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Aug 29 - Aug 31
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Benchmark Chalets

Little Hope Chalet at Terry Peak
Luxury Chalet, 4 Bedrooms, Mountain View | Private kitchen

Little Hope Chalet at Terry Peak

4.5 star property
8.0 out of 10, Very good, (3)
"Perfect for a ski weekend "
Little Hope Chalet at Terry Peak
Missing Link Chalet at Terry Peak
Luxury Chalet, 4 Bedrooms, Mountain View | Private kitchen

Missing Link Chalet at Terry Peak

4.5 star property
Missing Link Chalet at Terry Peak
Charming 3-bedroom chalet right off the ski slopes!
Game room

Charming 3-bedroom chalet right off the ski slopes!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect location and everything on the inside was great! "
Charming 3-bedroom chalet right off the ski slopes!
Holy Terror Chalet at Terry Peak
Luxury Chalet, 3 Bedrooms, Mountain View | Mountain view

Holy Terror Chalet at Terry Peak

4.5 star property
6.0 out of 10, (1)
"We had issues from the beginning until the end with this property. The positive thing was that it was so easy to literally hop on the slopes. However it wasn’t enough for me to rent again. The house wasn’t cleaned properly when we arrived, and smelled so gross like wet dirty carpet. The towels were thrown in the cabinet and appeared used. The linens All smelled dirty, like dirty hair. The floor wasn’t vacuumed as there was trash and hair ties right in the middle of the floor. There were no...
Holy Terror Chalet at Terry Peak
Avalanche Chalet at Terry Peak
Luxury Chalet, Mountain View | Private kitchen

Avalanche Chalet at Terry Peak

4.5 star property
Avalanche Chalet at Terry Peak
Homestake Chalet at Terry Peak
Luxury Chalet, 3 Bedrooms, Mountain View | Private kitchen

Homestake Chalet at Terry Peak

4.5 star property
Homestake Chalet at Terry Peak
Kussy Chalet at Terry Peak
Luxury Chalet, 3 Bedrooms, Mountain View | Private kitchen

Kussy Chalet at Terry Peak

4.5 star property
8.0 out of 10, Very good, (1)
"A couple of minor issues upon checking in but were rectified pretty efficiently "
Kussy Chalet at Terry Peak
Blackmoon Chalet at Terry Peak
Luxury Chalet, 3 Bedrooms, Mountain View | Private kitchen

Blackmoon Chalet at Terry Peak

4.5 star property
6.8 out of 10, (3)
"Overall a great stay. a light or two that needed new lightbulbs and some dusty services. but loved our stay!"
Blackmoon Chalet at Terry Peak
{Aspen Chalet} Hot Tub, Tesla Charger, Near Deadwood!
Outdoor dining

{Aspen Chalet} Hot Tub, Tesla Charger, Near Deadwood!

{Aspen Chalet} Hot Tub, Tesla Charger, Near Deadwood!
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 Benchmark Hotel Reviews

DoubleTree by Hilton Deadwood at Cadillac Jack's

DoubleTree by Hilton Deadwood at Cadillac Jack's

10/10 Excellent
"Great location, very clean, this is one of deadwood’s finest hotels."
Andrew 1-night trip
Posted 1 day ago
DoubleTree by Hilton Deadwood at Cadillac Jack's