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Gloucester

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Gloucester Flights as Low as $93

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

Spirit Airlines
Thu, Aug 28 - Mon, Sep 1
MCO
Orlando Intl.
RIC
Richmond Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Aug 28 from Orlando Intl. to Richmond Intl., returning Mon, Sep 1, priced at $93 found 1 day ago
Spirit Airlines
Tue, Aug 19 - Wed, Aug 20
MCO
Orlando Intl.
ORF
Norfolk Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Aug 19 from Orlando Intl. to Norfolk Intl., returning Wed, Aug 20, priced at $98 found 2 days ago
Frontier Airlines
Thu, Jul 24 - Thu, Jul 31
MCO
Orlando Intl.
ORF
Norfolk Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jul 24 from Orlando Intl. to Norfolk Intl., returning Thu, Jul 31, priced at $108 found 1 day ago
JetBlue Airways
Wed, Aug 20 - Tue, Aug 26
MCO
Orlando Intl.
RIC
Richmond Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Orlando Intl. to Richmond Intl., returning Tue, Aug 26, priced at $150 found 1 day ago
American Airlines
Wed, Sep 3 - Tue, Sep 9
BWI
Baltimore Washington Intl. Thurgood Marshall
ORF
Norfolk Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Sep 3 from Baltimore Washington Intl. Thurgood Marshall to Norfolk Intl., returning Tue, Sep 9, priced at $159 found 2 days ago
Delta
Sat, Sep 6 - Tue, Sep 9
BWI
Baltimore Washington Intl. Thurgood Marshall
ORF
Norfolk Intl.
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 6 from Baltimore Washington Intl. Thurgood Marshall to Norfolk Intl., returning Tue, Sep 9, priced at $167 found 2 days ago
United
Tue, Sep 9 - Tue, Sep 16
MCO
Orlando Intl.
ORF
Norfolk Intl.
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select United flight, departing Tue, Sep 9 from Orlando Intl. to Norfolk Intl., returning Tue, Sep 16, priced at $179 found 2 days ago
Spirit Airlines
Mon, Sep 8 - Thu, Sep 11
PHL
Philadelphia Intl.
ORF
Norfolk Intl.
$205 Roundtrip, found 6 days ago
$205
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, Sep 8 from Philadelphia Intl. to Norfolk Intl., returning Thu, Sep 11, priced at $205 found 6 days ago
American Airlines
Wed, Oct 8 - Wed, Oct 15
MCO
Orlando Intl.
PHF
Newport News - Williamsburg Intl.
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Oct 8 from Orlando Intl. to Newport News - Williamsburg Intl., returning Wed, Oct 15, priced at $219 found 2 days ago
Bargain Flight
Tue, Sep 23 - Tue, Sep 30
PDX
Portland Intl.
RIC
Richmond Intl.
$286 Roundtrip, found 3 days ago
$286
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Sep 23 from Portland Intl. to Richmond Intl., returning Tue, Sep 30, priced at $286 found 3 days ago
Spirit Airlines
Tue, Jul 8 - Thu, Jul 17
PHL
Philadelphia Intl.
RIC
Richmond Intl.
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Jul 8 from Philadelphia Intl. to Richmond Intl., returning Thu, Jul 17, priced at $339 found 2 days ago
Bargain Flight
Mon, Jul 7 - Mon, Jul 14
PDX
Portland Intl.
ORF
Norfolk Intl.
$358 Roundtrip, found 3 days ago
$358
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Mon, Jul 7 from Portland Intl. to Norfolk Intl., returning Mon, Jul 14, priced at $358 found 3 days ago
Breeze Airways
Sun, Jul 27 - Sun, Jul 27
MCO
Orlando Intl.
ORF
Norfolk Intl.
$438 Roundtrip, found 21 hours ago
$438
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Sun, Jul 27 from Orlando Intl. to Norfolk Intl., returning Sun, Jul 27, priced at $438 found 21 hours ago
American Airlines
Sat, Jul 5 - Tue, Jul 8
PHL
Philadelphia Intl.
PHF
Newport News - Williamsburg Intl.
$467 Roundtrip, found 15 hours ago
$467
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sat, Jul 5 from Philadelphia Intl. to Newport News - Williamsburg Intl., returning Tue, Jul 8, priced at $467 found 15 hours ago
American Airlines
Tue, Jul 29 - Sat, Aug 2
PDX
Portland Intl.
PHF
Newport News - Williamsburg Intl.
$471 Roundtrip, found 1 day ago
$471
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 29 from Portland Intl. to Newport News - Williamsburg Intl., returning Sat, Aug 2, priced at $471 found 1 day ago
American Airlines
Tue, Sep 9 - Tue, Sep 16
BWI
Baltimore Washington Intl. Thurgood Marshall
PHF
Newport News - Williamsburg Intl.
$525 Roundtrip, found 1 day ago
$525
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 9 from Baltimore Washington Intl. Thurgood Marshall to Newport News - Williamsburg Intl., returning Tue, Sep 16, priced at $525 found 1 day 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 August, 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 $93, 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 $93 right now, why wait?

Gloucester Flight Information
Destination airport
Richmond Intl.
Destination airport IATA code
RIC
Roundtrip price
$74

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
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. ...
7/10 Good! (615 reviews)
"Sunday we didn't have hot water so we couldn't take showers."

Reviewed on Jun 30, 2025

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Holiday Inn Express Gloucester by IHG
Vacation Village At Williamsburg
Vacation Village At Williamsburg
3 out of 5
4870 Longhill Road, Williamsburg, VA
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! (1,489 reviews)
"Close to where I needed to be and was glad to have a kitchen."

Reviewed on Jul 2, 2025

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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
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! (1,417 reviews)
Great Location
"Great location. I found the bed mattress to be too hard."

Reviewed on Jul 2, 2025

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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
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! (2,827 reviews)
"Super nice!"

Reviewed on Jul 1, 2025

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Hilton Vacation Club The Historic Powhatan Williamsburg
Westgate Historic Williamsburg Resort
Westgate Historic Williamsburg Resort
3.5 out of 5
1324 Richmond Road, Williamsburg, VA
Stay at this 3.5-star family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (1,005 reviews)
"Quaint hideaway resort."

Reviewed on Jul 3, 2025

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Westgate Historic Williamsburg Resort
Comfort Inn Newport News - Hampton I-64
Comfort Inn Newport News - Hampton I-64
2.5 out of 5
12330 Jefferson Ave, Newport News, VA
Book a stay at this business-friendly hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
"Check-in and out were quick and easy. Staff was friendly. Room was clean, bed comfortable. It was close to Kiln Creek Golf Club where we were attending an event."

Reviewed on Jun 30, 2025

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Comfort Inn Newport News - Hampton I-64
DoubleTree by Hilton Williamsburg
DoubleTree by Hilton Williamsburg
4 out of 5
50 Kingsmill Rd, Williamsburg, VA
Stay at this 4-star business-friendly hotel in Williamsburg. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the ...
8.2/10 Very Good! (1,004 reviews)
"The hotel was so fancy, but still kid friendly. The staff was very quick and helpful. They text so we had a quick and easy communication line, but housekeeping also stopped in the morning to see if we needed anything. It was clean, updated, comfortable, and safe. Complete with complimentary chocolate ..."

Reviewed on Jul 2, 2025

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DoubleTree by Hilton Williamsburg
Comfort Inn & Suites Hampton near Coliseum
Comfort Inn & Suites Hampton near Coliseum
3 out of 5
1551 Hardy Cash Dr, Hampton, VA
Stay at this 3-star business-friendly hotel in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (827 reviews)
"It was very quiet and enjoyable"

Reviewed on Jul 1, 2025

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Comfort Inn & Suites Hampton near Coliseum
See all 2,220 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.