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

Our top choices for Windsor Ski Lift hotels

Winchester Inn

Historic Downtown District, 12.3 km from Windsor Ski Lift

Peter

AED 1,088 total

includes taxes & fees

24 May - 25 May

Holiday Inn Express & Suites Ashland by IHG

11.6 km from Windsor Ski Lift

Sylvia

AED 483 total

includes taxes & fees

31 May - 1 Jun

Callahan's Mountain Lodge

8.8 km from Windsor Ski Lift

Chunrong

AED 387 total

includes taxes & fees

25 May - 26 May

Best Western Windsor Inn

11.9 km from Windsor Ski Lift

Michelle

AED 512 total

includes taxes & fees

31 May - 1 Jun

Ashland Hills Hotel & Suites

11.8 km from Windsor Ski Lift

Eddie

AED 512 total

includes taxes & fees

25 May - 26 May

Timbers INN and Suites

11.3 km from Windsor Ski Lift

Michael

AED 295 total

includes taxes & fees

31 May - 1 Jun

Prospero's Flagship Inn

11.4 km from Windsor Ski Lift

Michael

AED 240 total

includes taxes & fees

25 May - 26 May

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

Historic Downtown District, 12.8 km from Windsor Ski Lift

Katelin

AED 449 total

includes taxes & fees

25 May - 26 May

Comfort Inn & Suites Ashland

15.9 km from Windsor Ski Lift

Janice N.

AED 419 total

includes taxes & fees

31 May - 1 Jun

Two Queen Room - Non Smoking (No Pets Allowed) | Egyptian cotton sheets, down comforters, desk, free WiFi

Ashland Motel - Oregon

11.5 km from Windsor Ski Lift

Rachel

AED 295 total

includes taxes & fees

26 May - 27 May

Cedarwood Inn of Ashland

10.9 km from Windsor Ski Lift

Mai

AED 339 total

includes taxes & fees

28 May - 29 May

Signature House, 3 Bedrooms, Garden Area | Interior

Savage Upon Siskiyou

Siskiyou-Hargadine Historic District, 12 km from Windsor Ski Lift

AED 1,548 total

includes taxes & fees

25 May - 26 May

Family Villa, Multiple Bedrooms, Valley View | Outdoor dining

Meadowsweet Farm by WanderLodges

19.9 km from Windsor Ski Lift

AED 2,006 total

includes taxes & fees

25 May - 26 May

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Compare popular hotels close to Windsor Ski Lift

Property	Property class	Guest rating
Winchester Inn	3.5 star property	9.6 Exceptional 275 reviews	View
Holiday Inn Express & Suites Ashland by IHG	2.5 star property	9.2 Wonderful 1,000 reviews	View
Callahan's Mountain Lodge	3.0 star property	8.8 Excellent 1,158 reviews	View
Best Western Windsor Inn	2.5 star property	9.0 Wonderful 1,001 reviews	View
Ashland Hills Hotel & Suites	3.0 star property	8.8 Excellent 1,474 reviews	View

Top Windsor Ski Lift Hotel Reviews

Ashland Springs Hotel

10/10 Excellent

"Great boutique hotel by the true definition of the word"

Lithia Springs Resort

10/10 Excellent

"This was such a peaceful afternoon and evening . Tge gardens are delightful and offer such quietness to the property. The room 22 was absolutely perfect, it couldn’t have been more inviting. We loved the room. The staff went beyond being helpful. I wish I’d have brought a bathing suit , I would have liked the mineral springs . Next time . Absolute wonderful !"

Holiday Inn Express & Suites Ashland by IHG

2/10 Terrible

"We arrived at the hotel and unloaded all our luggage in our room. I didn't notice right away, but I eventually caught this exposed, bare wiring sticking out from under the light fixture. I had my 4 year old in the room at the time clicking all the light switches on and off. I'm no electrician but I'm pretty sure if this wire was live, my toddler could have been SHOCKED. I brought this up to the front desk along with pictures and they apologized, but told me they were unable to comp or discount our room because we booked through Expedia. They moved us to another room, and offered some drinks as a way to apologize. I brought it up with Expedia, who called the hotel on my behalf, and they were told by the front desk once again that a discount was not happening despite this safety concern. That we already were moved, and that they don't know what else was expected. Expedia is escalating. Needless to say I'm pissed. I'm waiting for some accountability from someone. I wanted to make sure before checking out that it was fixed, and the front desk once again tried to assure me "it wasn't live" (how could you know without a volt meter?) and "it wasn't even really hazardous" which infuriated me a bit more. I DARE you to touch a random bare wire with your bare hands without checking it with meter. Tell me how that works out for you. Not necessarily the front desk person's fault. Just don't assert that something is safe when it comes to electrical safety."

Hotels near other Windsor Ski Lift attractions

Mount Ashland Ski Area

4.3/5 (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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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 321 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.

Find hotels near Windsor Ski Lift, Ashland from AED 240

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Our top choices for Windsor Ski Lift hotels

Winchester Inn

Holiday Inn Express & Suites Ashland by IHG

Callahan's Mountain Lodge

Best Western Windsor Inn

Ashland Hills Hotel & Suites

Timbers INN and Suites

Prospero's Flagship Inn

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

Comfort Inn & Suites Ashland

Ashland Motel - Oregon

Cedarwood Inn of Ashland

Savage Upon Siskiyou

Meadowsweet Farm by WanderLodges

Compare popular hotels close to Windsor Ski Lift

Top Windsor Ski Lift Hotel Reviews

Ashland Springs Hotel

Hotels near other Windsor Ski Lift attractions

Mount Ashland Ski Area

Frequently asked questions

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