Top 10 Hotels Near Windsor Ski Lift in Ashland for 2026

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Our top choices for Windsor Ski Lift hotels

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.

A wooden balcony with a view of a forested area.

1. Callahan's Mountain Lodge

8.8 km from Windsor Ski Lift

Karen

P7,328

P8,377 total

includes taxes & fees

Sep 30 - Oct 1

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.

2. Ashland Hills Hotel & Suites

11.8 km from Windsor Ski Lift

Krishnaharsha

P7,115

P8,561 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

3. Best Western Windsor Inn

11.9 km from Windsor Ski Lift

Dennis

P7,047

P7,857 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

4. The Peerless Hotel by WanderLodges

Historic Railroad District, 12.6 km from Windsor Ski Lift

Jaye

P9,413

P13,918 total

includes taxes & fees

Sep 28 - Sep 29

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

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.

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

5. Comfort Inn & Suites Ashland

15.9 km from Windsor Ski Lift

Amber

P7,046

P7,152 total

includes taxes & fees

Oct 5 - Oct 6

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 hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.

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

6. Holiday Inn Express & Suites Ashland by IHG

11.6 km from Windsor Ski Lift

Hardeep

P5,772

P6,436 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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.

7. Country Willows Inn and Estate

10 km from Windsor Ski Lift

raymon

P15,869

P16,107 total

includes taxes & fees

Sep 26 - Sep 27

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 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.

8. Plaza Inn & Suites at Ashland Creek

12.9 km from Windsor Ski Lift

Alan

P10,090

P11,250 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

A modern living room with a brown leather sofa, a black coffee table, and a kitchen area with wooden cabinets and a marble backsplash.

9. Baymont by Wyndham

11.7 km from Windsor Ski Lift

Virgilio

P5,637

P6,285 total

includes taxes & fees

Oct 4 - Oct 5

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.

10. Lithia Springs Resort

15.4 km from Windsor Ski Lift

Steven

P9,087

P10,476 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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.

11. Prospero's Flagship Inn

11.4 km from Windsor Ski Lift

Denise

P4,453

P4,965 total

includes taxes & fees

Sep 27 - Sep 28

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

A room with a desk, computer, office chair, and a bookshelf. There are three doors with blinds, a patterned rug, and a potted plant.

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

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

12. Cedarwood Inn of Ashland

10.9 km from Windsor Ski Lift

Dennis

P6,075

P6,773 total

includes taxes & fees

Sep 27 - Sep 28

A bed with a striped blanket, a pillow, and a view of a cityscape through a window.

A breakfast setup with a stainless steel water bottle, stacked plates, and baskets containing bread, utensils, and fruits like bananas, oranges, and apples.

An outdoor patio with a table and chairs, a sofa, and a grill area.

A compact kitchen with a window, a refrigerator, and a sink.

13. Relax Inn At Ashland

11.7 km from Windsor Ski Lift

Gerald

P4,860

P5,419 total

includes taxes & fees

Oct 4 - Oct 5

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Compare popular hotels close to Windsor Ski Lift

Property	Property class	Guest rating
Callahan's Mountain Lodge	8.8 Excellent 1,143 reviews	View
Ashland Hills Hotel & Suites	8.8 Excellent 1,531 reviews	View
Best Western Windsor Inn	9.0 Wonderful 1,001 reviews	View
The Peerless Hotel by WanderLodges	9.6 Exceptional 115 reviews	View
Comfort Inn & Suites Ashland	9.0 Wonderful 1,018 reviews	View

Top Windsor Ski Lift Hotel Reviews

Holiday Inn Express & Suites Ashland by IHG

10/10 Excellent

"Very clean, great staff, easy in and out, would stay again"

Comfort Inn & Suites Ashland

8/10 Good

"This place was great for the price. We would stay here again."

Stratford Inn

10/10 Excellent

"Clean room and walking distance to downtown."

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."

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."

Cedarwood Inn of Ashland

10/10 Excellent

"Never judge a book by its cover. Older hotel, however the room was completely updated and comfortable."

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."

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

8/10 Good

"The property is well-located for those attending OSF plays and wanting a variety of nearby dining options. Our room and bathroom were both very clean, and the beds comfortable. The bathroom, however, “showed its age” a bit, with lack of a little more counter space being a problem for 2 female guests with makeup bags and hair needs, and a rather unsightly crack in the sink. The pool and hot tub were great! All staff we interacted with, from front office each day to cleaners, were pleasant and helpful. Would stay there again, but probably book one of the more expensive rooms in the Bard’s Inn “Sonnet” property across the street."

Palm Cottages

10/10 Excellent

"Palm Cottages is a clean and wonderful boutique hotel on the outskirts of downtown Ashland. We only stayed one night but we will definitely be back again some day. Thank you 🙏"

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 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.

Hotels near Windsor Ski Lift

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Windsor Ski Lift hotels

1. Callahan's Mountain Lodge

2. Ashland Hills Hotel & Suites

3. Best Western Windsor Inn

4. The Peerless Hotel by WanderLodges

5. Comfort Inn & Suites Ashland

6. Holiday Inn Express & Suites Ashland by IHG

7. Country Willows Inn and Estate

8. Plaza Inn & Suites at Ashland Creek

9. Baymont by Wyndham

10. Lithia Springs Resort

11. Prospero's Flagship Inn

12. Cedarwood Inn of Ashland

13. Relax Inn At Ashland

Compare popular hotels close to Windsor Ski Lift

Top Windsor Ski Lift Hotel Reviews

Holiday Inn Express & Suites Ashland by IHG

Comfort Inn & Suites Ashland

Stratford Inn

Relax Inn At Ashland

Callahan's Mountain Lodge

Cedarwood Inn of Ashland

Winchester Inn

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

Palm Cottages

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