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Gloucester

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Gloucester Flights as Low as $84

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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 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 $84, 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 $84 right now, why wait?

Gloucester Flight Information
Destination airport
Richmond Intl.
Destination airport IATA code
RIC
Roundtrip price
$83

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 $122 per night from May 18 to May 19
$122
includes taxes & fees
May 18 - May 19
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! (594 reviews)
"Close to many places to eat. Lots of history in old Gloucester."

Reviewed on Apr 30, 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 $126 per night from May 18 to May 19
$126
includes taxes & fees
May 18 - May 19
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! (1,278 reviews)
"We only stayed one night."

Reviewed on May 2, 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 $115 per night from May 18 to May 19
$115
includes taxes & fees
May 18 - May 19
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! (2,725 reviews)
Highly Recommended Family Vacation
"The Historic Powhatan Hilton Vacation Club was an excellent part of our family vacation. The accommodations were clean and comfortable. The property was beautiful and well maintained. They had a nice variety of family-friendly games and activities. The only issue we had was that because we were there ..."

Reviewed on May 2, 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 $168 per night from May 26 to May 27
$168
includes taxes & fees
May 26 - May 27
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! (1,301 reviews)
"Gr8 rate for a very nice place"

Reviewed on May 2, 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! (938 reviews)
"Second time staying at this property and it certainly will not be the last. Staff is friendly, property exteremly quiet and clean! Excellent lodging rates and great location."

Reviewed on May 1, 2025

Club Wyndham Patriots’ Place
Westgate Historic Williamsburg Resort
Westgate Historic Williamsburg Resort
3.5 out of 5
1324 Richmond Road, Williamsburg, VA
The price is $66 per night from May 26 to May 27
$66
includes taxes & fees
May 26 - May 27
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 ...
8.2/10 Very Good! (1,002 reviews)
"Beautiful room. Great beds & pillows. Very convenient to the attractions and dining."

Reviewed on Apr 23, 2025

Westgate Historic Williamsburg Resort
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! (1,001 reviews)
"I was expecting more from the room accommodations, because of the price. The restaurant was very nice with excellent service. Pricey as to be expected. However, the room was really dated and mediocre. Almost had a dingy feel. It had two landline phones, one even in the bathroom (lol), and neither ..."

Reviewed on Apr 25, 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 May 5 to May 6
$247
includes taxes & fees
May 5 - May 6
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)
"Staff was friendly. The life guards are exceptionally vigilant and professional. The waterpark is especially suited for kids. There are plenty of grocery stores and restaurants nearby."

Reviewed on Apr 29, 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.