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Westbrook

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Westbrook Flights as Low as $126

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

Avelo Airlines
Fri, Sep 25 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$126 Roundtrip, found 6 hours ago
$126
Roundtrip
found 6 hours ago
Select Avelo Airlines flight, departing Fri, Sep 25 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at $126 found 6 hours ago
Avelo Airlines
Sat, Sep 19 - Fri, Sep 25
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 25, priced at $175 found 1 day ago
Breeze Airways
Fri, Sep 25 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$178 Roundtrip, found 6 hours ago
$178
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 25 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at $178 found 6 hours ago
Breeze Airways
Fri, Sep 25 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$183 Roundtrip, found 6 hours ago
$183
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 25 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at $183 found 6 hours ago
Breeze Airways
Fri, Sep 25 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$188 Roundtrip, found 6 hours ago
$188
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 25 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at $188 found 6 hours ago
Avelo Airlines
Fri, Sep 18 - Mon, Sep 21
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$229 Roundtrip, found 6 hours ago
$229
Roundtrip
found 6 hours ago
Select Avelo Airlines flight, departing Fri, Sep 18 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $229 found 6 hours ago
Breeze Airways
Mon, Sep 28 - Fri, Oct 2
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$258 Roundtrip, found 14 hours ago
$258
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 2, priced at $258 found 14 hours ago
Breeze Airways
Mon, Sep 28 - Mon, Oct 5
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$273 Roundtrip, found 14 hours ago
$273
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 5, priced at $273 found 14 hours ago
Breeze Airways
Fri, Oct 2 - Mon, Oct 5
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$284 Roundtrip, found 14 hours ago
$284
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Oct 2 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 5, priced at $284 found 14 hours ago
Breeze Airways
Mon, Sep 28 - Fri, Oct 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$293 Roundtrip, found 14 hours ago
$293
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 9, priced at $293 found 14 hours ago
Breeze Airways
Fri, Oct 2 - Fri, Oct 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$304 Roundtrip, found 14 hours ago
$304
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Oct 2 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 9, priced at $304 found 14 hours ago
Breeze Airways
Fri, Sep 18 - Mon, Sep 21
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$314 Roundtrip, found 6 hours ago
$314
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 18 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $314 found 6 hours ago
Breeze Airways
Fri, Sep 18 - Mon, Sep 21
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$319 Roundtrip, found 6 hours ago
$319
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 18 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $319 found 6 hours ago
Breeze Airways
Fri, Sep 18 - Mon, Sep 21
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$324 Roundtrip, found 6 hours ago
$324
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 18 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $324 found 6 hours ago
Breeze Airways
Mon, Sep 28 - Sat, Oct 3
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$410 Roundtrip, found 14 hours ago
$410
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Mon, Sep 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sat, Oct 3, priced at $410 found 14 hours ago
Breeze Airways
Sun, Sep 20 - Fri, Sep 25
SAV
Savannah - Hilton Head Intl.
HVN
Tweed - New Haven Regional
$879 Roundtrip, found 17 hours ago
$879
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Sun, Sep 20 from Savannah - Hilton Head Intl. to Tweed - New Haven Regional, returning Fri, Sep 25, priced at $879 found 17 hours ago

Cheap Flights to Westbrook

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

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

Frequently Asked Questions About flights to Westbrook

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

What is the cheapest month to fly to Westbrook?

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 Westbrook are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Westbrook?

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 Westbrook.

What airport is best to fly into Westbrook?

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

How much are flights to Westbrook?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Westbrook on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $126, 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 Westbrook?

The trick to saving a stack of cash on your flight to Westbrook? 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 $126 right now, why wait?

Westbrook Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$126

Last Minute Hotel Deals in Westbrook

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,003 reviews)
"It was the perfect getaway- close to home. The property was beautiful, clean and peaceful. The beach could have been cleaner, but overall we loved our stay. The food served in their variety of restaurants was delicious. We will definitely return."

Reviewed on Sep 15, 2026

Get rates
Water's Edge Resort & Spa
The Captain Stannard

The Captain Stannard

3 out of 5
138 South Main Street Westbrook CT
Stay at this B&B in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
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The Captain Stannard
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

2.5 out of 5
269 North Frontage Road New London CT
Book a stay at this family-friendly hotel in New London. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6/10 (1,004 reviews)
"I liked the decoration and the staff was friendly. Some signage is needed to get better directions to the room. The breakfast was good. The room was clean."

Reviewed on Sep 16, 2026

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Regency Inn & Suites New London, Mystic
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,000 reviews)
"Room need complete makeover"

Reviewed on Sep 15, 2026

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Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (727 reviews)
"A lot of money for what is a motel sitting on a major road with a popular restaurant. Have to run across the road after parking to avoid traffic. No usable chair in the room. No closet. Great shower. Nice view from the porch. Decent 8am continental breakfast. (I’d prefer coffee at 7…) Staff was helpful. ..."

Reviewed on Sep 15, 2026

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Sound View Greenport
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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Motel 6 New Haven - Branford, CT
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
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Red Roof Inn Meriden
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! (1,003 reviews)
"Las instalaciones están lindas para pasar un día en el hotel ayuda mucho y tiene cerca varios fast food"

Reviewed on Sep 15, 2026

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Clarion Inn North Haven - New Haven North
See all 1,564 properties in Westbrook
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.