Flights To Town of Southeast - Cheap Flights Starting at CA $71

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Brewster

Flights
Brewster

How Much Does it Cost To Fly To Town of Southeast?

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

Mon, Dec 7 - Fri, Dec 11
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $149 Roundtrip, found 1 day ago
CA $149
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Dec 7 from Raleigh - Durham Intl. to Westchester County, returning Fri, Dec 11, priced at CA $149 found 1 day ago
Fri, Dec 4 - Mon, Dec 7
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $156 Roundtrip, found 19 hours ago
CA $156
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Raleigh - Durham Intl. to Westchester County, returning Mon, Dec 7, priced at CA $156 found 19 hours ago
Wed, Dec 9 - Sat, Dec 12
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $156 Roundtrip, found 5 days ago
CA $156
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Dec 12, priced at CA $156 found 5 days ago
Wed, Dec 9 - Sat, Dec 12
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $177 Roundtrip, found 3 days ago
CA $177
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Dec 12, priced at CA $177 found 3 days ago
Fri, Jan 1 - Wed, Jan 6
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $184 Roundtrip, found 18 hours ago
CA $184
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Fri, Jan 1 from Raleigh - Durham Intl. to Westchester County, returning Wed, Jan 6, priced at CA $184 found 18 hours ago
Sat, Nov 14 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $189 Roundtrip, found 2 days ago
CA $189
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Nov 14 from Raleigh - Durham Intl. to Westchester County, returning Mon, Nov 16, priced at CA $189 found 2 days ago
Sat, Mar 27 - Mon, Mar 29
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $191 Roundtrip, found 14 hours ago
CA $191
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Sat, Mar 27 from Raleigh - Durham Intl. to Westchester County, returning Mon, Mar 29, priced at CA $191 found 14 hours ago
Fri, Nov 13 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $199 Roundtrip, found 6 days ago
CA $199
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Westchester County, returning Mon, Nov 16, priced at CA $199 found 6 days ago
OriginDestinationTravel datesFlights from*
MCONewburghDecember 5 to December 9CA $229
MCOWest HarrisonJanuary 14 to January 17CA $314
FLLWest HarrisonDecember 5 to December 9CA $410
SJUWest HarrisonNovember 18 to December 2CA $504
LAXWest HarrisonDecember 6 to December 9CA $669
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghNovember 6 to November 9CA $644
FLLWest HarrisonNovember 8 to November 11CA $991
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel
4.0-star property

The Inn At Fox Hollow Hotel

Dec 19 - Dec 26

7 night stay

Montreal (YUL) to New York (JFK)

Delta • Coach

New York (JFK) to Montreal (YUL)

Air Canada • Coach
Save 100% on your flight
Price was CA $2,689, price is now CA $1,735 per person
CA $1,735
per person
found 1 day ago
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Dec 24 - Dec 28

4 night stay

Ottawa (YOW) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $3,596, price is now CA $2,255 per person
CA $2,255
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Dec 27 - Dec 30

3 night stay

Ottawa (YOW) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $2,940, price is now CA $1,877 per person
CA $1,877
per person
found 11 hours ago
Don't see what you're looking for?
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Travelers ❤️ These Town of Southeast 🏨

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 rooms in our reviews. Popular attractions Wells Park and Brewster Public Library are located nearby.
Opens in a new windowHeidi's Inn
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 attractions Bear Mountain State Park and Fort Montgomery State Historic Site are located nearby.
8.4/10 Very good! (1,005 reviews)
"We mostly enjoyed our stay at Bear Mountain. Respectfully, The Overlook Lodge is closer to a roadside motel than a Lodge. There’s no staff on site or elevators, so fair warning if you have a lot of stuff with you and staying on the 2nd floor. This is probably a little nitpicky, but the lighting is ..."

Reviewed on Nov 1, 2026

Opens in a new windowOverlook Lodge at Bear Mountain
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Danbury Fair Mall and Xtreme Play Adventure Park are located nearby.
Opens in a new windowEthan Allen Hotel
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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 clean rooms in our reviews. Popular attractions Center Seven Shopping Center and Caldor Shopping Center are located nearby.
8.4/10 Very good! (1,205 reviews)
"What I loved : extremely clean both in the room and the common areas , very nice and helpful staff, quiet atmosphere, comfy beds , safe parking . What was disappointing : the plumbing needs more consistent maintenance , last trip we had only hot water in the shower and had to switch rooms , this ..."

Reviewed on Oct 30, 2026

Opens in a new windowEVEN Hotel Norwalk by IHG
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.

Frequently asked questions

How much is the cheapest flight to Town of Southeast?
Your next dream vacation doesn't have to cost a small fortune. In the last seven days, the cheapest roundtrip flight to Town of Southeast cost CA $149. Find a cheap fare and spend the cash you save on exciting experiences. This price was available on Travelocity for flights to Town of Southeast departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Town of Southeast?
There are 15 airlines that you can fly with to Town of Southeast. If you're considering a break in Brewster, pick Cape Air. This leading carrier operates 286 services every month to Town of Southeast's main city.
What is the cheapest month to fly to Town of Southeast?
December is the cheapest period to fly to Town of Southeast based on Travelocity's direct return flight demand from January to December last year. We can help you snag a fantastic deal so you can start preparing your itinerary today.
How can I check my flight status to Town of Southeast?
Make the most of our helpful portal, Trips. You'll find all things related to your flight to Town of Southeast here, including details about the status of your flight and more. You'll locate Trips at the top right of the Travelocity homepage. Simply create your free account and find the answers you're after. Alternatively, you can access your itinerary while you're on the move and get real-time travel updates with the Travelocity app. You'll find all your itineraries in one place, making it a cinch to share details with any members of your family flying with you.
How do I find the best deals on flights to Town of Southeast?
You'll always find an awesome deal with Travelocity — our "Flexible dates" function makes it considerably easier. Enter the travel dates you prefer, then click on the flexible dates box above your search results to see the prices for nearby days. CA $149 was the lowest price for a roundtrip flight to Town of Southeast in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Town of Southeast with Travelocity?
Start packing now and get set to jet off with Travelocity. We'll help you track down the best deals on cheap flights to Town of Southeast. Whether you're chasing airfares with flexible cancellation policies or cheap family flights on budget carriers, we'll have what you're after.
What are the most popular flight routes to Town of Southeast?
As a leading tourist destination, it's a cinch to find flights to Town of Southeast. Check out this sample of major routes:

  • Nantucket, MA (ACK-Nantucket Memorial) to Westchester County Airport (HPN) - 1,265 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Westchester County Airport (HPN) - 918 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Westchester County Airport (HPN) - 537 flights a month.

How much is a flight to Town of Southeast on average?
Passengers have found roundtrip flights to Town of Southeast for between CA $149 and CA $991 with Travelocity in the last seven days. Whether you're looking to fly budget or business class, we'll help you get a fantastic deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.