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Brewster

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Brewster Flights as Low as $144

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

Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$144 Roundtrip, found 6 hours ago
$144
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $144 found 6 hours ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$150 Roundtrip, found 6 hours ago
$150
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $150 found 6 hours ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$155 Roundtrip, found 6 hours ago
$155
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $155 found 6 hours ago
JetBlue Airways
Tue, Jul 22 - Tue, Jul 22
MCO
Orlando Intl.
HPN
Westchester County
$155 Roundtrip, found 15 hours ago
$155
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Tue, Jul 22, priced at $155 found 15 hours ago
JetBlue Airways
Sat, Jul 19 - Wed, Jul 23
MCO
Orlando Intl.
HPN
Westchester County
$161 Roundtrip, found 12 hours ago
$161
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Sat, Jul 19 from Orlando Intl. to Westchester County, returning Wed, Jul 23, priced at $161 found 12 hours ago
JetBlue Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$170 Roundtrip, found 6 hours ago
$170
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $170 found 6 hours ago
American Airlines
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$180 Roundtrip, found 6 hours ago
$180
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $180 found 6 hours ago
JetBlue Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$181 Roundtrip, found 6 hours ago
$181
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $181 found 6 hours ago
JetBlue Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$187 Roundtrip, found 6 hours ago
$187
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $187 found 6 hours ago
JetBlue Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$192 Roundtrip, found 6 hours ago
$192
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $192 found 6 hours ago
Breeze Airways
Fri, Jun 20 - Fri, Jun 27
MCO
Orlando Intl.
HPN
Westchester County
$196 Roundtrip, found 9 hours ago
$196
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Westchester County, returning Fri, Jun 27, priced at $196 found 9 hours ago
Delta
Tue, Aug 26 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$197 Roundtrip, found 8 hours ago
$197
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Wed, Sep 3, priced at $197 found 8 hours ago
American Airlines
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$206 Roundtrip, found 6 hours ago
$206
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $206 found 6 hours ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$210 Roundtrip, found 2 days ago
$210
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $210 found 2 days ago
JetBlue Airways
Tue, Sep 9 - Fri, Sep 12
LAX
Los Angeles Intl.
HPN
Westchester County
$293 Roundtrip, found 13 hours ago
$293
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Los Angeles Intl. to Westchester County, returning Fri, Sep 12, priced at $293 found 13 hours ago
Delta
Fri, Jul 4 - Fri, Jul 11
DEN
Denver Intl.
HPN
Westchester County
$334 Roundtrip, found 11 hours ago
$334
Roundtrip
found 11 hours ago
Select Delta flight, departing Fri, Jul 4 from Denver Intl. to Westchester County, returning Fri, Jul 11, priced at $334 found 11 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 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 $144, 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 $144 right now, why wait?

Brewster Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$143

Last Minute Hotel Deals in Brewster

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! (429 reviews)
"Good for one night but sparse for extended stay"

Reviewed on Jun 10, 2025

Get rates
Comfort Inn
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! (727 reviews)
"The grounds were beautiful."

Reviewed on Jun 5, 2025

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Heidi's 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! (1,003 reviews)
"Allowed dogs. It was very accommodating when I had a question. And the other travelers were very friendly as well as the staff."

Reviewed on Jun 8, 2025

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EVEN Hotel Norwalk by IHG
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! (1,007 reviews)
"this is very good hotel and i will good stay here again thank"

Reviewed on Jun 8, 2025

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HYATT house Fishkill/Poughkeepsie
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! (1,009 reviews)
"Good dinner at the inhouse restaurant and very nice barmaid at the bar where I had my dinner. Parking was easy as well."

Reviewed on Jun 10, 2025

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The Watershed
Ethan Allen Hotel
Ethan Allen Hotel
3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Stay at this 3.5-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,006 reviews)
"Older hotel with a beautiful lobby. The room was comfortable but a bit small. The elevators were very slow, and breakfast is not included. The check-in process was also slow and felt disorganized because a rush of people came in at the same time as we did. The lobby and conference rooms are beautiful, ..."

Reviewed on Jun 8, 2025

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Ethan Allen Hotel
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! (1,006 reviews)
"We liked the peace and quiet of the wooded surroundings and eating dinner on the deck overlooking the lake with other guests. The after dinner walk with our dog on the path around the lake was the highlight of the evening."

Reviewed on Jun 8, 2025

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Overlook Lodge at Bear Mountain
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 WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,000 reviews)
"it was a nice location, clean hotel. The service was great. They didn’t have a elevator. I’m a handicap person. The young lady moved us from downstairs from upstairs to downstairs on the first floor and she upgraded us because of my condition and the service was very good."

Reviewed on Jun 3, 2025

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Microtel Inn & Suites by Wyndham Bethel/Danbury
See all 818 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.