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Gloucester

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Gloucester Flights as Low as $107

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

Breeze Airways
Thu, May 29 - Mon, Jun 2
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$107 Roundtrip, found 5 days ago
$107
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, May 29 from Jacksonville Intl. to Norfolk Intl., returning Mon, Jun 2, priced at $107 found 5 days ago
Spirit Airlines
Sat, May 3 - Sun, May 4
BOS
Logan Intl.
ORF
Norfolk Intl.
$110 Roundtrip, found 6 days ago
$110
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sat, May 3 from Logan Intl. to Norfolk Intl., returning Sun, May 4, priced at $110 found 6 days ago
Breeze Airways
Thu, May 29 - Mon, Jun 2
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$112 Roundtrip, found 5 days ago
$112
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, May 29 from Jacksonville Intl. to Norfolk Intl., returning Mon, Jun 2, priced at $112 found 5 days ago
Breeze Airways
Thu, May 29 - Mon, Jun 2
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, May 29 from Jacksonville Intl. to Norfolk Intl., returning Mon, Jun 2, priced at $117 found 5 days ago
Breeze Airways
Thu, Jul 3 - Tue, Jul 8
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$147 Roundtrip, found 16 hours ago
$147
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, Jul 3 from Jacksonville Intl. to Norfolk Intl., returning Tue, Jul 8, priced at $147 found 16 hours ago
JetBlue Airways
Wed, Jun 4 - Tue, Jun 10
BOS
Logan Intl.
RIC
Richmond Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jun 4 from Logan Intl. to Richmond Intl., returning Tue, Jun 10, priced at $160 found 1 day ago
Delta
Wed, Jun 4 - Tue, Jun 10
BOS
Logan Intl.
RIC
Richmond Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 4 from Logan Intl. to Richmond Intl., returning Tue, Jun 10, priced at $160 found 1 day ago
United
Sat, Jul 26 - Sat, Aug 2
EWR
Newark Liberty Intl. Airport
ORF
Norfolk Intl.
$163 Roundtrip, found 6 days ago
$163
Roundtrip
found 6 days ago
Select United flight, departing Sat, Jul 26 from Newark Liberty Intl. Airport to Norfolk Intl., returning Sat, Aug 2, priced at $163 found 6 days ago
Frontier Airlines
Sun, May 11 - Thu, May 15
JFK
John F. Kennedy Intl.
ORF
Norfolk Intl.
$173 Roundtrip, found 6 days ago
$173
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, May 11 from John F. Kennedy Intl. to Norfolk Intl., returning Thu, May 15, priced at $173 found 6 days ago
Breeze Airways
Fri, Jun 20 - Mon, Jun 23
PVD
T.F. Green
ORF
Norfolk Intl.
$176 Roundtrip, found 4 days ago
$176
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jun 20 from T.F. Green to Norfolk Intl., returning Mon, Jun 23, priced at $176 found 4 days ago
American Airlines
Wed, Jun 4 - Tue, Jun 10
BOS
Logan Intl.
RIC
Richmond Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 4 from Logan Intl. to Richmond Intl., returning Tue, Jun 10, priced at $179 found 1 day ago
JetBlue Airways
Thu, May 22 - Sun, May 25
JFK
John F. Kennedy Intl.
RIC
Richmond Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, May 22 from John F. Kennedy Intl. to Richmond Intl., returning Sun, May 25, priced at $197 found 3 days ago
Frontier Airlines
Sat, May 31 - Mon, Jun 2
ORD
O'Hare Intl.
ORF
Norfolk Intl.
$202 Roundtrip, found 22 hours ago
$202
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, May 31 from O'Hare Intl. to Norfolk Intl., returning Mon, Jun 2, priced at $202 found 22 hours ago
American Airlines
Wed, May 14 - Wed, May 21
JAN
Evers Intl.
ORF
Norfolk Intl.
$275 Roundtrip, found 1 day ago
$275
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 14 from Evers Intl. to Norfolk Intl., returning Wed, May 21, priced at $275 found 1 day ago
American Airlines
Wed, Jul 2 - Mon, Jul 7
JAX
Jacksonville Intl.
PHF
Newport News - Williamsburg Intl.
$347 Roundtrip, found 16 hours ago
$347
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Jul 2 from Jacksonville Intl. to Newport News - Williamsburg Intl., returning Mon, Jul 7, priced at $347 found 16 hours ago
Bargain Flight
Fri, Apr 25 - Sun, Apr 27
JAX
Jacksonville Intl.
RIC
Richmond Intl.
$385 Roundtrip, found 2 days ago
$385
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Fri, Apr 25 from Jacksonville Intl. to Richmond Intl., returning Sun, Apr 27, priced at $385 found 2 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 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 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 $107, 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 $107 right now, why wait?

Gloucester Flight Information
Destination airport
Richmond Intl.
Destination airport IATA code
RIC
Roundtrip price
$58

Last Minute Hotel Deals in Gloucester

Holiday Inn Express Gloucester by IHG
Holiday Inn Express Gloucester by IHG
3.5 out of 5
6639 Forest Hill Ave, Gloucester, VA
The price is $119 per night from May 4 to May 5
$119
includes taxes & fees
May 4 - May 5
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! (593 reviews)
"My stay over all was good. But the mattress in room 126 needs to be replaced. Also the room was next to the staircase so I keep hearing people go in and out of the building thru our the nite"

Reviewed on Apr 23, 2025

Holiday Inn Express Gloucester by IHG
Hilton Vacation Club The Historic Powhatan Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg
3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
The price is $120 per night from Apr 30 to May 1
$120
includes taxes & fees
Apr 30 - May 1
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! (2,716 reviews)
"Didn’t have to leave if you didn’t want to, entertaining, clean, family oriented."

Reviewed on Apr 23, 2025

Hilton Vacation Club The Historic Powhatan Williamsburg
Vacation Village At Williamsburg
Vacation Village At Williamsburg
3 out of 5
4870 Longhill Road, Williamsburg, VA
The price is $126 per night from May 8 to May 9
$126
includes taxes & fees
May 8 - May 9
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! (1,253 reviews)
"Great"

Reviewed on Apr 24, 2025

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
The price is $190 per night from Apr 30 to May 1
$190
includes taxes & fees
Apr 30 - May 1
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! (1,289 reviews)
"Scenic location, but the parking lots were confusing. Friendly staff at front desk but one of the cleaners was grumpy and one of the cafeteria workers looked like she hated her job. Tidy room but the shower was cold until you run it for at least 5 minutes. Breakfast was gen"

Reviewed on Apr 23, 2025

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Club Wyndham Patriots’ Place
Club Wyndham Patriots’ Place
3 out of 5
220 House of Burgess Way, Williamsburg, VA
Stay at this hotel in Williamsburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (919 reviews)
"Amazing very beautiful and a relaxing resort and the area is convenient for food places theme parks and more I will come back to this resort the next time I return to Williamsburg."

Reviewed on Apr 22, 2025

Get rates
Club Wyndham Patriots’ Place
Club Wyndham Kingsgate
Club Wyndham Kingsgate
3 out of 5
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)
"First time staying here. The property is amazing for families. It’s very safe and secluded with a gated entrance. There plenty to do such as the arcade, movies, pool and activities. However, we were not able to get into our assigned place until 5pm. With 3 kids traveling over 6 hours and dinner plans, ..."

Reviewed on Apr 21, 2025

Get rates
Club Wyndham Kingsgate
Great Wolf Lodge Williamsburg
Great Wolf Lodge Williamsburg
3.5 out of 5
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! (1,000 reviews)
"over crowdedness"

Reviewed on Apr 20, 2025

Great Wolf Lodge Williamsburg
Kingsmill Resort
Kingsmill Resort
4 out of 5
1010 Kingsmill Rd, Williamsburg, VA
The price is $307 per night from May 5 to May 6
$307
includes taxes & fees
May 5 - May 6
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! (1,004 reviews)
Spring Break
"This was our first time, and we’ll definitely be back!"

Reviewed on Apr 21, 2025

Kingsmill Resort
See all 2,156 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.