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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, (946)
"Was a great stay! "
United States
Alane
The price is 2.102.192 ₫
2.354.456 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
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, (57)
"Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect "
United States
Sandra N
The price is 34.172.793 ₫
39.409.991 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Wildflower Farms, Auberge Collection
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
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
Apartment, 2 Bedrooms, Balcony, Garden View | Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
Poughkeepsie
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is 6.110.064 ₫
7.156.293 ₫ total
includes taxes & fees
16 Dec - 17 Dec
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
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 6.972.670 ₫
8.236.195 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Cromwell Manor Inn
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, (163)
"Great location."
United States
Catherine
The Wiltwyck
Exterior
Mirbeau Inn & Spa

Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck
9.6 out of 10, Exceptional, (308)
"The inn was lovely with attentive staff!"
United States
Karen
The price is 11.285.703 ₫
13.734.095 ₫ 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
Superior Double Room, Ensuite (Primrose) | Miscellaneous
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is 5.656.005 ₫
6.398.389 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Dominion House Bed & Breakfast
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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