Search Hotels Near Windsor Ski Lift, Ashland

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
27 Nov - 28 Nov
Tomorrow
28 Nov - 29 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Windsor Ski Lift

Free daily full breakfast
Country Willows Inn and Estate

Country Willows Inn and Estate

4.0 star property
10 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-sized fridge, microwave, oven, stovetop
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, (6)
"Great ~ memorable stay. "
United States
Melissa
The price is ₹12,727
₹25,693 total
includes taxes & fees
30 Nov - 1 Dec
Barclay Klum House by WanderLodges
Grand House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

4.0 star property
12.3 km from Windsor Ski Lift
10.0 out of 10, Exceptional, (7)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is ₹20,254
₹37,817 total
includes taxes & fees
14 Dec - 15 Dec
The Mountain Ave House by WanderLodges
Main House | Terrace/patio
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 ₹12,045
₹18,404 total
includes taxes & fees
4 Dec - 5 Dec
A Cowslip's Belle Inn
Bar (on property)
Winchester Inn

Winchester Inn

3.5 star property
Historic Downtown District, 12.3 km from Windsor Ski Lift
9.6 out of 10, Exceptional, (258)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
United States
Laura
The price is ₹21,387
₹25,098 total
includes taxes & fees
28 Nov - 29 Nov
Winchester Inn
Garden
Arden Forest Inn

Arden Forest Inn

4.0 star property
13.3 km from Windsor Ski Lift
9.8 out of 10, Exceptional, (103)
"Comfortable and close to downtown. Even though some reviews and the map say there is breakfast; there is none."
United States
Janice
Arden Forest Inn
Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views | Premium bedding, pillow-top beds, individually decorated
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, (94)
"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
Exterior detail
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, (1596)
"Always enjoy staying at The Stratford - pet and family friendly, with helpful kind staff members. "
United States
Gilly
The price is ₹8,035
₹8,958 total
includes taxes & fees
1 Dec - 2 Dec
Stratford Inn
Exterior
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, (1008)
"Clean and friendly staff"
United States
Liza Rene
The price is ₹7,570
₹8,441 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Ashland by IHG
Garden
Ashland Commons Hostel

Ashland Commons Hostel

2.0 star property
12.9 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (50)
"Nice hostel and clean rooms"
United States
EASWARAMOORTHI
The price is ₹1,624
₹5,392 total
includes taxes & fees
10 Dec - 11 Dec
Ashland Commons Hostel
Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
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, (1174)
"Love staying here for the amenities in each room with soaking jacuzzi tub and fireplaces. Ten out of ten would recommend!"
United States
Josh
The price is ₹8,701
₹10,171 total
includes taxes & fees
1 Dec - 2 Dec
Callahan's Mountain Lodge
Garden
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, (1010)
"Always a great place to stay in downtown. This historic hotel has lots of charm and rooms with downtown view are fun."
United States
aurora
The price is ₹9,493
₹11,924 total
includes taxes & fees
1 Dec - 2 Dec
Ashland Springs Hotel
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3.0 star property
11.8 km from Windsor Ski Lift
9.0 out of 10, Wonderful, (1511)
"Staff were extremely helpful and friendly, and the room was clean and comfortable."
Canada
Margaret
The price is ₹8,061
₹9,881 total
includes taxes & fees
7 Dec - 8 Dec
Ashland Hills Hotel & Suites
Seasonal outdoor pool
Palm Cottages

Palm Cottages

2.5 star property
11.6 km from Windsor Ski Lift
9.2 out of 10, Wonderful, (211)
"Lovely facility. Top notch staff. Great location."
United States
ann
The price is ₹15,402
₹17,173 total
includes taxes & fees
28 Nov - 29 Nov
Palm Cottages
Abigail Rockefeller | Egyptian cotton sheets, premium bedding, pillow-top beds
Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn

3.5 star property
Skidmore Academy Historic District, 13.4 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (62)
"Best B and B in Ashland we have ever stayed at in thirty years . Amazing food and very comfortable."
United States
Andrew
The price is ₹18,290
₹20,394 total
includes taxes & fees
10 Dec - 11 Dec
Abigail’s Bed & Breakfast Inn
Exterior
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, (1006)
"Location very convenient, close to I5 and close enough to downtown"
United States
Jenni
The price is ₹9,731
₹10,850 total
includes taxes & fees
6 Dec - 7 Dec
Best Western Windsor Inn
Front of property
Lithia Springs Resort

Lithia Springs Resort

3.0 star property
15.4 km from Windsor Ski Lift
9.4 out of 10, Exceptional, (1009)
"Our stay was magical!"
United States
Maryah
Lithia Springs Resort
Front of property
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, (578)
"The room was very clean, meals were excellent. Staff was excellent."
United States
Renae
McCall House Boutique Inn
Front of property
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, (1176)
"Always stay here when I visit my daughter. Price is right, clean room, great breakfast and centrally located. "
United States
Wendi
The price is ₹6,228
₹6,944 total
includes taxes & fees
28 Nov - 29 Nov
Flagship Inn of Ashland
Outdoor dining
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, (1006)
"Desk staff was very nice room clean and quiet"
United States
Richard
Plaza Inn & Suites at Ashland Creek
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.
View all properties

Top Windsor Ski Lift Hotel Reviews

Stratford Inn

Stratford Inn

10/10 Excellent
"Nice staff"
max 1-night trip
Posted 22 hours ago
Stratford Inn

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 lively festivals 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 lively festivals in this walkable 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 317 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?
Flagship Inn of Ashland is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. You'll find it 7.1 mi (11.4 km) from Windsor Ski Lift. Other good choices in the area include Callahan's Mountain Lodge and Ashland Hills Hotel & Suites.
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.

Explore a world of travel with Expedia