Find hotels near Windsor Ski Lift, Ashland from $69
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Our top choices for Windsor Ski Lift hotels
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
Melissa
$243 nightly
The price is $271
Jan 22 - Jan 23, 2026
Total with taxes and fees
9.8 out of 10, Exceptional, (262)
"Beautiful B&B. This will now be our favorite stop in Ashland. "
Willy
$167 nightly
The price is $186
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.8 out of 10, Exceptional, (103)
"Beautiful property, great location, friendly owner."
Brian
$190 nightly
The price is $212
Jan 9 - Jan 10, 2026
Total with taxes and fees
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
Paul
$200 nightly
The price is $223
Dec 28 - Dec 29
Total with taxes and fees
The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodgesHistoric Railroad District, 7.8 mi 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. "
Matthew
$173 nightly
The price is $186
Jan 18 - Jan 19, 2026
Total with taxes and fees
9.4 out of 10, Exceptional, (1623)
"Great place to stay. The room was very nice and staff were great."
Dane
$81 nightly
The price is $90
Dec 25 - Dec 26
Total with taxes and fees
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.
Top Windsor Ski Lift Hotel Reviews
Callahan's Mountain Lodge
10/10 Excellent
Hotels near other Windsor Ski Lift attractions
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