Photo by Allison Alano Flores

Search Hotels with Air Conditioning 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 Air Conditioning

Our top choices for Highland hotels with air conditioning

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
Pillow-top beds, desk, blackout curtains, iron/ironing board
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1008)
"The rooms were very clean and comfortable, staff was very nice and welcoming"
United States
Jordan
The price is 2.269.505 ₫
2.541.848 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Americas Best Value Inn New Paltz
Free daily continental breakfast
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1007)
"Always stay here on my way through NY."
United States
Kathleen
The price is 2.347.900 ₫
2.656.062 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Quality Inn & Suites Fishkill South near I-84
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
8.8 out of 10, Excellent, (1002)
"Clean room, decent breakfast, friendly staff "
United States
Irina
The price is 2.399.198 ₫
2.786.069 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Hampton Inn & Suites Poughkeepsie
Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1002)
"Clean room and friendly staff "
United States
Kelly
The price is 2.296.601 ₫
2.598.031 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Poughkeepsie
Free daily buffet breakfast
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1002)
"Easy check in, very friendly staff. Clean place!!"
United States
Elline
The price is 2.459.705 ₫
2.782.540 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Comfort Suites Fishkill near Interstate 84
Buffet
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very good, (1001)
"Very nice stay."
United States
Peter
The price is 2.499.165 ₫
2.827.180 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
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

Frequently asked questions

How much do hotels with air conditioning in Highland cost?
Hotels with air conditioning in Highland range between 2.354.456 ₫ and 3.276.380 ₫ per night. These stays offer the comfort you need at a price that'll make your bank balance smile. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with air conditioning in Highland?
Highland has multiple hotels with air conditioning that have a total average guest review rating of 8.7. SureStay Plus Hotel by Best Western Highland Poughkeepsie is a well-liked option. This 2.5-stars property also comes with complimentary breakfast and soundproofed rooms. Another popular choice that provides air-conditioned comfort is Americas Best Value Inn Highland-poughkeepsie. WiFi and complimentary breakfast are among the amenities at this 2-stars stay.
How many hotels with air conditioning are there in Highland?
Choose from 4 hotels with air conditioning in Highland. Whether you're taking a trip with the family or planning a weekend escape with your besties, Expedia can help you find the best air-conditioned place to spend your holiday.
What are the best cheap hotels with air conditioning in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the most affordable hotels with air conditioning in Highland and offers soundproofed rooms and blackout curtains. Another popular choice that won't break the bank is Americas Best Value Inn Highland-poughkeepsie. It features front desk services and complimentary breakfast. Rates for air-conditioned hotels start at just 2.354.456 ₫ per night. If you prefer to hold on to your hard-earned dollars and still see the best of Highland, add a couple of free attractions to your to-do list. Berean Park Beach and Franny Reese State Park will keep you entertained. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your hotel with air conditioning in Highland with Expedia?
Expedia has epic deals on hotels with air conditioning in Highland. If you have a budget, click on how much you want to spend and the preferred star rating of your hotel. Then take advantage of our filters to search for air-conditioned digs with perks like a hot tub or a swimming pool. We'll help you find the right fit whatever your style of travel or plans.
How can I find cheap hotels with air conditioning in Highland?
A good way to find cheap hotels with air conditioning in Highland is with Expedia's useful filter tool. First, set your budget per night and star rating, then tick air conditioning under the amenities menu to grab your ideal place at an unbeatable price.
What is there to do in Highland near my hotel with air conditioning?
If you're ready to explore the best of Highland, pay a visit to Berean Park Beach. It's popular among visitors and locals alike.