Search Chalets in Hillsdale

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Browse Select Hillsdale Chalets

We don't have any properties that match your exact search

Recommended hotels in Hillsdale

Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (401)
"Peaceful area and great staff; Thank you for the service and experience "
The price is CA $144
CA $166 total
includes taxes & fees
Sep 1 - Sep 2
Locust Tree Bed and Breakfast LLC
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (546)
"Excellent location, friendly service, clean, comfortable room."
The price is CA $103
CA $115 total
includes taxes & fees
Sep 8 - Sep 9
Travelodge by Wyndham Great Barrington Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is CA $174
CA $195 total
includes taxes & fees
Sep 7 - Sep 8
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Brooks Motel
Double Room

The Brooks Motel

2.0 star property
7.8 out of 10, Good, (96)
"Basic, clean and good value for the money."
The price is CA $184
CA $207 total
includes taxes & fees
Sep 1 - Sep 2
The Brooks Motel
Hudson valley and The Berkshires Cottage
Exterior

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (14)
"This is an excellent place to get away and relax! Beautiful property inside and out."
The price is CA $113
CA $418 total
includes taxes & fees
Sep 10 - Sep 11
Hudson valley and The Berkshires Cottage
Brooks Motel: Perfect Suite, Seasonal Waterviews
Fridge, microwave, stovetop, coffee/tea maker

Brooks Motel: Perfect Suite, Seasonal Waterviews

The price is CA $198
CA $254 total
includes taxes & fees
Sep 2 - Sep 3
Brooks Motel: Perfect Suite, Seasonal Waterviews
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

7.0 out of 10, Good, (4)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
The price is CA $219
CA $276 total
includes taxes & fees
Sep 10 - Sep 11
The Brooks Motel: Exceptional Suite
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
The price is CA $219
CA $276 total
includes taxes & fees
Sep 10 - Sep 11
The Brooks Motel: Exceptional Suite
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (117)
"Great stay!"
The price is CA $179
CA $200 total
includes taxes & fees
Sep 1 - Sep 2
Micosta Leisure Inn
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
9.6 out of 10, Exceptional, (63)
"Really beautiful place to enjoy nature with family!!"
The price is CA $191
CA $258 total
includes taxes & fees
Sep 1 - Sep 2
Postcard Cabins Eastern Catskills
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1004)
"Very clean rooms and excellent staff."
The price is CA $146
CA $163 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (744)
"A great mom & pop motel. Clean and friendly "
The price is CA $106
CA $118 total
includes taxes & fees
Sep 1 - Sep 2
Monument Mountain Motel
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is CA $176
CA $250 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (787)
"My stay was perfect. I can't wait to stay there again. "
The price is CA $109
CA $121 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (599)
"Amazing place to stay. Can’t wait to go again. "
The price is CA $106
CA $149 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (27)
"Do hotel, very clean we had a great day"
The price is CA $195
CA $217 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Great location and close enough to walk to shops and restaurants. "
The price is CA $127
CA $142 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (868)
"Consistently a clean room with welcoming staff."
The price is CA $150
CA $167 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great staff! Comfortable bed! "
The price is CA $198
CA $221 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Berkshires-Lenox
Element Lenox Berkshires
Lobby lounge

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is CA $209
CA $233 total
includes taxes & fees
Sep 7 - Sep 8
Element Lenox Berkshires
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsdale Hotel Reviews

Find out more about Hillsdale

Find out more about Hillsdale

Hillsdale Chalets information

Number of reviews
Accommodation
6 Chalets
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia