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Brewster

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Brewster Flights as Low as $152

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

Breeze Airways
Thu, Jul 24 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$152 Roundtrip, found 8 hours ago
$152
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $152 found 8 hours ago
Breeze Airways
Fri, Jul 18 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 18 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $153 found 1 day ago
Breeze Airways
Thu, Jul 24 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$157 Roundtrip, found 8 hours ago
$157
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $157 found 8 hours ago
Breeze Airways
Fri, Jul 18 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 18 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $158 found 1 day ago
JetBlue Airways
Tue, Jul 22 - Sat, Jul 26
MCO
Orlando Intl.
HPN
Westchester County
$160 Roundtrip, found 3 days ago
$160
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Sat, Jul 26, priced at $160 found 3 days ago
Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 2 days ago
$164
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $164 found 2 days ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
HPN
Westchester County
$166 Roundtrip, found 6 hours ago
$166
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Westchester County, returning Sun, Jul 27, priced at $166 found 6 hours ago
Breeze Airways
Thu, Jul 17 - Mon, Jul 21
MCO
Orlando Intl.
HPN
Westchester County
$166 Roundtrip, found 3 days ago
$166
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jul 17 from Orlando Intl. to Westchester County, returning Mon, Jul 21, priced at $166 found 3 days ago
Breeze Airways
Thu, Jul 17 - Mon, Jul 21
MCO
Orlando Intl.
HPN
Westchester County
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jul 17 from Orlando Intl. to Westchester County, returning Mon, Jul 21, priced at $167 found 3 days ago
Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $169 found 2 days ago
JetBlue Airways
Sat, Jul 19 - Wed, Jul 23
MCO
Orlando Intl.
HPN
Westchester County
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Jul 19 from Orlando Intl. to Westchester County, returning Wed, Jul 23, priced at $170 found 2 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 3 days ago
$174
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $174 found 3 days ago
American Airlines
Tue, Jul 22 - Sat, Jul 26
MCO
Orlando Intl.
HPN
Westchester County
$179 Roundtrip, found 3 days ago
$179
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Sat, Jul 26, priced at $179 found 3 days ago
Delta
Tue, Jul 22 - Sat, Jul 26
MCO
Orlando Intl.
HPN
Westchester County
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Sat, Jul 26, priced at $200 found 3 days ago
Breeze Airways
Tue, Jul 15 - Mon, Jul 21
CHS
Charleston Intl.
HPN
Westchester County
$227 Roundtrip, found 3 days ago
$227
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Jul 15 from Charleston Intl. to Westchester County, returning Mon, Jul 21, priced at $227 found 3 days ago
Fly Play
Wed, Jul 9 - Wed, Aug 20
CDG
Roissy-Charles de Gaulle
SWF
Stewart Intl.
$904 Roundtrip, found 4 days ago
$904
Roundtrip
found 4 days ago
Select Fly Play flight, departing Wed, Jul 9 from Roissy-Charles de Gaulle to Stewart Intl., returning Wed, Aug 20, priced at $904 found 4 days ago

Cheap Flights to Brewster

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

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

Frequently Asked Questions About flights to Brewster

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Brewster 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 SWF airport.

What is the cheapest month to fly to Brewster?

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 Brewster are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Brewster?

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 Brewster.

What airport is best to fly into Brewster?

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

How much are flights to Brewster?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Brewster on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $152, 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 Brewster?

The trick to saving a stack of cash on your flight to Brewster? 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 $152 right now, why wait?

Brewster Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$152

Last Minute Hotel Deals in Brewster

Heidi's Inn
Heidi's Inn
2.5 out of 5
1270 Route 22, Brewster, NY
Book a stay at this business-friendly hotel in Brewster. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (739 reviews)
Conference
"It was good and close to conference."

Reviewed on Jun 30, 2025

Get rates
Heidi's Inn
Comfort Inn
Comfort Inn
2.5 out of 5
7-11 Peach Lake Road, Brewster, NY
Book a stay at this business-friendly hotel in Brewster. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (433 reviews)
"We stay here often and are never disappointed."

Reviewed on Jun 30, 2025

Get rates
Comfort Inn
EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,001 reviews)
"Great place"

Reviewed on Jun 30, 2025

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EVEN Hotel Norwalk by IHG
The Watershed
The Watershed
3.5 out of 5
353 Main Ave, Norwalk, CT
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
"Very comfortable room and comfy bed and linens. Restaurant is also great. Fitness center has brand new, upgraded equipment."

Reviewed on Jul 4, 2025

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The Watershed
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
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! (1,008 reviews)
"This was a pretty good value for the money. The hotel was mostly clean but they allow pets and you can tell. Pets lower the cleanliness of any place and the fact that so many people have allergies that affect the ability to rate the stay any higher. Also, I had to ask them to clean my room after ..."

Reviewed on Jul 2, 2025

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HYATT house Fishkill/Poughkeepsie
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
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! (1,005 reviews)
"Beautiful hotel- very clean"

Reviewed on Jul 2, 2025

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Hotel Zero Degrees Danbury
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
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 ...
8.2/10 Very Good! (1,001 reviews)
"The view and location is beautiful!"

Reviewed on Jun 29, 2025

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Overlook Lodge at Bear Mountain
Hotel Hi-Ho - Contactless Check-In
Hotel Hi-Ho - Contactless Check-In
3 out of 5
4180 Black Rock Turnpike, Fairfield, CT
Stay at this 3-star motel in Fairfield. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the clean rooms in our reviews. ...
7.8/10 Good! (1,000 reviews)
"No breakfast and the hotel restaurant opens at 12 pm"

Reviewed on Jun 23, 2025

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Hotel Hi-Ho - Contactless Check-In
See all 835 properties in Brewster
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.