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Woodbury

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Woodbury Flights as Low as $201

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

Breeze Airways
Mon, Sep 28 - Mon, Oct 5
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$201 Roundtrip, found 3 days ago
$201
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 5, priced at $201 found 3 days ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$206 Roundtrip, found 9 hours ago
$206
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $206 found 9 hours ago
Breeze Airways
Fri, Oct 16 - Mon, Oct 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Oct 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $209 found 2 days ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$211 Roundtrip, found 9 hours ago
$211
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $211 found 9 hours ago
Breeze Airways
Mon, Sep 28 - Fri, Oct 2
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 2, priced at $216 found 1 day ago
Breeze Airways
Fri, Oct 16 - Mon, Oct 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Oct 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $219 found 2 days ago
Breeze Airways
Mon, Sep 28 - Fri, Oct 2
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$221 Roundtrip, found 1 day ago
$221
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 2, priced at $221 found 1 day ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$222 Roundtrip, found 9 hours ago
$222
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $222 found 9 hours ago
Breeze Airways
Mon, Sep 28 - Fri, Oct 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 9, priced at $224 found 3 days ago
Breeze Airways
Mon, Sep 28 - Fri, Oct 2
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$226 Roundtrip, found 1 day ago
$226
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 2, priced at $226 found 1 day ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$227 Roundtrip, found 9 hours ago
$227
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $227 found 9 hours ago
Breeze Airways
Mon, Sep 28 - Fri, Oct 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 9, priced at $230 found 3 days ago
Breeze Airways
Mon, Sep 28 - Fri, Oct 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$231 Roundtrip, found 3 days ago
$231
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 9, priced at $231 found 3 days ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$232 Roundtrip, found 9 hours ago
$232
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $232 found 9 hours ago
Avelo Airlines
Mon, Sep 28 - Mon, Oct 5
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$279 Roundtrip, found 3 days ago
$279
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 5, priced at $279 found 3 days ago
Breeze Airways
Mon, Sep 28 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Sep 28 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at $283 found 2 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 September, 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 $201, 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 $201 right now, why wait?

Woodbury Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$200

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 ...
Get rates
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! (1,462 reviews)
"It’s a decent hotel! Not too bad for a night stay."

Reviewed on Sep 25, 2026

Get rates
Ethan Allen Hotel
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 ...
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Cambria Hotel New Haven University Area
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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Hilton Garden Inn Shelton
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
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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Courtyard by Marriott Waterbury Downtown
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 ...
7.4/10 Good! (1,007 reviews)
"Our room was really good but the rest of the hotel was under construction, there was no hot water so no showering, and the expected breakfast was not available because there were no cooking facilities . The real issue is that we weren’t told any of this at booking or coming in on the travel day. ..."

Reviewed on Sep 25, 2026

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Clarion Inn North Haven - New Haven North
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 out of 5
80 Newtown Road Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (889 reviews)
"We were very disappointed because the door key card would never work. Somedays we couldn't get in and had to get the card replaced. Infact we had to do this more than 8 times. We had small ants in the room. And the last day we were supposed to have a wakeup call that didn't happen. Thank God I set ..."

Reviewed on Sep 23, 2026

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Comfort Inn & Suites Danbury-Bethel
See all 935 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.