Gloucester Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Gloucester Vacation
From its coastal scenery to its rich history and beyond, there's loads to like about Gloucester. Discover the wonders of this captivating city with a Gloucester vacation package that's made for you. Eager to do a bit of sightseeing? A trip to Gloucester isn't complete without checking out Middle Peninsula State Park, Gloucester Museum of History and other major attractions. Your Gloucester vacation is clicks away. Explore hotels, airfares and more on Expedia for a getaway that's tailored to suit your travel style.
Top Gloucester Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Richmond Airport by IHG
Price was CA $683, price is now CA $607 per person
CA $607
per person
May 26 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
7.6/10 Good! (1,002 reviews)
This stay was not one of my best. The overall experience was just okay, which is why I’m giving it 3 stars. One of the biggest issues was the lack of clean towels. At one point, a staff member told us to leave our used towels outside the room to be replaced, but when we returned, no fresh towels had been provided. It was frustrating and inconvenient, and it made the stay less comfortable than expected.
Reviewed on Apr 20, 2026
The Commonwealth
Downtown Richmond
Price was CA $777, price is now CA $644 per person
CA $644
per person
May 26 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
8.8/10 Excellent! (1,374 reviews)
The staff was extremely welcoming and friendly. The foyer was open, airy, and light. The connecting restaurant was convenient, though we had already eaten.
The room was spacious and the beds comfortable. While the building seems industrial, the look was modern and had a cool vibe. There were some eareas of the room that seemed like it could use an updated paint job. Overall it was a lovely hotel and wonderful experience.
Reviewed on Apr 16, 2026
Graduate by Hilton Richmond
Downtown Richmond
Price was CA $732, price is now CA $628 per person
CA $628
per person
May 26 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
8.4/10 Very Good! (1,358 reviews)
Everything was great! The staff were friendly and helpful, the room was clean and had very comfortable beds, and it was conveniently close to the town square!
Reviewed on Apr 20, 2026
Hilton Richmond Downtown
Downtown Richmond
Price was CA $766, price is now CA $662 per person
CA $662
per person
May 26 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
8.2/10 Very Good! (1,000 reviews)
Not a good breakfast selection for the price of $40 Only breakfast item that was good was the grits.
Reviewed on Apr 18, 2026
The Berkeley Hotel
Downtown Richmond
Price was CA $761, price is now CA $675 per person
CA $675
per person
May 26 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
8.8/10 Excellent! (1,491 reviews)
Our room was superb! It was newly decorated, very clean and so spacious. One of the best rooms I have stayed in an hotel.
Reviewed on Apr 21, 2026
Gloucester Hotel Deals
Holiday Inn Express Gloucester by IHG
6639 Forest Hill Ave Gloucester VA
Fully refundable
The price is CA $161 per night from May 11 to May 12
CA $161
CA $179 total
May 11 - May 12
includes taxes & fees
7.2/10 Good! (688 reviews)
Perfect
Reviewed on Apr 10, 2026
Hampton Inn Gloucester
6638 Forest Hill Ave Gloucester VA
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Apr 28 to Apr 29
CA $167
CA $185 total
Apr 28 - Apr 29
includes taxes & fees
9.2/10 Wonderful! (753 reviews)
Parking was sufficient.
Reviewed on Apr 11, 2026
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from May 10 to May 11
CA $143
CA $201 total
May 10 - May 11
includes taxes & fees
9/10 Wonderful! (3,462 reviews)
Great resort, enjoyed our stay.
Reviewed on Apr 21, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
