Search Cheap Flights to
Cold Spring

Photo by Bibek Magar

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Cold Spring Flights as Low as $117

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

Breeze Airways
Tue, Apr 1 - Mon, Apr 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Apr 1 from Orlando Intl. to Stewart Intl., returning Mon, Apr 7, priced at $117 found 5 days ago
Breeze Airways
Thu, Mar 6 - Mon, Mar 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Mar 6 from Orlando Intl. to Stewart Intl., returning Mon, Mar 10, priced at $119 found 1 day ago
Breeze Airways
Tue, Mar 25 - Sun, Mar 30
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Mar 25 from Orlando Intl. to Stewart Intl., returning Sun, Mar 30, priced at $122 found 4 days ago
Breeze Airways
Thu, Feb 27 - Sun, Mar 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$129 Roundtrip, found 5 days ago
$129
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Feb 27 from Orlando Intl. to Stewart Intl., returning Sun, Mar 2, priced at $129 found 5 days ago
Breeze Airways
Fri, Mar 14 - Sun, Mar 16
MCO
Orlando Intl.
SWF
Stewart Intl.
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Mar 14 from Orlando Intl. to Stewart Intl., returning Sun, Mar 16, priced at $158 found 5 days ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $163 found 1 day ago
Breeze Airways
Fri, Mar 28 - Sun, Mar 30
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 19 hours ago
$164
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Fri, Mar 28 from Orlando Intl. to Stewart Intl., returning Sun, Mar 30, priced at $164 found 19 hours ago
Breeze Airways
Thu, Aug 28 - Tue, Sep 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $173 found 5 days ago
Breeze Airways
Fri, Feb 28 - Sun, Mar 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Feb 28 from Orlando Intl. to Stewart Intl., returning Sun, Mar 2, priced at $186 found 4 days ago
Breeze Airways
Mon, Mar 31 - Sun, Apr 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$190 Roundtrip, found 5 days ago
$190
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Mar 31 from Orlando Intl. to Stewart Intl., returning Sun, Apr 6, priced at $190 found 5 days ago
JetBlue Airways
Thu, Apr 24 - Wed, Apr 30
MCO
Orlando Intl.
HPN
Westchester County
$227 Roundtrip, found 2 hours ago
$227
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, Apr 24 from Orlando Intl. to Westchester County, returning Wed, Apr 30, priced at $227 found 2 hours ago
Delta
Thu, Apr 24 - Wed, Apr 30
MCO
Orlando Intl.
HPN
Westchester County
$237 Roundtrip, found 2 hours ago
$237
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Apr 24 from Orlando Intl. to Westchester County, returning Wed, Apr 30, priced at $237 found 2 hours ago
JetBlue Airways
Thu, Apr 24 - Wed, Apr 30
MCO
Orlando Intl.
HPN
Westchester County
$242 Roundtrip, found 2 hours ago
$242
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, Apr 24 from Orlando Intl. to Westchester County, returning Wed, Apr 30, priced at $242 found 2 hours ago
American Airlines
Thu, Apr 24 - Wed, Apr 30
MCO
Orlando Intl.
HPN
Westchester County
$247 Roundtrip, found 2 hours ago
$247
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Apr 24 from Orlando Intl. to Westchester County, returning Wed, Apr 30, priced at $247 found 2 hours ago
American Airlines
Thu, Apr 24 - Wed, Apr 30
MCO
Orlando Intl.
HPN
Westchester County
$252 Roundtrip, found 2 hours ago
$252
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Apr 24 from Orlando Intl. to Westchester County, returning Wed, Apr 30, priced at $252 found 2 hours ago
Delta
Thu, Apr 24 - Wed, Apr 30
MCO
Orlando Intl.
HPN
Westchester County
$282 Roundtrip, found 2 hours ago
$282
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Apr 24 from Orlando Intl. to Westchester County, returning Wed, Apr 30, priced at $282 found 2 hours ago

Cheap Flights to Cold Spring

Fall in love at first flight with your vacation to Cold Spring by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Cold Spring on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Cold Spring, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Cold Spring

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Cold Spring with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the POU airport.

What is the cheapest month to fly to Cold Spring?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Cold Spring are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Cold Spring?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Cold Spring.

What airport is best to fly into Cold Spring?

When you’re planning your trip to Cold Spring, convenience is the name of the game. Luckily, Cold Spring Stewart Intl. Airport is nearby so you can deplane and get going on checking off everything on your Cold Spring must-do list.

How much are flights to Cold Spring?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Cold Spring on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $117, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Cold Spring?

The trick to saving a stack of cash on your flight to Cold Spring? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $117 right now, why wait?

Cold Spring Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$164

Last Minute Hotel Deals in Cold Spring

Cold Spring Hotel
Cold Spring Hotel
3 out of 5
124 Main St., Cold Spring, NY
The price is $246 per night from Mar 24 to Mar 25
$246
includes taxes & fees
Mar 24 - Mar 25
Stay at this 3-star hotel in Cold Spring. Enjoy free WiFi, daily housekeeping, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (140 reviews)
"Extremely friendly staff. Very helpful."

Reviewed on Jan 12, 2025

Cold Spring Hotel
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
The price is $182 per night from Feb 27 to Feb 28
$182
includes taxes & fees
Feb 27 - Feb 28
Stay at this 4-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,001 reviews)
Beautiful hotel
"This was a beautiful hotel. The staff was amazing and attentive. Only issue I had was that I called a month before my stay because this site says microwave upon request and was told the room I booked had one to find out when I got there it wasn’t and I couldn’t get one. Plus the water on the shower ..."

Reviewed on Feb 18, 2025

Hotel Zero Degrees Danbury
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is $117 per night from Feb 28 to Mar 1
$117
includes taxes & fees
Feb 28 - Mar 1
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,001 reviews)
"I got a suite, which was nice and spacious. I wish the bathroom sink was closed off, where if someone is sleeping you wont be a disturbance. The gym is small, no towels, and few of the cardio machines were not working. As for the pool, I'm not sure because its the off season but the water was not ..."

Reviewed on Feb 17, 2025

HYATT house Fishkill/Poughkeepsie
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
The price is $135 per night from Feb 23 to Feb 24
$135
includes taxes & fees
Feb 23 - Feb 24
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8/10 Very Good! (1,002 reviews)
"Beautiful country setting"

Reviewed on Feb 19, 2025

Overlook Lodge at Bear Mountain
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
2.5 out of 5
2 Bryle Place, Chester, NY
The price is $105 per night from Feb 27 to Feb 28
$105
includes taxes & fees
Feb 27 - Feb 28
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
"The front desk clerk was absolutely amazing with us and so helpful"

Reviewed on Feb 10, 2025

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
The price is $163 per night from Mar 16 to Mar 17
$163
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3-star business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (264 reviews)
"Lovely and convenient place to stay when visiting Hyde Park. My only complaint was our first night the people above us could be easily heard. Not sure if they were just loud or this is a design flaw."

Reviewed on Feb 18, 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 out of 5
1 Sleep Way, Monroe, NY
The price is $106 per night from Feb 28 to Mar 1
$106
includes taxes & fees
Feb 28 - Mar 1
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,001 reviews)
"It was clean nice and up to date, bed was comfortable, and breakfast was delicious. A very courteous staff and attentive to your needs."

Reviewed on Feb 17, 2025

Sleep Inn & Suites Monroe - Woodbury
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
The price is $99 per night from Mar 24 to Mar 25
$99
includes taxes & fees
Mar 24 - Mar 25
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"Great location and staff was very accommodating."

Reviewed on Feb 20, 2025

Hyatt Place Poughkeepsie / Hudson Valley
See all 770 properties in Cold Spring
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.