Search Chalets in Ashland

  • 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

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Ashland chalets

Front of property – evening/night

The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (131 reviews)
"The location is convenient for Belleyare skiers."
United States
Allen
The price is HK$705
HK$790 total
includes taxes & fees
27 Mar - 28 Mar
The Wheelhouse Inn
Exterior

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (435 reviews)
"Friendly staff and clean room"
United States
Karen
The price is HK$698
HK$768 total
includes taxes & fees
23 Mar - 24 Mar
The Colonial Motel
Exterior

Howland House

Howland House
2.0 star property
Mount Tremper
10.0 out of 10, Exceptional, (2 reviews)
"Our room was perfect for our family — charming, and the staff were excellent, making us feel completely at home."
United States
Alexandra
The price is HK$1,371
HK$1,535 total
includes taxes & fees
23 Mar - 24 Mar
Howland House
Front of property

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (279 reviews)
"Cozy place, kind host & the best breakfast"
United States
Jessy
The price is HK$956
HK$1,052 total
includes taxes & fees
23 Mar - 24 Mar
Meadowood Inn
Aerial view

Margaretville Motel

Margaretville Motel
2.5 star property
Margaretville
6.8 out of 10, (192 reviews)
"Rooms need to be updated, but for one night to ski it was ok. "
United States
Gennaro
The price is HK$566
HK$748 total
includes taxes & fees
23 Mar - 24 Mar
Margaretville Motel
Dinner served

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (892 reviews)
"Great food. Great location."
United States
Kelly
The price is HK$940
HK$1,185 total
includes taxes & fees
6 Apr - 7 Apr
Hunter Lodge, a Bluebird by Lark
Exterior

The Perch Hotel

The Perch Hotel
2.0 star property
Cornwallville
9.6 out of 10, Exceptional, (27 reviews)
"Such an amazing stay at the Perch - beautiful place with spacious rooms and a super cozy vibe. We felt right at home upon arrival and can’t wait to venture back again in the near future. Definitely recommend staying here!! "
United States
siobhan
The price is HK$1,316
HK$1,421 total
includes taxes & fees
26 Mar - 27 Mar
The Perch Hotel
Free buffet breakfast

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (140 reviews)
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
The price is HK$1,089
HK$1,176 total
includes taxes & fees
23 Mar - 24 Mar
Cave Mountain Motel
Exterior

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.8 out of 10, Exceptional, (27 reviews)
"This place was perfect for a quick hiking trip, very simple but has everything you need. Room was very comfy and clean. Would definitely stay here again! "
United States
Amanda
The price is HK$1,129
HK$1,264 total
includes taxes & fees
23 Mar - 24 Mar
The Graham & Co.
Exterior

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (128 reviews)
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is HK$1,057
HK$1,142 total
includes taxes & fees
23 Mar - 24 Mar
Antique Rose Inn Windham
Exterior

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.4 out of 10, Very good, (213 reviews)
"Staff friendly, breakfast was very good- loved the dining presentation Hot tub was fun. The bed in the Lavender room was really comfortable."
United States
MARK
The price is HK$965
HK$1,140 total
includes taxes & fees
23 Mar - 24 Mar
Margaretville Mtn Inn B&B and Village Suites
View from room

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (780 reviews)
"Conveniently located and recently renovated hotel with comfortable rooms. It was a great value complete with sauna, pool and great continental breakfast. "
United States
Marie
Hotel Vienna
Front of property

The Hidden Inn

The Hidden Inn
4.0 star property
South Kortright
9.0 out of 10, Wonderful, (57 reviews)
"Perfect accommodations when visiting relatives in the area. "
United States
Kurt
The Hidden Inn
Exterior

Phoenicia Lodge

Phoenicia Lodge
2.0 star property
Phoenicia
9.2 out of 10, Wonderful, (40 reviews)
"Had a great stay! "
United States
Lace
The price is HK$830
HK$930 total
includes taxes & fees
22 Apr - 23 Apr
Phoenicia Lodge
Property grounds

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.4 out of 10, Exceptional, (55 reviews)
"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"
United States
Margaret
The price is HK$1,369
HK$1,534 total
includes taxes & fees
23 Mar - 24 Mar
Emerson Resort & Spa
Porch

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.8 out of 10, Excellent, (166 reviews)
"Very friendly, very clean and close to the mountains. Would definitely stay here again!"
United States
Victoria
The price is HK$940
HK$1,015 total
includes taxes & fees
23 Mar - 24 Mar
Moore's Motel
Exterior

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (251 reviews)
"Great stay!!! "
United States
Jordana
The price is HK$869
HK$974 total
includes taxes & fees
27 Mar - 28 Mar
Catskill Seasons Inn
Exterior

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (79 reviews)
"Great room, good amenities, very nice area. My friends and I had a great time staying here for our skiing trip and plan on renting again next year."
United States
Taylor
The price is HK$726
HK$1,096 total
includes taxes & fees
24 Mar - 25 Mar
Suites on Main
Down duvets, memory-foam beds, individually decorated

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
"Clean room, exceptional service. Will visit again. "
United States
Saurabh
The price is HK$934
HK$1,008 total
includes taxes & fees
6 Apr - 7 Apr
Mountain Treasure B&B
Restaurant

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (216 reviews)
"This hotel surpassed our expectations! Staff were incredibly friendly and accommodating. Impeccable vibes. Sauna and hot tub aided relaxation. Pool table was a fun touch as well. Looking forward to returning in summer months. "
United States
Samantha
The price is HK$1,126
HK$1,261 total
includes taxes & fees
23 Mar - 24 Mar
Urban Cowboy Lodge
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"Beautiful scenery and great staff"
Ransisi 1-night trip
Posted 2 hours ago
Wylder Hotel Windham

Find out more about Ashland

Ashland Chalets information

Number of reviews
4,180
Accommodation
54 Chalets
Lowest Price
HK$748
Highest Price
HK$1,535

Explore a world of travel with Expedia