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Westbrook

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Westbrook Flights as Low as $121

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
$121 Roundtrip, found 6 hours ago
$121
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 $121 found 6 hours ago
Breeze Airways
Fri, Sep 25 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 6 hours ago
$168
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 $168 found 6 hours ago
Avelo Airlines
Fri, Sep 18 - Mon, Sep 21
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$171 Roundtrip, found 6 hours ago
$171
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 $171 found 6 hours ago
Breeze Airways
Fri, Sep 25 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$173 Roundtrip, found 6 hours ago
$173
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 $173 found 6 hours ago
Avelo Airlines
Sat, Sep 19 - Fri, Sep 25
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$175 Roundtrip, found 15 hours ago
$175
Roundtrip
found 15 hours 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 15 hours 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 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 Breeze Airways 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
Fri, Sep 18 - Mon, Sep 21
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$234 Roundtrip, found 6 hours ago
$234
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 $234 found 6 hours ago
Breeze Airways
Fri, Sep 18 - Mon, Sep 21
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$239 Roundtrip, found 6 hours ago
$239
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 $239 found 6 hours ago
Breeze Airways
Mon, Sep 28 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$485 Roundtrip, found 1 day ago
$485
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Sep 28 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at $485 found 1 day ago
Breeze Airways
Sat, Sep 19 - Fri, Sep 25
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$499 Roundtrip, found 1 day ago
$499
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 25, priced at $499 found 1 day ago
Breeze Airways
Wed, Sep 16 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$500 Roundtrip, found 3 days ago
$500
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $500 found 3 days ago
Breeze Airways
Sat, Sep 19 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$509 Roundtrip, found 1 day ago
$509
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $509 found 1 day ago
Breeze Airways
Thu, Sep 17 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$510 Roundtrip, found 3 days ago
$510
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $510 found 3 days ago
Breeze Airways
Wed, Sep 16 - Fri, Sep 18
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$520 Roundtrip, found 3 days ago
$520
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 18, priced at $520 found 3 days ago
Breeze Airways
Sun, Sep 20 - Mon, Sep 21
SAV
Savannah - Hilton Head Intl.
HVN
Tweed - New Haven Regional
$980 Roundtrip, found 6 hours ago
$980
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sun, Sep 20 from Savannah - Hilton Head Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $980 found 6 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 $121, 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 $121 right now, why wait?

Westbrook Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$121

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! (1,002 reviews)
"Everything is perfect of what we need for short getaway to wind down labor day weekend. Short ride to New York . Thank you Waters edge resort and Spa . Westbrook Ct ."

Reviewed on Sep 12, 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. ...
Get rates
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. ...
Get rates
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! (726 reviews)
"Great place on the water. Piano Bar is nice; good food & drink. All the staff was very friendly and helpful."

Reviewed on Sep 15, 2026

Get rates
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. ...
7.4/10 Good! (1,012 reviews)
"One of the few positive things I can say is that there is a pizzeria in the front , a Walgreens and a gas station / convenience store across the street . The rest is a more accurate picture of what we found and I will never ever go to this place again . The room was dusty and did not seem to have ..."

Reviewed on Sep 15, 2026

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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 ...
7.4/10 Good! (1,003 reviews)
"The hotel and the rooms are basic. Ample parking. Nice staff. If you need a place to stay for an extended stay and need to budget, this is not a bad choice. We basically just needed a place to sleep and shower, and our rooms served that purpose. The room were clean, water pressure was good, and the ..."

Reviewed on Sep 15, 2026

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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! (1,002 reviews)
"Don’t waste your money . Very gross hotel"

Reviewed on Sep 14, 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.