Photo by Allison Alano Flores

Search Pet-Friendly Hotels 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 Pet-Friendly Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Highland pet-friendly hotels

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, (949)
"Was a great stay! "
United States
Alane
The price is ฿2,480
฿2,778 total
includes taxes & fees
4 Jan - 5 Jan 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Lobby
Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (440)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
The price is ฿2,977
฿3,368 total
includes taxes & fees
3 Jan - 4 Jan 2026
Best Western Plus The Inn & Suites At The Falls
Exterior detail
Borland House Inn

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1005)
"Love it, everytime we come this is the place to stay"
United States
William
The price is ฿3,134
฿3,546 total
includes taxes & fees
1 Jan - 2 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Room, 2 Queen Beds, Accessible, Non Smoking | Premium bedding, pillow-top beds, in-room safe, desk
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1014)
"Great stay with many breakfast options! "
United States
Sara
The price is ฿3,156
฿3,664 total
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn & Suites Poughkeepsie
Front of property
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very good, (813)
"Beautiful and convenient place. Love and will stay again"
United States
Elaine
The price is ฿3,352
฿3,792 total
includes taxes & fees
1 Jan - 2 Jan 2026
Beekman Arms and Delamater Inn
Front of property – evening/night
Minnewaska Lodge

Minnewaska Lodge

Minnewaska Lodge
3.0 star property
Gardiner
9.0 out of 10, Wonderful, (529)
"All around amazing spot! "
United States
Patrick
The price is ฿3,922
฿4,832 total
includes taxes & fees
4 Jan - 5 Jan 2026
Minnewaska Lodge
View from property
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (803)
"Staff was very kind and courteous "
United States
Natasha
The price is ฿3,538
฿3,963 total
includes taxes & fees
4 Jan - 5 Jan 2026
Residence Inn by Marriott Kingston
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1009)
"everything was great "
United States
Christopher
The price is ฿3,083
฿3,487 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Fishkill
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

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Staff was very kind and courteous "
Natasha 1-night trip
Posted 6 days ago
Residence Inn by Marriott Kingston

Frequently asked questions

What's the best dog-friendly hotel in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is a top dog-friendly hotel, and offers laundry facilities along with WiFi for its human guests.
What's the best time of year to travel to Highland with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.
What is there to see and do with your pet in Highland?
Known for its hiking trails, Highland has lots to offer visitors, including its riverfront, natural beauty and mountains. See the local sights and visit Walkway Over the Hudson State Historic Park and Franklin D Roosevelt Library & Museum. While you're there, make sure you don't miss Berean Park Beach and Franny Reese State Park.