

AED 712

AED 722 total

includes taxes & fees

1 Nov - 2 Nov

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

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

8. Timbers INN and Suites

11.3 km from Windsor Ski Lift

Sarah

AED 236

AED 263 total

includes taxes & fees

27 Oct - 28 Oct

A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.

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

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.

9. Prospero's Flagship Inn

11.4 km from Windsor Ski Lift

Mary

AED 233

AED 260 total

includes taxes & fees

27 Oct - 28 Oct

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

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.

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

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

10. Winchester Inn

Historic Downtown District, 12.3 km from Windsor Ski Lift

Ellen

AED 491

AED 606 total

includes taxes & fees

9 Nov - 10 Nov

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 well-maintained garden with a paved walkway, surrounded by lush greenery and trees.

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

11. Lithia Springs Resort

15.4 km from Windsor Ski Lift

Steven

AED 344

AED 422 total

includes taxes & fees

16 Nov - 17 Nov

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

A room with a large puzzle on a table, a lamp, a chair, a plant, and a window with a view of a building.

12. Plaza Inn & Suites at Ashland Creek

12.9 km from Windsor Ski Lift

Bill

AED 426

AED 475 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A spacious room with a large dining table, chairs, a sofa, and a coffee table. There are ceiling fans, large windows, and potted plants.

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

13. The Peerless Hotel by WanderLodges

Historic Railroad District, 12.6 km from Windsor Ski Lift

Lindsay

AED 303

AED 538 total

includes taxes & fees

28 Oct - 29 Oct

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

A kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

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.

14. Ashland Commons Hostel

12.9 km from Windsor Ski Lift

Sam

AED 243

AED 271 total

includes taxes & fees

26 Nov - 27 Nov

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 two-story house with a prominent staircase leading to the entrance.

A spacious living room with a large TV, comfortable seating, and a chandelier.

15. Barclay Klum House by WanderLodges

12.2 km from Windsor Ski Lift

Melissa

AED 420

AED 939 total

includes taxes & fees

28 Oct - 29 Oct

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 building with a snow-covered entrance and a tree in the foreground.

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

16. Ashland Springs Hotel

Historic Downtown District, 12.4 km from Windsor Ski Lift

Duff

AED 344

AED 440 total

includes taxes & fees

15 Nov - 16 Nov

A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

A spacious living room with a wooden floor, a sofa, a dining table, and a kitchen area visible through an open doorway.

A single-story house with a covered porch, a small garden with rocks and a tree, and a mailbox.

A compact kitchen with white cabinets, a microwave, and a sink. There is a dining area with a wooden table and chairs, and a small seating area with a blue chair and a table.

17. Hanna's House by WanderLodges

Historic Railroad District, 12.3 km from Windsor Ski Lift

Robert

AED 376

AED 702 total

includes taxes & fees

9 Nov - 10 Nov

A spacious lobby with a reception desk, seating area, and large windows.

A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.

A spacious living room with large windows, dark wooden flooring, and a cozy seating area with multiple chairs and a bench.

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

Historic Downtown District, 12.8 km from Windsor Ski Lift

Thomas

AED 364

AED 405 total

includes taxes & fees

26 Nov - 27 Nov

A garden with a red pergola, a stone fountain, and purple flowers.

A cozy library with bookshelves, a fireplace, and comfortable seating.

A rustic building with a porch, surrounded by lush greenery and a sign indicating it is a forest.

A bedroom with a bed, a nightstand, a lamp, a chair, a potted plant, and a door.

19. Arden Forest Inn

13.3 km from Windsor Ski Lift

Thomas

AED 502

AED 560 total

includes taxes & fees

2 Nov - 3 Nov

A Victorian-style building with ornate architectural details, large windows, and a red door.

A room with a bay window, two upholstered chairs, a round ottoman, and a small wooden table.

A spacious living room with a large sofa, a dining area with a table and chairs, and a chandelier.

A room with a glass display case containing wine bottles and glasses, a white chair, and a large window with curtains.

20. McCall House Boutique Inn

Historic Downtown District, 12.6 km from Windsor Ski Lift

Elizabeth

AED 623

AED 695 total

includes taxes & fees

1 Nov - 2 Nov

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Compare popular hotels close to Windsor Ski Lift

Property	Property class	Guest rating
Holiday Inn Express & Suites Ashland by IHG	9.4 Exceptional 1,008 reviews	View
Stratford Inn	9.4 Exceptional 1,800 reviews	View
Best Western Windsor Inn	9.0 Wonderful 1,005 reviews	View
Ashland Hills Hotel & Suites	8.8 Excellent 1,567 reviews	View
Comfort Inn & Suites Ashland	9.0 Wonderful 1,058 reviews	View

Top Windsor Ski Lift Hotel Reviews

Comfort Inn & Suites Ashland

10/10 Excellent

"This was our second stay at Comfort Inn & Suites in Ashland. We’ve been so impressed with the friendly, professional staff and cleanliness of the hotel in general, we recommended it to some friends!"

Plaza Inn & Suites at Ashland Creek

10/10 Excellent

"Super cute, comfy, and cozy location. I love the 2 minute trail to downtown."

Callahan's Mountain Lodge

10/10 Excellent

"We stayed for our 13th wedding anniversary. We found our room to be so cozy! We loved the jetted tub, the fireplace, the semi-private deck and the comfy bed. We will definitely be back."

Baymont by Wyndham

8/10 Good

"It was fine for a quick getaway. Nothing amazing but the bed was comfy and it was clean so I think 4 stars fits."

Ashland Hills Hotel & Suites

10/10 Excellent

"Places was super clean, staff was nice, restaurant in hotel closes early around 9pm"

Ashland Springs Hotel

10/10 Excellent

"great meal there at the Larks restaurant, too. Staff is great. Room comfortable although some furniture is old, but its a classic hotel in a great location. Highly recommend."

Timbers INN and Suites

8/10 Good

"The facility fit the needs that we required on this trip. One small challenge, one of the electrical outlets that had a lamp plugged into it was not working. But that’s OK. Everything was clean and satisfactory for our needs like I said I will definitely use them again on my next trip."

Stratford Inn

10/10 Excellent

"Staff was friendly and helpful."

Cedarwood Inn of Ashland

10/10 Excellent

"Dadar is very friendly working the front desk! We were able to get a deal on the room, and it was very clean. Breakfast was good and the space was clean too. Would return."

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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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.

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.

Find hotels near Windsor Ski Lift, Ashland from AED 260

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Star rating

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Our top choices for Windsor Ski Lift hotels

1. Holiday Inn Express & Suites Ashland by IHG

2. Stratford Inn

3. Best Western Windsor Inn

4. Ashland Hills Hotel & Suites

5. Callahan's Mountain Lodge

6. Comfort Inn & Suites Ashland

7. Country Willows Inn and Estate

8. Timbers INN and Suites

9. Prospero's Flagship Inn

10. Winchester Inn

11. Lithia Springs Resort

12. Plaza Inn & Suites at Ashland Creek

13. The Peerless Hotel by WanderLodges

14. Ashland Commons Hostel

15. Barclay Klum House by WanderLodges

16. Ashland Springs Hotel

17. Hanna's House by WanderLodges

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

19. Arden Forest Inn

20. McCall House Boutique Inn

Compare popular hotels close to Windsor Ski Lift

Top Windsor Ski Lift Hotel Reviews

Comfort Inn & Suites Ashland

Plaza Inn & Suites at Ashland Creek

Callahan's Mountain Lodge

Baymont by Wyndham

Ashland Hills Hotel & Suites

Ashland Springs Hotel

Timbers INN and Suites

Stratford Inn

Cedarwood Inn of Ashland

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