Flights To Ulster County - Cheap Flights Starting at CA $81

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A calm lake with a sunset reflecting on the water, surrounded by forested hills.

Woodstock

Flights
Woodstock
A river with a red bridge, surrounded by autumn-colored trees and houses.

Saugerties

Flights
Saugerties

How Much Does it Cost To Fly To Ulster County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Oct 3 - Sat, Oct 10
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $199 Roundtrip, found 4 days ago
CA $199
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Oct 3 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Oct 10, priced at CA $199 found 4 days ago
Thu, Sep 10 - Wed, Sep 23
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $209 Roundtrip, found 3 days ago
CA $209
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Wed, Sep 23, priced at CA $209 found 3 days ago
Mon, Sep 14 - Wed, Sep 23
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $210 Roundtrip, found 3 days ago
CA $210
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 14 from Orlando Intl. to Stewart Intl., returning Wed, Sep 23, priced at CA $210 found 3 days ago
Wed, Sep 9 - Sat, Sep 12
TPA
Tampa Intl.
SWF
Stewart Intl.
CA $217 Roundtrip, found 4 days ago
CA $217
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Sep 9 from Tampa Intl. to Stewart Intl., returning Sat, Sep 12, priced at CA $217 found 4 days ago
Wed, Sep 9 - Sat, Sep 12
TPA
Tampa Intl.
SWF
Stewart Intl.
CA $219 Roundtrip, found 4 days ago
CA $219
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Sep 9 from Tampa Intl. to Stewart Intl., returning Sat, Sep 12, priced at CA $219 found 4 days ago
Wed, Sep 9 - Sat, Sep 12
TPA
Tampa Intl.
SWF
Stewart Intl.
CA $230 Roundtrip, found 3 days ago
CA $230
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Sep 9 from Tampa Intl. to Stewart Intl., returning Sat, Sep 12, priced at CA $230 found 3 days ago
Wed, Sep 30 - Sun, Oct 4
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $234 Roundtrip, found 2 days ago
CA $234
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 30 from Orlando Intl. to Stewart Intl., returning Sun, Oct 4, priced at CA $234 found 2 days ago
Wed, Sep 30 - Mon, Oct 5
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $236 Roundtrip, found 2 days ago
CA $236
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 30 from Orlando Intl. to Stewart Intl., returning Mon, Oct 5, priced at CA $236 found 2 days ago
OriginDestinationTravel datesFlights from*
MCONewburghSeptember 10 to September 23CA $209
TPANewburghSeptember 9 to September 12CA $217
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghAugust 28 to August 30CA $579
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Sep 3 - Sep 8

5 night stay

Buffalo (BUF) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was CA $3,074, price is now CA $1,903 per person
CA $1,903
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Oct 7 - Oct 11

4 night stay

Toronto (YTO) to New York (JFK)

Delta • Coach

New York (JFK) to Toronto (YTO)

American Airlines • Coach
Price was CA $4,895, price is now CA $2,672 per person
CA $2,672
per person
found 1 day ago
The Towers at Lotte New York Palace
5.0-star property

The Towers at Lotte New York Palace

Oct 19 - Oct 23

4 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $5,322, price is now CA $3,264 per person
CA $3,264
per person
found 1 day ago
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Travelers ❤️ These Ulster County 🏨

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berean Park Beach and McCann Arena are located nearby.
Opens in a new windowSureStay Plus Hotel by Best Western Highland Poughkeepsie
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln New Paltz NY
Book a stay at this business-friendly motel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Samuel Dorsky Museum of Art and Loren Campbell Memorial Field are located nearby.
9/10 Wonderful! (1,023 reviews)
"Very nice and clean place to staff will defiantly come back to stay"

Reviewed on Aug 21, 2026

Opens in a new windowAmericas Best Value Inn New Paltz
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Book a stay at this luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Opus 40 and Saugerties Town Hall are located nearby.
9/10 Wonderful! (548 reviews)
"Wonderful experience!"

Reviewed on Aug 19, 2026

Opens in a new windowAutoCamp Catskills
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Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
4 South Putt Corners Road New Paltz NY
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Samuel Dorsky Museum of Art and Loren Campbell Memorial Field are located nearby.
9.4/10 Exceptional! (1,014 reviews)
"Clean room and all public areas. Bedding and furniture was a bit worn out. Breakfast was ok but very basic."

Reviewed on Aug 21, 2026

Opens in a new windowHampton Inn by Hilton New Paltz
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.