Search Cheap Flights toGloucester
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Gloucester Flights as Low as $78
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, May 3 - Sun, May 4
MCO
Orlando Intl.
RIC
Richmond Intl.
$78 Roundtrip, found 4 days ago
$78
Roundtrip
found 4 days ago
Thu, Apr 24 - Thu, May 1
BOS
Logan Intl.
ORF
Norfolk Intl.
$88 Roundtrip, found 3 days ago
$88
Roundtrip
found 3 days ago
Wed, Jul 30 - Sat, Aug 2
MCO
Orlando Intl.
ORF
Norfolk Intl.
$88 Roundtrip, found 8 hours ago
$88
Roundtrip
found 8 hours ago
Mon, Aug 11 - Thu, Aug 21
DTW
Detroit Metropolitan Wayne County
ORF
Norfolk Intl.
$122 Roundtrip, found 21 hours ago
$122
Roundtrip
found 21 hours ago
Sat, May 3 - Sun, May 4
MCO
Orlando Intl.
RIC
Richmond Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Tue, May 20 - Thu, May 29
DTW
Detroit Metropolitan Wayne County
RIC
Richmond Intl.
$139 Roundtrip, found 16 hours ago
$139
Roundtrip
found 16 hours ago
Thu, Apr 24 - Thu, May 1
MCO
Orlando Intl.
ORF
Norfolk Intl.
$147 Roundtrip, found 4 days ago
$147
Roundtrip
found 4 days ago
Wed, May 14 - Wed, May 21
EWR
Newark Liberty Intl. Airport
RIC
Richmond Intl.
$160 Roundtrip, found 14 hours ago
$160
Roundtrip
found 14 hours ago
Wed, May 7 - Tue, May 13
BOS
Logan Intl.
RIC
Richmond Intl.
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Thu, Apr 24 - Thu, May 1
BOS
Logan Intl.
ORF
Norfolk Intl.
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Thu, May 15 - Wed, May 21
EWR
Newark Liberty Intl. Airport
ORF
Norfolk Intl.
$169 Roundtrip, found 14 hours ago
$169
Roundtrip
found 14 hours ago
Tue, Aug 19 - Tue, Aug 26
BOS
Logan Intl.
PHF
Newport News - Williamsburg Intl.
$257 Roundtrip, found 15 hours ago
$257
Roundtrip
found 15 hours ago
Tue, May 20 - Sat, May 24
EWR
Newark Liberty Intl. Airport
PHF
Newport News - Williamsburg Intl.
$259 Roundtrip, found 14 hours ago
$259
Roundtrip
found 14 hours ago
Wed, Jun 4 - Sat, Jun 7
MCO
Orlando Intl.
PHF
Newport News - Williamsburg Intl.
$268 Roundtrip, found 9 hours ago
$268
Roundtrip
found 9 hours ago
Wed, Aug 13 - Tue, Aug 19
DTW
Detroit Metropolitan Wayne County
PHF
Newport News - Williamsburg Intl.
$416 Roundtrip, found 21 hours ago
$416
Roundtrip
found 21 hours ago
Tue, Apr 22 - Tue, Apr 29
MOB
Mobile Regional
PHF
Newport News - Williamsburg Intl.
$494 Roundtrip, found 19 hours ago
$494
Roundtrip
found 19 hours 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 May, 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 16 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 $78, 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 $78 right now, why wait?
Destination airport | Norfolk Intl. |
Destination airport IATA code | ORF |
Roundtrip price | $122 |
Last Minute Hotel Deals in Gloucester
Holiday Inn Express Gloucester by IHG
6639 Forest Hill Ave, Gloucester, VA
The price is $127 per night from Apr 13 to Apr 14
$127
includes taxes & fees
Apr 13 - Apr 14
Stay at this 3.5-star business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (585 reviews)
"What you would normally get at Holiday Inn"
Reviewed on Mar 29, 2025
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd, Williamsburg, VA
The price is $120 per night from Apr 20 to Apr 21
$120
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star golf resort in Williamsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in ...
8.8/10 Excellent! (2,631 reviews)
"Love, love this place. Checkin was a breeze be prepared for a security deposit. Grounds were neatly manicured. Staff at gate were nice and knowledgeable. Lots of things to do in the area"
Reviewed on Apr 1, 2025
Vacation Village At Williamsburg
4870 Longhill Road, Williamsburg, VA
The price is $146 per night from Apr 20 to Apr 21
$146
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star 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. ...
8.6/10 Excellent! (1,192 reviews)
"I love staying at this resort you’re close to everything and the staff is amazing"
Reviewed on Apr 1, 2025
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr, Williamsburg, VA
The price is $148 per night from Apr 6 to Apr 7
$148
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star 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! (1,259 reviews)
"Walking distance to bus stop"
Reviewed on Mar 31, 2025
Kingsmill Resort
1010 Kingsmill Rd, Williamsburg, VA
The price is $307 per night from Apr 7 to Apr 8
$307
includes taxes & fees
Apr 7 - Apr 8
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! (1,000 reviews)
"The greatest staff and attention to everything the guest needs."
Reviewed on Mar 28, 2025
Club Wyndham Kingsgate
619 Georgetown Cres, Williamsburg, VA
Stay at this 3-star family-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,002 reviews)
"Staff was very nice, room was excellent."
Reviewed on Apr 2, 2025
Great Wolf Lodge Williamsburg
549 East Rochambeau Drive, Williamsburg, VA
The price is $247 per night from Apr 28 to Apr 29
$247
includes taxes & fees
Apr 28 - Apr 29
Stay at this 3.5-star family-friendly resort in Williamsburg. Enjoy 5 indoor pools, 2 restaurants, and 2 hot tubs. Our guests praise the helpful staff in our ...
8.4/10 Very Good! (1,001 reviews)
"Good"
Reviewed on Mar 28, 2025
The Colonies at Williamsburg
5380 Olde Towne Road, Williamsburg, VA
The price is $117 per night from Apr 20 to Apr 21
$117
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star 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! (1,001 reviews)
Ok Accommodation
"The unit was nice and in good condition. There were no extra blankets spare one light blanket for the pullout. Service at check ina nd check out was excellent. A very smooth process with kind friendly folks."
Reviewed on Apr 1, 2025
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.
Nearby Cities
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Top Gloucester Hotels
- Holiday Inn Express Gloucester by IHG
- Hilton Vacation Club The Historic Powhatan Williamsburg
- Vacation Village At Williamsburg
- Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
- Kingsmill Resort
- Club Wyndham Kingsgate
- Great Wolf Lodge Williamsburg
- The Colonies at Williamsburg
- Wyndham Garden Williamsburg Busch Gardens Area
- Hilton Vacation Club Greensprings Williamsburg
- Comfort Inn Newport News - Hampton I-64
- Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG
- Westgate Historic Williamsburg Resort
- Holiday Inn Express Williamsbrg Busch Gardens Area by IHG
- Comfort Suites Airport
- Comfort Suites Williamsburg Historic Area