Photo by Allison Alano Flores

Search Hotels with Parking in Highland

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 availability on Highland Hotels with Parking

Our top choices for Highland hotels with parking

Reception
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (945)
"Was a great stay! "
United States
Alane
The price is 2.103.950 ₫
2.356.424 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Bar (on property)
Hasbrouck House

Hasbrouck House

Hasbrouck House
4.0 star property
Stone Ridge
9.0 out of 10, Wonderful, (50)
"All around beautiful property and a wonderful stay. "
United States
mara
Hasbrouck House
Premium bedding, down duvets, minibar, in-room safe
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (56)
"Great stay"
United States
Adrienne
The price is 23.940.960 ₫
27.951.287 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Wildflower Farms, Auberge Collection
Superior Suite | Living area | 32-inch Smart TV with digital channels, TV, Netflix
The Wiltwyck

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (162)
"Great location."
United States
Catherine
The Wiltwyck
Exterior
The Millbrook Inn

The Millbrook Inn

The Millbrook Inn
4.0 star property
Millbrook
10.0 out of 10, Exceptional, (5)
"Love it! beautiful inn and amazing food!"
United States
Yasmin
The Millbrook Inn
Property entrance
The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn
3.0 star property
Rhinebeck
9.2 out of 10, Wonderful, (114)
"Large clean room. Comfy beds. Great location. Lovely stay!!"
United States
Steven
The Gables of Rhinebeck Inn
Exterior
Mirbeau Inn & Spa

Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck
9.6 out of 10, Exceptional, (307)
"The inn was lovely with attentive staff!"
United States
Karen
The price is 11.307.153 ₫
13.760.199 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Mirbeau Inn & Spa
Smart TV, fireplace
Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast
3.0 star property
New Paltz
9.4 out of 10, Exceptional, (78)
"Beautiful property and owner. "
United States
michelle
Moondance Ridge Bed & Breakfast
Exterior detail
Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast
3.5 star property
Hyde Park
9.8 out of 10, Exceptional, (136)
"Harry was great, room clean and fresh, breakfast amazing "
United States
Frank
The price is 4.818.207 ₫
5.450.630 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Inn the Woods Bed and Breakfast
Exterior
Cromwell Manor Inn

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (94)
"Great stay!"
United States
Amrita
The price is 6.978.501 ₫
8.243.083 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Cromwell Manor Inn
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 Highland Hotel Reviews

Explore a world of travel with Expedia