Search Cheap Flights to
Pleasant Valley

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Pleasant Valley Flights as Low as $164

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

Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 1 day ago
$164
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $164 found 1 day ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $169 found 1 day ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 1 day ago
$174
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $174 found 1 day ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$195 Roundtrip, found 22 hours ago
$195
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $195 found 22 hours ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$200 Roundtrip, found 22 hours ago
$200
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $200 found 22 hours ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$205 Roundtrip, found 22 hours ago
$205
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $205 found 22 hours ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 9 hours ago
$209
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $209 found 9 hours ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$214 Roundtrip, found 9 hours ago
$214
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $214 found 9 hours ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$219 Roundtrip, found 9 hours ago
$219
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $219 found 9 hours ago
Breeze Airways
Thu, Jun 19 - Mon, Jun 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$225 Roundtrip, found 3 days ago
$225
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Mon, Jun 23, priced at $225 found 3 days ago
Breeze Airways
Fri, Jun 20 - Tue, Jun 24
MCO
Orlando Intl.
SWF
Stewart Intl.
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Stewart Intl., returning Tue, Jun 24, priced at $230 found 3 days ago
Breeze Airways
Thu, Jun 26 - Sun, Jun 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jun 26 from Orlando Intl. to Stewart Intl., returning Sun, Jun 29, priced at $231 found 2 days ago
Breeze Airways
Thu, Jun 19 - Mon, Jun 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$235 Roundtrip, found 3 days ago
$235
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Mon, Jun 23, priced at $235 found 3 days ago
Breeze Airways
Fri, Jun 20 - Tue, Jun 24
MCO
Orlando Intl.
SWF
Stewart Intl.
$240 Roundtrip, found 3 days ago
$240
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Stewart Intl., returning Tue, Jun 24, priced at $240 found 3 days ago
Breeze Airways
Thu, Jun 26 - Sun, Jun 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$241 Roundtrip, found 2 days ago
$241
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jun 26 from Orlando Intl. to Stewart Intl., returning Sun, Jun 29, priced at $241 found 2 days ago
Breeze Airways
Thu, May 15 - Mon, May 19
CVG
Cincinnati - Northern Kentucky Intl.
SWF
Stewart Intl.
$524 Roundtrip, found 5 hours ago
$524
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, May 15 from Cincinnati - Northern Kentucky Intl. to Stewart Intl., returning Mon, May 19, priced at $524 found 5 hours ago

Cheap Flights to Pleasant Valley

Fall in love at first flight with your vacation to Pleasant Valley 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 Pleasant Valley on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Pleasant Valley

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Pleasant Valley 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 Pleasant Valley?

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 Pleasant Valley are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Pleasant Valley?

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 Pleasant Valley.

What airport is best to fly into Pleasant Valley?

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

How much are flights to Pleasant Valley?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Pleasant Valley on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $164, 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 Pleasant Valley?

The trick to saving a stack of cash on your flight to Pleasant Valley? 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 $164 right now, why wait?

Pleasant Valley Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$163

Last Minute Hotel Deals in Pleasant Valley

Best Western Plus Kingston Hotel And Conference Center
Best Western Plus Kingston Hotel And Conference Center
2.5 out of 5
503 Washington Ave, Kingston, NY
The price is $127 per night from May 7 to May 8
$127
includes taxes & fees
May 7 - May 8
Book a stay at this family-friendly hotel in Kingston. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,000 reviews)
"it was a solid safe comfortable stay"

Reviewed on Apr 28, 2025

Best Western Plus Kingston Hotel And Conference Center
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is $124 per night from May 11 to May 12
$124
includes taxes & fees
May 11 - May 12
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! (1,000 reviews)
"Super clean"

Reviewed on Apr 28, 2025

HYATT house Fishkill/Poughkeepsie
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 $182 per night from May 18 to May 19
$182
includes taxes & fees
May 18 - May 19
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 ...
Nice getaway
"Excellent facility and service. Mary at the front desk was above excellent"

Reviewed on Apr 25, 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
The price is $138 per night from May 11 to May 12
$138
includes taxes & fees
May 11 - May 12
Stay at this 4-star business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.2/10 Very Good! (1,001 reviews)
"The Doubletree is an excellent option for anyone interested in staying in downtown Poughkeepsie. I have stayed there on three different occasions in the last three months, each time for several days,and have always had a good experience. The staff is friendly and welcoming, the parking is free, access ..."

Reviewed on Apr 27, 2025

DoubleTree by Hilton Poughkeepsie
Wildflower Farms, Auberge Resorts Collection
Wildflower Farms, Auberge Resorts Collection
5 out of 5
2702 Main St, Gardiner, NY
The price is $938 per night from May 26 to May 27
$938
includes taxes & fees
May 26 - May 27
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery ...
9.4/10 Exceptional! (50 reviews)
"Great stay"

Reviewed on Apr 21, 2025

Wildflower Farms, Auberge Resorts Collection
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
The price is $130 per night from May 12 to May 13
$130
includes taxes & fees
May 12 - May 13
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! (1,006 reviews)
"Everyone was super friendly and helpful!! Place is immaculate! We’ll be back."

Reviewed on Apr 27, 2025

Hyatt Place Poughkeepsie / Hudson Valley
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Hyde Park Poughkeepsie North
2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
The price is $87 per night from May 12 to May 13
$87
includes taxes & fees
May 12 - May 13
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,002 reviews)
"It was ok"

Reviewed on Apr 29, 2025

Quality Inn Hyde Park Poughkeepsie North
Holiday Inn Express & Suites Kingston-Ulster by IHG
Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 out of 5
1835 Ulster Avenue, Lake Katrine, NY
The price is $137 per night from May 26 to May 27
$137
includes taxes & fees
May 26 - May 27
Book a stay at this business-friendly hotel in Lake Katrine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (923 reviews)
"🌟🌟🌟🌟🌟🌟🌟 Nicely done Ni!! (manager) your teamwork shows-Great service and stay, the staff and team were ready to help. Everyone was very pleasant and accommodating!!"

Reviewed on Apr 28, 2025

Holiday Inn Express & Suites Kingston-Ulster by IHG
See all 1,093 properties in Pleasant Valley
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.