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Gloucester

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Gloucester Flights as Low as $226

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

Frontier Airlines
Tue, Sep 8 - Wed, Sep 16
TTN
Mercer
ORF
Norfolk Intl.
$226 Roundtrip, found 11 hours ago
$226
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Sep 8 from Mercer to Norfolk Intl., returning Wed, Sep 16, priced at $226 found 11 hours ago
Frontier Airlines
Sat, Sep 12 - Wed, Sep 16
TTN
Mercer
ORF
Norfolk Intl.
$244 Roundtrip, found 1 day ago
$244
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Mercer to Norfolk Intl., returning Wed, Sep 16, priced at $244 found 1 day ago
Frontier Airlines
Thu, Sep 10 - Wed, Sep 16
TTN
Mercer
ORF
Norfolk Intl.
$250 Roundtrip, found 11 hours ago
$250
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Sep 10 from Mercer to Norfolk Intl., returning Wed, Sep 16, priced at $250 found 11 hours ago
Delta
Tue, Oct 13 - Fri, Oct 23
LAX
Los Angeles Intl.
RIC
Richmond Intl.
$252 Roundtrip, found 5 days ago
$252
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 13 from Los Angeles Intl. to Richmond Intl., returning Fri, Oct 23, priced at $252 found 5 days ago
Frontier Airlines
Sat, Sep 5 - Wed, Sep 16
TTN
Mercer
ORF
Norfolk Intl.
$255 Roundtrip, found 11 hours ago
$255
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Mercer to Norfolk Intl., returning Wed, Sep 16, priced at $255 found 11 hours ago
Delta
Tue, Oct 13 - Fri, Oct 23
LAX
Los Angeles Intl.
RIC
Richmond Intl.
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 13 from Los Angeles Intl. to Richmond Intl., returning Fri, Oct 23, priced at $277 found 5 days ago
American Airlines
Thu, Sep 10 - Tue, Sep 15
MDT
Harrisburg Intl.
ORF
Norfolk Intl.
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 10 from Harrisburg Intl. to Norfolk Intl., returning Tue, Sep 15, priced at $285 found 1 day ago
American Airlines
Thu, Sep 10 - Tue, Sep 15
MDT
Harrisburg Intl.
RIC
Richmond Intl.
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 10 from Harrisburg Intl. to Richmond Intl., returning Tue, Sep 15, priced at $285 found 1 day ago
Bargain Flight
Mon, Jan 18 - Sun, Jan 24
LAX
Los Angeles Intl.
ORF
Norfolk Intl.
$317 Roundtrip, found 4 days ago
$317
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Mon, Jan 18 from Los Angeles Intl. to Norfolk Intl., returning Sun, Jan 24, priced at $317 found 4 days ago
Breeze Airways
Tue, Oct 13 - Tue, Oct 20
LAX
Los Angeles Intl.
RIC
Richmond Intl.
$329 Roundtrip, found 5 days ago
$329
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Oct 13 from Los Angeles Intl. to Richmond Intl., returning Tue, Oct 20, priced at $329 found 5 days ago
JetBlue Airways
Wed, Oct 14 - Tue, Oct 20
LAX
Los Angeles Intl.
RIC
Richmond Intl.
$374 Roundtrip, found 2 hours ago
$374
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Oct 14 from Los Angeles Intl. to Richmond Intl., returning Tue, Oct 20, priced at $374 found 2 hours ago
American Airlines
Sat, Sep 12 - Thu, Sep 17
TTN
Mercer
PHF
Newport News - Williamsburg Intl.
$509 Roundtrip, found 1 day ago
$509
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from Mercer to Newport News - Williamsburg Intl., returning Thu, Sep 17, priced at $509 found 1 day ago
American Airlines
Sat, Jul 25 - Sat, Aug 15
LAX
Los Angeles Intl.
PHF
Newport News - Williamsburg Intl.
$510 Roundtrip, found 21 hours ago
$510
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Sat, Jul 25 from Los Angeles Intl. to Newport News - Williamsburg Intl., returning Sat, Aug 15, priced at $510 found 21 hours ago
American Airlines
Sat, Sep 12 - Thu, Sep 17
MDT
Harrisburg Intl.
PHF
Newport News - Williamsburg Intl.
$514 Roundtrip, found 1 day ago
$514
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from Harrisburg Intl. to Newport News - Williamsburg Intl., returning Thu, Sep 17, priced at $514 found 1 day ago
American Airlines
Thu, Nov 12 - Tue, Nov 17
TTN
Mercer
RIC
Richmond Intl.
$516 Roundtrip, found 1 day ago
$516
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Nov 12 from Mercer to Richmond Intl., returning Tue, Nov 17, priced at $516 found 1 day ago
Alaska Airlines
Mon, Jan 18 - Sun, Jan 24
LAX
Los Angeles Intl.
ORF
Norfolk Intl.
$717 Roundtrip, found 4 days ago
$717
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Mon, Jan 18 from Los Angeles Intl. to Norfolk Intl., returning Sun, Jan 24, priced at $717 found 4 days ago

Cheap Flights to Gloucester

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

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

Frequently Asked Questions About flights to Gloucester

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

What is the cheapest month to fly to Gloucester?

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

How many airlines fly to Gloucester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Gloucester.

What airport is best to fly into Gloucester?

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

How much are flights to Gloucester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Gloucester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $226, 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 Gloucester?

The trick to saving a stack of cash on your flight to Gloucester? 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 $226 right now, why wait?

Gloucester Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$82

Last Minute Hotel Deals in Gloucester

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Book a stay at this spa hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (2,617 reviews)
"Everything was great except the bed felt like I was sleeping on a rock."

Reviewed on Jul 14, 2026

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Vacation Village At Williamsburg
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr Williamsburg VA
Book a stay at this golf hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,829 reviews)
"The hotel’s location is right next to the visitor center which is great. You can walk to Colonial Williamsburg or take a free shuttle. Overall the hotel is outdated, and has areas that are very ran down around the exterior. The beds were hard and not comfortable. Breakfast will do. It’s an average ..."

Reviewed on Jul 14, 2026

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Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the restaurant in our reviews. ...
9.2/10 Wonderful! (3,622 reviews)
"We loved our stay! They had a playground right by our unit and it was a great place to run off some steam. We utilized the pools, mini golf and activity center while here. Our unit was clean and staff was super responsive when we needed anything. It was perfect for our family vacation. Close to colonial ..."

Reviewed on Jul 14, 2026

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Hilton Vacation Club The Historic Powhatan Williamsburg
Wyndham Garden Williamsburg Busch Gardens Area

Wyndham Garden Williamsburg Busch Gardens Area

3 out of 5
201 Water Country Pkwy Williamsburg VA
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (676 reviews)
"Expected better from a Wyndham especially by the park. Rooms out dated and dirty"

Reviewed on Jul 14, 2026

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Wyndham Garden Williamsburg Busch Gardens Area
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Book a stay at this beach hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,046 reviews)
"The hotel was pretty good overall. The breakfast wasn’t all that great. The room smelled like smoke but a hotel staff came in and sprayed some solution that took care of the problem. We had a good stay."

Reviewed on Jul 13, 2026

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Comfort Suites Airport
Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg

3.5 out of 5
549 East Rochambeau Drive Williamsburg VA
Book a stay at this family-friendly resort in Williamsburg. Enjoy 5 indoor pools, 2 restaurants, and 2 hot tubs. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
"We had fun"

Reviewed on Jul 13, 2026

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Great Wolf Lodge Williamsburg
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd Williamsburg VA
Book a stay at this beach hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,018 reviews)
"Cheap shower heads. Adjoining rooms Room had terrible view Poor restaurant options on property No daily room cleaning"

Reviewed on Jul 14, 2026

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Kingsmill Resort
DoubleTree by Hilton Williamsburg

DoubleTree by Hilton Williamsburg

4 out of 5
50 Kingsmill Rd Williamsburg VA
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the ...
8.4/10 Very Good! (1,047 reviews)
"This was my 1st time staying at Double Tree Hotel. What amazed me about this Hotel was that there was a bar, game room, pool table, indoor and outdoor pool, breakfast dining, coffee spot and you get a free warm cookie at the front counter. The only downside and I completely understand because it ..."

Reviewed on Jul 13, 2026

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DoubleTree by Hilton Williamsburg
See all 2,090 properties in Gloucester
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.