Search Cheap Flights to
Gloucester

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Gloucester Flights as Low as $99

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

Frontier Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Delta
American Airlines
United
Delta
Delta
JetBlue Airways
American Airlines
Delta
American Airlines
Delta

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 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 $99, 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 $99 right now, why wait?

Gloucester Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$99

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 $106 per night from Mar 23 to Mar 24
$106
includes taxes & fees
Mar 23 - Mar 24
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! (580 reviews)
"Great location and very dog friendly!"

Reviewed on Mar 11, 2025

Holiday Inn Express Gloucester by IHG
Vacation Village At Williamsburg
Vacation Village At Williamsburg
3 out of 5
4870 Longhill Road, Williamsburg, VA
The price is $146 per night from Mar 27 to Mar 28
$146
includes taxes & fees
Mar 27 - Mar 28
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! (1,153 reviews)
"We loved it we stayed 4 extra days"

Reviewed on Mar 11, 2025

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
The price is $106 per night from Mar 20 to Mar 21
$106
includes taxes & fees
Mar 20 - Mar 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! (2,598 reviews)
Gorgeous accommodations
"Booked a one bedroom unit, was upgraded to a two bedroom. Clean, well-maintained, gorgeous accommodations, everything we coyld hope for in a vacation unit."

Reviewed on Mar 11, 2025

Hilton Vacation Club The Historic Powhatan 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 $139 per night from Mar 17 to Mar 18
$139
includes taxes & fees
Mar 17 - Mar 18
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! (1,232 reviews)
"location"

Reviewed on Mar 12, 2025

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
The Colonies at Williamsburg
The Colonies at Williamsburg
3 out of 5
5380 Olde Towne Road, Williamsburg, VA
The price is $117 per night from Mar 27 to Mar 28
$117
includes taxes & fees
Mar 27 - Mar 28
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! (1,000 reviews)
"We felt like we were at home. I hope to visit again."

Reviewed on Mar 11, 2025

The Colonies at Williamsburg
Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG
Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG
3 out of 5
515 Bypass Rd, Williamsburg, VA
The price is $105 per night from Mar 23 to Mar 24
$105
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star business-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,296 reviews)
"Very clean accommodation."

Reviewed on Mar 8, 2025

Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG
Kingsmill Resort
Kingsmill Resort
4 out of 5
1010 Kingsmill Rd, Williamsburg, VA
The price is $240 per night from Mar 14 to Mar 15
$240
includes taxes & fees
Mar 14 - Mar 15
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)
"Great front desk team. Very accomodating, help us staying the same building and just overall easy to deal with. Cool fireplace in the rooms."

Reviewed on Mar 10, 2025

Kingsmill Resort
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 10 to Apr 11
$247
includes taxes & fees
Apr 10 - Apr 11
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)
"This is our first visit and definitely not our last. I was pleased with how easy check in was and how friendly and knowledgeable the staff is. I will highly recommend this location to everyone with kids."

Reviewed on Mar 5, 2025

Great Wolf Lodge Williamsburg
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.