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Woodbury

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Woodbury Flights as Low as $168

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

Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 10 hours ago
$168
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $168 found 10 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$173 Roundtrip, found 10 hours ago
$173
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $173 found 10 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$178 Roundtrip, found 10 hours ago
$178
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $178 found 10 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$183 Roundtrip, found 10 hours ago
$183
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $183 found 10 hours ago
Avelo Airlines
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$280 Roundtrip, found 10 hours ago
$280
Roundtrip
found 10 hours ago
Select Avelo Airlines flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $280 found 10 hours ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$307 Roundtrip, found 2 days ago
$307
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 28, priced at $307 found 2 days ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 28, priced at $313 found 2 days ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$318 Roundtrip, found 2 days ago
$318
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 28, priced at $318 found 2 days ago
Breeze Airways
Tue, Jul 21 - Wed, Aug 5
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$318 Roundtrip, found 2 days ago
$318
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 5, priced at $318 found 2 days ago
Breeze Airways
Tue, Jul 21 - Wed, Aug 5
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$323 Roundtrip, found 2 days ago
$323
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 5, priced at $323 found 2 days ago
Breeze Airways
Tue, Jul 21 - Wed, Aug 5
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$329 Roundtrip, found 2 days ago
$329
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 5, priced at $329 found 2 days ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$332 Roundtrip, found 2 days ago
$332
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 28, priced at $332 found 2 days ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$337 Roundtrip, found 2 days ago
$337
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 28, priced at $337 found 2 days ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$342 Roundtrip, found 2 days ago
$342
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 28, priced at $342 found 2 days ago
Breeze Airways
Tue, Jul 21 - Wed, Aug 5
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$348 Roundtrip, found 2 days ago
$348
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 5, priced at $348 found 2 days ago
Avelo Airlines
Thu, Jul 23 - Mon, Jul 27
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$359 Roundtrip, found 5 days ago
$359
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Jul 23 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Mon, Jul 27, priced at $359 found 5 days ago

Cheap Flights to Woodbury

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

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

Frequently Asked Questions About flights to Woodbury

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

What is the cheapest month to fly to Woodbury?

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 Woodbury are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Woodbury?

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 Woodbury.

What airport is best to fly into Woodbury?

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

How much are flights to Woodbury?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Woodbury on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $168, 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 Woodbury?

The trick to saving a stack of cash on your flight to Woodbury? 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 $168 right now, why wait?

Woodbury Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$168

Last Minute Hotel Deals in Woodbury

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,375 reviews)
"Good service and excellent hotel"

Reviewed on Jul 19, 2026

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Holiday Inn Express Southington by IHG
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 ...
8/10 Very Good! (1,316 reviews)
"A nice hotel with lots of local restaurants and things to do. I have stayed many times when visiting the area and will again"

Reviewed on Jul 19, 2026

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Ethan Allen Hotel
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! (1,003 reviews)
"Filthy upon entry, flies all over, dead bugs or card holder at check in, hallway wreaked of cigarette smoke, room ac fan was not blowing, fridge was leaking… asked for new room- moved to it and it was filthy, legit filthy- ended up leaving the hotel"

Reviewed on Jul 19, 2026

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Best Western Danbury/Bethel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Get rates
Cambria Hotel New Haven University Area
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

3 out of 5
201 Washington Avenue North Haven CT
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,000 reviews)
"Dirty and Dated"

Reviewed on Jul 14, 2026

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Clarion Inn North Haven - New Haven North
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9.2/10 Wonderful! (1,004 reviews)
"Room had no air conditioner once I booked the room they told me they only had one room and it has no air conditioner. They found an another room for me and turns out that one had no air conditioner either; I had to check out in the middle of the night due to how hot it was in the room. I couldn’t ..."

Reviewed on Jul 19, 2026

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Hotel Zero Degrees Danbury
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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Wyndham Southbury
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
2260 Whitney Ave Hamden CT
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular ...
6.8/10 (1,004 reviews)
"Very disappointing experience. We already know that when you come to Atlantic City, you should expect a few things, but this particular hotel is a joke. The front desk staff was courteous during check-in, but after that, every request seemed to annoy them, as if we were bothering them just by asking ..."

Reviewed on Jul 19, 2026

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Hamden Hotel and Suites – Hamden New Haven
See all 938 properties in Woodbury
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.