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Pleasant Valley

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Pleasant Valley Flights as Low as $140

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

Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$140 Roundtrip, found 5 days ago
$140
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $140 found 5 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$143 Roundtrip, found 3 days ago
$143
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $143 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$145 Roundtrip, found 5 days ago
$145
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $145 found 5 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$146 Roundtrip, found 3 days ago
$146
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $146 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $150 found 5 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 3 days ago
$153
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $153 found 3 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$155 Roundtrip, found 5 days ago
$155
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $155 found 5 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$156 Roundtrip, found 2 days ago
$156
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $156 found 2 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $157 found 1 day ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $160 found 5 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $161 found 1 day ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$162 Roundtrip, found 15 hours ago
$162
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $162 found 15 hours ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$165 Roundtrip, found 5 days ago
$165
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $165 found 5 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $166 found 1 day ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$168 Roundtrip, found 15 hours ago
$168
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $168 found 15 hours ago
Breeze Airways
Thu, Jul 17 - Sun, Jul 20
ROC
Greater Rochester Intl.
SWF
Stewart Intl.
$583 Roundtrip, found 16 hours ago
$583
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, Jul 17 from Greater Rochester Intl. to Stewart Intl., returning Sun, Jul 20, priced at $583 found 16 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 May, 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 $140, 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 $140 right now, why wait?

Pleasant Valley Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$139

Last Minute Hotel Deals in Pleasant Valley

DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
The price is $136 per night from Apr 27 to Apr 28
$136
includes taxes & fees
Apr 27 - Apr 28
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! (1,011 reviews)
"We had a good stay"

Reviewed on Apr 15, 2025

DoubleTree by Hilton Poughkeepsie
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is $119 per night from Apr 20 to Apr 21
$119
includes taxes & fees
Apr 20 - Apr 21
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! (1,005 reviews)
"Was there for the arm wrestling tournament"

Reviewed on Apr 12, 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 $163 per night from Apr 27 to Apr 28
$163
includes taxes & fees
Apr 27 - Apr 28
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! (303 reviews)
"nice place friendly helpful staff from front desk to houskeeping"

Reviewed on Apr 15, 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
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 $117 per night from Apr 23 to Apr 24
$117
includes taxes & fees
Apr 23 - Apr 24
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! (1,004 reviews)
will stay again when in the area
"wonderful stay"

Reviewed on Apr 14, 2025

Best Western Plus Kingston Hotel And Conference Center
Wildflower Farms, Auberge Resorts Collection
Wildflower Farms, Auberge Resorts Collection
5 out of 5
2702 Main St, Gardiner, NY
The price is $1,003 per night from May 13 to May 14
$1,003
includes taxes & fees
May 13 - May 14
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! (49 reviews)
"Its a beautiful property and some of the best staff and service. Looking forward to be back soon"

Reviewed on Mar 4, 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 $128 per night from Apr 21 to Apr 22
$128
includes taxes & fees
Apr 21 - Apr 22
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! (1,002 reviews)
"Went to breakfast on Saturday morning only to find there was no hot food out and the girl working made it clear she was the only one working and that’s why food was not coming out fast enough. Clearly understaffed that day which I get happens but it just wasn’t a good look for the hotel. Other than ..."

Reviewed on Apr 15, 2025

Hyatt Place Poughkeepsie / Hudson Valley
Courtyard by Marriott Kingston
Courtyard by Marriott Kingston
3 out of 5
500 Frank Sottile Blvd, Kingston, NY
The price is $137 per night from Apr 22 to Apr 23
$137
includes taxes & fees
Apr 22 - Apr 23
Stay at this 3-star business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (975 reviews)
"Great location near the highway. We were un town for our sons bowling tournament. Easy check in. As soon as we got into the room it smelled so clean in there! The pool was so warm and the hot tub was a nice treat. The hostess at the check-in was very helpful when we were asking her opinion on what ..."

Reviewed on Apr 6, 2025

Courtyard by Marriott Kingston
Hampton Inn & Suites Newburgh Stewart Airport
Hampton Inn & Suites Newburgh Stewart Airport
2.5 out of 5
1 Crossroads Ct, Newburgh, NY
The price is $149 per night from Apr 24 to Apr 25
$149
includes taxes & fees
Apr 24 - Apr 25
Book a stay at this business-friendly hotel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (880 reviews)
"We had a pleasant stay .."

Reviewed on Apr 12, 2025

Hampton Inn & Suites Newburgh Stewart Airport
See all 1,094 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.