Title: Book the Best Highland Hotels with FREE PARKING in 2026 | Expedia.ca

[Hotels in Highland](https://expedia.ca/Highland-Hotels.d115050.Travel-Guide-Hotels)[Vacation Rentals in Highland](https://expedia.ca/Highland-Vacation-Rentals.d115050.Travel-Guide-VacationRentals)[Highland Car Rentals](https://expedia.ca/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.ca/Highland.d115050.Destination-Travel-Guides)

![Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Allison Alano Flores

# Find Hotels with Free Parking in Highland, NY from CA $123

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## Check availability on Highland Hotels with Free Parking

Tonight

[Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-12-31&endDate=2026-01-01&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-01-01&endDate=2026-01-02&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Highland hotels with parking

![Pillowtop beds, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/f3e3bfe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/c74cb37b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/8bbf77e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Americas Best Value Inn New Paltz

[](https://www.expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information)

New Paltz

9.0/10

Wonderful

(1003)

"Staff was friendly and room is clean "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather

CA $118

CA $132 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information)

![Buffet](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/830db074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/38e2c556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/33748891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Building design](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/7b83baec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

[](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information)

Fishkill

8.4/10

Very good

(1000)

"Great customer service and breakfast was excellent "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dennis

CA $123

CA $139 total

includes taxes & fees

Jan 24 - Jan 25, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information)

![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/56f73483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/3dad591c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/b02bdf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

Crown Heights

9.0/10

Wonderful

(1000)

"Great stay with many breakfast options! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara

CA $139

CA $162 total

includes taxes & fees

Jan 9 - Jan 10, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed)](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/11ffbd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/71c5e58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/18c05883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SureStay Plus Hotel by Best Western Highland Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information)

Highland

7.8/10

Good

(949)

"Was a great stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alane

CA $109

CA $123 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/1765b81e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/a90c96fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/2b66e26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

Poughkeepsie

8.8/10

Excellent

(1015)

"A nice, clean hotel perfect for a quick business/recreational trip"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharonda

CA $129

CA $146 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/a6ffa5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/4a53c1a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/b0d13213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn & Suites Fishkill South near I-84

[](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information)

Fishkill

9.0/10

Wonderful

(1001)

"Always stay here on my way through NY."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathleen

CA $122

CA $138 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f57ee72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/w3831h2553x9y7-9c25ee45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f3387c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/0c0edcb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Fishkill

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information)

Fishkill

8.6/10

Excellent

(1002)

"Excellent stay, personnel and breakfast!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wilma L

CA $112

CA $127 total

includes taxes & fees

Jan 20 - Jan 21, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/78ebeb9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/0dc23e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee service](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/c86c7344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/c329caee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Suites Fishkill near Interstate 84

[](https://www.expedia.ca/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information)

Fishkill

9.2/10

Wonderful

(999)

"Yes stay was pleasant "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

henry

CA $128

CA $145 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/0ab3d1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/4d13fe24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/0fc5f02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Fishkill

[](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

Fishkill

8.6/10

Excellent

(734)

"Great Stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Les

CA $150

CA $170 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/1047d873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38401260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/51570973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

New Windsor

8.4/10

Very good

(1006)

"Superb place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Denessy

CA $124

CA $141 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-01-14&endDate=2026-01-15&regionId=115050&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true)

## Top Highland Hotel Reviews

![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg)

### Hampton Inn by Hilton New Paltz

10/10 Excellent

"Clean room, indoor pool a plus for the kids. Great location. "

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg)

### Courtyard by Marriott Poughkeepsie

10/10 Excellent

"The space was good enough and shower was a nice size"

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

![Howard Johnson by Wyndham Newburgh/West Point](https://images.trvl-media.com/lodging/1000000/10000/7700/7652/8a35f36a_y.jpg)

### Howard Johnson by Wyndham Newburgh/West Point

10/10 Excellent

"hhcfhhgfdfgghjjkkk"

[](https://expedia.ca/Newburgh-Hotels-Howard-Johnson-By-Wyndham-NewburghWest-Point.h7652.Hotel-Information)

![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg)

### Hampton Inn Kingston

10/10 Excellent

"Yes the room was excellent and extremely clean. "

[](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information)

![Hilton Garden Inn Fishkill](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350_y.jpg)

### Hilton Garden Inn Fishkill

10/10 Excellent

"We got stuck in a snowstorm driving home from upstate and this hotel came to the rescue! We had 2 large dogs with us but were please the dog friendly room was not gross (sometimes they are nasty!!) but clean and quiet. The breakfast from the menu was really good- we were laughing because it was tastier than some of our meals in "fancy" places upstate. The whole staff was incredibly nice and helpful. Good hot water pressure in the shower and the bed and pillows were quite comfortable."

[](https://expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information)

![Beekman Arms Hotel](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg)

### Beekman Arms Hotel

10/10 Excellent

"Breakfast could use more choices and bakes to be fresh! Loved the property, staff and atmosphere! ❤️"

[](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information)

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg)

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Great service staff is excellent "

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg)

### Residence Inn by Marriott Kingston

10/10 Excellent

"Staff was very kind and courteous "

[](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information)

![Courtyard by Marriott Kingston](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg)

### Courtyard by Marriott Kingston

10/10 Excellent

"The front desk (Fitz) was super polite and helpful for my late arrival. The lobby was warm and welcoming in a very cold night. Checkin/checkout was easy and efficient. My room was very clean and I had a great night sleep."

[](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information)

## Frequently asked questions

### Are there any hotels in Highland with parking?

> In addition to parking, the SureStay Plus Hotel also provides a free continental breakfast, allowing families to start their day with a hearty meal before heading out for adventures. Guests have noted the lovely lobby and comfortable beds, adding to the overall pleasant experience.
> 
>   
> For those looking for a more tailored family-friendly experience, there's an option just five miles from New Paltz, which boasts a great rating of 10.0\. This property is not only close to local attractions but also comes equipped with amenities such as a kitchen, children's toys, and games, making it a fantastic choice for families with young children.

### Are there Highland hotels that offer free parking?

> Guests particularly appreciate the comfortable and clean rooms, with many highlighting the lovely lobby and the great customer service provided by the staff. Additionally, the hotel offers a complimentary breakfast, including a delightful continental spread, ensuring you start your day on the right note. With free self-parking available, travellers will find this hotel a convenient choice for their Highland getaway.

### How much does a hotel with parking in Highland typically cost?

### Which area of Highland is best to stay in for convenient parking?

> For families, the areas near the Highland Landing Park are particularly appealing. This lovely park provides a safe space for children to play while parents can enjoy picnics by the riverside. Additionally, the proximity to local playgrounds and family-friendly dining options ensures that everyone stays entertained and well-fed during your stay.
> 
>   
> Couples might prefer the more tranquil spots along the riverfront. Here, you can unwind with a romantic stroll or a sunset picnic, all while enjoying the serene backdrop of the Hudson River. The peaceful atmosphere makes it a great choice for those looking to reconnect and create lasting memories together.

### How can I save on a hotel with parking in Highland with Expedia?

### Can I cancel my hotel reservation on Expedia?

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