Top Hotels Near Windsor Ski Lift in Ashland from NZ$113

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Our top choices for Windsor Ski Lift hotels

Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
8.8 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1171)
"Very friendly staff in a gorgeous setting! "
United States
Patrick
The price is NZ$190
includes taxes & fees
6 Jan - 7 Jan 2026
Callahan's Mountain Lodge
Exterior detail
Stratford Inn

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 12.1 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (1618)
"Great place to stay. The room was very nice and staff were great."
United States
Dane
Stratford Inn
Free daily on-the-go breakfast
Flagship Inn of Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
11.4 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1210)
"Beautiful room and friendly staff. "
United States
Jackie
The price is NZ$113
includes taxes & fees
1 Jan - 2 Jan 2026
Flagship Inn of Ashland
Exterior
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
11.6 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (1002)
"Friendly staff, easy, check-in, close parking, clean rooms, quiet. Good breakfast. Hot cakes, bacon, sausage, eggs, cinnamon rolls, yogurt everything you could want."
United States
Tiea
The price is NZ$200
includes taxes & fees
10 Jan - 11 Jan 2026
Holiday Inn Express & Suites Ashland by IHG
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
11.8 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1478)
"What a great place to stay"
United States
christine
The price is NZ$195
includes taxes & fees
4 Jan - 5 Jan 2026
Ashland Hills Hotel & Suites
Garden
Ashland Springs Hotel

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District, 12.4 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (1003)
"Small room but wonderful view and comfortable bed. "
United States
Jessica
The price is NZ$193
includes taxes & fees
4 Jan - 5 Jan 2026
Ashland Springs Hotel
Seasonal outdoor pool
Timbers INN and Suites

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
11.3 km from Windsor Ski Lift
8.6 out of 10, Excellent, (1000)
"Courteous staff. Room was clean, and nice and hot for the winter cold outside. Plus, it's right next door to a great little pizza place!"
United States
Kevin
The price is NZ$120
includes taxes & fees
3 Jan - 4 Jan 2026
Timbers INN and Suites
Bar (on property)
Winchester Inn

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 12.3 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (264)
"Beautiful B&B. This will now be our favorite stop in Ashland. "
United States
Willy
The price is NZ$317
includes taxes & fees
4 Jan - 5 Jan 2026
Winchester Inn
Exterior
Best Western Windsor Inn

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
11.9 km from Windsor Ski Lift
9.0 out of 10, Wonderful, (1000)
"Staff was incredibly friendly, kept the room clean and assisted us with food recommendations."
United States
Isaac
The price is NZ$210
includes taxes & fees
11 Jan - 12 Jan 2026
Best Western Windsor Inn
Standard Room, 1 King Bed (Newly Redone)
Relax Inn At Ashland

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
11.7 km from Windsor Ski Lift
6.8 out of 10, (499)
"Great family owned experience "
United States
Aliesje
The price is NZ$128
includes taxes & fees
3 Jan - 4 Jan 2026
Relax Inn At Ashland
Outdoor dining
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
12.9 km from Windsor Ski Lift
8.8 out of 10, Excellent, (1003)
"Really beautiful area, and so close to downtown. Very clean, large rooms. "
United States
Quinn
Plaza Inn & Suites at Ashland Creek
Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District, 12.6 km from Windsor Ski Lift
9.6 out of 10, Exceptional, (95)
"A lovely spot to stay! Our room was beautifully furnished and cozy with a historic charm. The outdoor balcony was a great way to wake up with a cup of coffee. Within walking distance of the theaters and downtown. "
United States
Matthew
The Peerless Hotel by WanderLodges
Seasonal outdoor pool
Palm Cottages

Palm Cottages

Palm Cottages
2.5 star property
11.6 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (211)
"The room was not only spotless, but unique and very charming decor. It is like a little house and I wanted to stay another night just to enjoy reading in the little window nook!"
United States
Jennifer
The price is NZ$293
includes taxes & fees
1 Jan - 2 Jan 2026
Palm Cottages
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
12.2 km from Windsor Ski Lift
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is NZ$444
includes taxes & fees
22 Jan - 23 Jan 2026
Barclay Klum House by WanderLodges
Garden
Arden Forest Inn

Arden Forest Inn

Arden Forest Inn
4.0 star property
13.3 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (103)
"Beautiful property, great location, friendly owner."
United States
Brian
Arden Forest Inn
Main House | Terrace/patio
A Cowslip's Belle Inn

A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
12.9 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is NZ$355
includes taxes & fees
1 Jan - 2 Jan 2026
A Cowslip's Belle Inn
Front of property
McCall House Boutique Inn

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 12.6 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (580)
"The room was very clean, meals were excellent. Staff was excellent."
United States
Renae
McCall House Boutique Inn
Lobby
The Bard's Inn, BW Signature Collection by Best Western

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

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District, 12.8 km from Windsor Ski Lift
8.6 out of 10, Excellent, (1001)
"The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel"
United States
Suzanne
The price is NZ$202
includes taxes & fees
27 Jan - 28 Jan 2026
The Bard's Inn, BW Signature Collection by Best Western
Front of property
Lithia Springs Resort

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
15.4 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (1000)
"Great stay, the room was great, very clean and bright. The breakfast buffet was awesome, also!"
United States
Denis
The price is NZ$199
includes taxes & fees
4 Jan - 5 Jan 2026
Lithia Springs Resort
Garden
Ashland Commons Hostel

Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
12.9 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (53)
"Nice hostel and clean rooms"
United States
EASWARAMOORTHI
The price is NZ$135
includes taxes & fees
1 Jan - 2 Jan 2026
Ashland Commons Hostel
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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Top Windsor Ski Lift Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"Room was clean and had what I needed "
Marian 1-night trip
Posted 2 days ago
Flagship Inn of Ashland

Hotels near other Windsor Ski Lift attractions

Mount Ashland Ski Area

4.2/5 (136 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

You can take time to visit Comer Ski Lift during your travels to Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
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 320 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 Stratford 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.