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A cable car system in a snowy mountainous area with clear skies.

Search Hotels Near Windsor Ski Lift, Ashland

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    • Check prices for these dates

    Check prices for these dates, 13 – 14 December 2026

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    Recommended

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    Property class

    Our top choices for Windsor Ski Lift hotels

    1. Comfort Inn & Suites Ashland

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

    2. Prospero's Flagship Inn

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

    3. Ashland Hills Hotel & Suites

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

    4. Callahan's Mountain Lodge

    Exterior

    5. Best Western Windsor Inn

    Exterior

    6. Holiday Inn Express & Suites Ashland by IHG

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

    7. Plaza Inn & Suites at Ashland Creek

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

    8. Timbers INN and Suites

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

    9. Country Willows Inn and Estate

    A backyard with a swimming pool, a gazebo, and outdoor seating.

    10. Ashland Commons Hostel

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

    11. The Peerless Hotel by WanderLodges

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

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

    A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.

    13. Ashland Springs Hotel

    An outdoor patio area with tables and chairs, string lights, and potted plants.

    14. McCall House Boutique Inn

    A stately Victorian-style building with a grand entrance, a large tree in front, and a well-maintained garden.

    15. Abigail’s Bed & Breakfast Inn

    A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

    16. Ashland Motel - Oregon

    A clear swimming pool with a wooden fence, surrounded by lounge chairs.

    17. Palm Cottages

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

    18. Cedarwood Inn of Ashland

    A modern kitchen with a granite countertop, stainless steel appliances, and a breakfast bar.

    19. Paschal Winery

    A spacious kitchen with a central island, bar stools, and a fireplace.

    20. Relax Inn At Ashland

    A bench outside a building with a blue door and windows.

    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.

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    Compare popular hotels close to Windsor Ski Lift

    PropertyProperty classGuest ratingBreakfast includedPoolSpaPet-friendlyWiFi included
    A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
    Comfort Inn & Suites Ashland    		9.0Wonderful1,069 reviewsView
    A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
    Prospero's Flagship Inn    		8.4Very good1,496 reviewsView
    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    		8.8Excellent1,576 reviewsView
    Exterior
    Callahan's Mountain Lodge    		8.8Excellent1,124 reviewsView
    Exterior
    Best Western Windsor Inn    		9.0Wonderful1,000 reviewsView

    Other attractions near Windsor Ski Lift

    Mount Ashland Ski Area

    Rating: 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

    Rating: 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

    Rating: 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

    Rating: 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

    Rating: 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.

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    Tashi Choling Buddhist Center

    Rating: 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.

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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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    Top Windsor Ski Lift Hotel Reviews

    The Peerless Hotel by WanderLodges

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

    Callahan's Mountain Lodge

    Exterior

    Best Western Windsor Inn

    Exterior

    Lithia Springs Resort

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

    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.