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Gloucester

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Gloucester Flights as Low as $58

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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 April, 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 14 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 $58, 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 $58 right now, why wait?

Gloucester Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$57

Last Minute Hotel Deals in Gloucester

Warner Hall

Warner Hall

3 out of 5
4750 Warner Hall Road Gloucester VA
Stay at this inn in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodville Park and White Marsh Shopping Center are located ...
10/10 Exceptional! (25 reviews)
Friendly hosts, great rooms, lovely to get tea or coffee in the morning in your room. Breakfast was ok, not the draw.

Reviewed on Feb 27, 2026

Warner Hall
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! (2,152 reviews)
Clean room, wonderful staff, family oriented. Great place to stay

Reviewed on Mar 14, 2026

Vacation Village At Williamsburg
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 breakfast (surcharge). Our guests praise the pool and the restaurant in our ...
9/10 Wonderful! (3,414 reviews)
Excellent place

Reviewed on Mar 13, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy Williamsburg VA
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,001 reviews)
Parking for the first few nights was nice and convenient, but then it was obvious the resort became very crowded, so it was understandable that parking became an issue. Other than that, we had no issues!

Reviewed on Mar 13, 2026

Hilton Vacation Club Greensprings Williamsburg
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the pool and the ...
9/10 Wonderful! (1,004 reviews)
Beautiful rooms! Lovely shower! Staff was very friendly

Reviewed on Mar 13, 2026

The Colonies at Williamsburg
Marriott's Manor Club at Ford's Colony

Marriott's Manor Club at Ford's Colony

3.5 out of 5
101 Saint Andrews Dr Williamsburg VA
Book a stay at this golf condo in Williamsburg. Enjoy free WiFi, 2 outdoor pools, and 2 hot tubs. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (1,028 reviews)
This is a wonderful place for couples and families. Everything on the resort was very convenient. The property was exceptionally immaculate. This will be my family go to place to decompress !!!

Reviewed on Mar 13, 2026

Marriott's Manor Club at Ford's Colony
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
1551 Hardy Cash Dr Hampton VA
Book a stay at this business-friendly hotel in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,171 reviews)
This room was the cleanest, well appointed room I've had in quite a long time. The staff was great, had a late arriving flight, so was grateful for the mini market .

Reviewed on Mar 12, 2026

Comfort Inn & Suites Hampton near Coliseum
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! (1,004 reviews)
Clean room and bed extremely comfortable

Reviewed on Mar 14, 2026

Comfort Suites Airport
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.