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Brewster

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Brewster Flights as Low as $127

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

Breeze Airways
Thu, Aug 13 - Sun, Aug 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$127 Roundtrip, found 22 hours ago
$127
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 16, priced at $127 found 22 hours ago
Breeze Airways
Thu, Aug 13 - Sun, Aug 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$132 Roundtrip, found 22 hours ago
$132
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 16, priced at $132 found 22 hours ago
Breeze Airways
Thu, Aug 13 - Sun, Aug 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$137 Roundtrip, found 22 hours ago
$137
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 16, priced at $137 found 22 hours ago
Breeze Airways
Wed, May 6 - Wed, May 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, May 6 from Orlando Intl. to Stewart Intl., returning Wed, May 13, priced at $150 found 1 day ago
Breeze Airways
Wed, May 6 - Wed, May 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, May 6 from Orlando Intl. to Stewart Intl., returning Wed, May 13, priced at $155 found 1 day ago
Breeze Airways
Sat, Jun 6 - Sat, Jun 6
MCO
Orlando Intl.
HPN
Westchester County
$158 Roundtrip, found 16 hours ago
$158
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando Intl. to Westchester County, returning Sat, Jun 6, priced at $158 found 16 hours ago
Breeze Airways
Wed, May 20 - Sat, Jun 6
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, May 20 from Raleigh - Durham Intl. to Westchester County, returning Sat, Jun 6, priced at $158 found 2 days ago
Breeze Airways
Fri, May 22 - Sat, May 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$159 Roundtrip, found 12 hours ago
$159
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Fri, May 22 from Orlando Intl. to Stewart Intl., returning Sat, May 23, priced at $159 found 12 hours ago
Breeze Airways
Wed, May 6 - Wed, May 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, May 6 from Orlando Intl. to Stewart Intl., returning Wed, May 13, priced at $160 found 1 day ago
Breeze Airways
Wed, May 20 - Sat, Jun 6
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$163 Roundtrip, found 2 days ago
$163
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, May 20 from Raleigh - Durham Intl. to Westchester County, returning Sat, Jun 6, priced at $163 found 2 days ago
Breeze Airways
Sat, Jun 20 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Jun 20 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jun 24, priced at $179 found 6 days ago
JetBlue Airways
Sat, Jun 6 - Sat, Jun 6
MCO
Orlando Intl.
HPN
Westchester County
$196 Roundtrip, found 16 hours ago
$196
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Sat, Jun 6 from Orlando Intl. to Westchester County, returning Sat, Jun 6, priced at $196 found 16 hours ago
American Airlines
Tue, Aug 11 - Wed, Aug 19
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$211 Roundtrip, found 1 day ago
$211
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 11 from Raleigh - Durham Intl. to Westchester County, returning Wed, Aug 19, priced at $211 found 1 day ago
Delta
Wed, May 27 - Sat, Jun 6
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 27 from Raleigh - Durham Intl. to Westchester County, returning Sat, Jun 6, priced at $224 found 3 days ago
Delta
Thu, Jun 4 - Wed, Jun 10
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$257 Roundtrip, found 2 hours ago
$257
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Jun 4 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Wed, Jun 10, priced at $257 found 2 hours ago
Delta
Sat, Jul 11 - Wed, Jul 22
MEM
Memphis Intl.
HPN
Westchester County
$299 Roundtrip, found 5 hours ago
$299
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Jul 11 from Memphis Intl. to Westchester County, returning Wed, Jul 22, priced at $299 found 5 hours 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 August, 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 $127, 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 $127 right now, why wait?

Brewster Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$126

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 ...
8.8/10 Excellent! (836 reviews)
Clean. Well maintained rooms and grounds. Good staff

Reviewed on Apr 30, 2026

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Heidi's Inn
Comfort Inn Brewster

Comfort Inn Brewster

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! (563 reviews)
the shower was akward to use as I called the front desk to find the water must be running in order to pull down on a lever to allow water to reach the shower. THey may want to update these valves that are confusing to use. Also the grab bar in our bath was loose. Other wise our stay was good, a very ...

Reviewed on Apr 30, 2026

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Comfort Inn Brewster
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,099 reviews)
Parking was a little tough. I do think those big workers trucks were huge which would take some of the next parking spaces. More parking spots should be made available in the future.

Reviewed on Apr 30, 2026

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EVEN Hotel Norwalk by IHG
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive 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 ...
8.4/10 Very Good! (1,000 reviews)
Property needs renovation and repairs however it was fine to stay for the weekend if you don’t plan to be in your room often. No temperature self regulation, it just gets turned on and off automatically. The 1915 restaurant is on the expensive side and the diner closes early. The main property, restaurants, ...

Reviewed on Apr 28, 2026

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Overlook Lodge at Bear Mountain
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
7.8/10 Good! (1,000 reviews)
Customer service is hood. Clean room. Comfortable bed. Breakfast was OK.

Reviewed on Apr 25, 2026

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Best Western Danbury/Bethel
The Watershed

The Watershed

3.5 out of 5
353 Main Ave Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,000 reviews)
Just a really great hotel overall. Super comfortable bed, very clean room overall. Classic example of how hotels should be run regardless of luxury class. Wonderful staff and including small details matters. The attached restaurant shouldn’t be missed either, delish!

Reviewed on Apr 29, 2026

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The Watershed
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (80 reviews)
The staff were very accommodating and attentive to my requests of staying in a quieter floor with a later check-in. The room was extremely clean and bigger than I expected, with the AC working perfectly (as I like to sleep in a cold room). Breakfast was no-frills (bagels, cereal, juice, etc) but ...

Reviewed on Apr 30, 2026

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Spark by Hilton Fishkill
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

2 out of 5
80 Benedict Rd Bethel CT
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,001 reviews)
Great place for a few day stay. Hallway carpet needs to be replaced. And Breakfest needs to be better. Other than that it was perfect for a few days.

Reviewed on May 1, 2026

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Microtel Inn & Suites by Wyndham Bethel/Danbury
See all 910 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.