Title: Gloucester Vacation Packages & Trips 2025/2026 from CA $852 | Expedia.ca

  

[Hotels in Gloucester](https://expedia.ca/Gloucester-Hotels.d55727.Travel-Guide-Hotels)[Vacation Rentals in Gloucester](https://expedia.ca/Gloucester-Vacation-Rentals.d55727.Travel-Guide-VacationRentals)[Flights to Gloucester](https://expedia.ca/Cheap-Flights-To-Gloucester.d55727.Travel-Guide-Flights)[Gloucester Car Rentals](https://expedia.ca/Car-Rentals-In-Gloucester.d55727.Car-Rental-Guide)

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# Gloucester Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

-   ## 
    
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Better together

Save up to CA $1,096 when you book a flight and hotel together\*

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Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

### 

Rest easy

Plan, 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](https://www.expedia.ca/Middle-Peninsula-State-Park-Gloucester.d637192221073133568.Vacation-Attraction), [Gloucester Museum of History](https://www.expedia.ca/Gloucester-Museum-Of-History-Gloucester.d553248621561864467.Vacation-Attraction) 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.

![Super 8 by Wyndham Williamsburg/Historic Area](https://images.trvl-media.com/lodging/1000000/460000/459900/459851/fcc22b4e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Super 8 by Wyndham Williamsburg/Historic Area

CA $852

per person

Jan 2 - Jan 7

just found

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

6.6/10 (1,011 reviews)

Overall hotel was ok. Bathroom was a little creepy as both the shower head and the air vent both had tape holding them up. I felt like someone was watching me. There was also a couple of bugs in there.

Reviewed on Oct 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-07/?FromAirport=YYZ&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=459851&paandie=true&dealMarker=AlSUg5ZYvJADzyFiWls2Fntk66LwlXrOHLZK5_riWog-s9Vvw3qhiPNbKJaOA-Dk)

![Kingsmill Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/3f82f1eb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kingsmill Resort

Kingsmill

CA $1,098

per person

Jan 2 - Jan 7

just found

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

8.8/10 Excellent! (1,007 reviews)

Repeat customer will stay again

Reviewed on Sep 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-07/?FromAirport=YYZ&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25624&paandie=true&dealMarker=AlSUg5ZYvJADzyFiWls2Fq688bQ-Eb6hjwqNFIGj1JvuQQ-tYbeIMOCGEna62St-)

![King’s Creek Resort by Spinnaker](https://images.trvl-media.com/lodging/101000000/100860000/100858000/100857987/c19f090f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### King’s Creek Resort by Spinnaker

CA $1,154

per person

Nov 24 - Nov 28

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

8.6/10 Excellent! (101 reviews)

The staff at check in was very friendly and helpful

Reviewed on Oct 19, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-24/2025-11-28/?FromAirport=YYZ&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=100857987&paandie=true&dealMarker=XItW3S9IEX475_X9-Ca14X4wsSTRufOW-PA7pKDrQ8qtA-m3viYnx1R46E1sHS8t)

![Holiday Inn Express Williamsbrg Busch Gardens Area by IHG](https://images.trvl-media.com/lodging/1000000/70000/61200/61186/d9298278_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

CA $1,020

per person

Jan 2 - Jan 7

just found

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

9.2/10 Wonderful! (1,171 reviews)

Close to busch garden. Only thing that could be better is shuttle to busch gardens

Reviewed on Oct 14, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-07/?FromAirport=YYZ&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=61186&paandie=true&dealMarker=AlSUg5ZYvJADzyFiWls2Fq688bQ-Eb6hjwqNFIGj1Jss5KsW2UXjoZYZ3MsuPnxA)

![Wyndham Garden Williamsburg Busch Gardens Area](https://images.trvl-media.com/lodging/1000000/30000/21200/21143/7c516604_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Wyndham Garden Williamsburg Busch Gardens Area

CA $923

per person

Jan 2 - Jan 7

just found

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

6.6/10 (352 reviews)

Staff was nice and rooms were clean. Half of the power ports in room didn’t work nor did the remote. The breakfast wasn’t very good. Eggs were like tires and the juice was just water basically. The coffee was good though.

Reviewed on Oct 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-07/?FromAirport=YYZ&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21143&paandie=true&dealMarker=AlSUg5ZYvJADzyFiWls2Fntk66LwlXrOHLZK5_riWogjJKFFWlFPGzOUkPQWor-4)

## Ready to book your vacation to Gloucester?

Choose your dates

## Gloucester Hotel Deals

![Hilton Vacation Club The Historic Powhatan Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd, Williamsburg, VA

Fully refundableReserve now, pay when you stay

CA $90

CA $143 total

Nov 2 - Nov 3

includes taxes & fees

9/10 Wonderful! (3,132 reviews)

Good, old, and buggy

"Parking is great, the staff is wonderful, and we had fun doing the activities. Only complaint is that the whole area needs a good bug company to come out. Spiders everywhere and bugs all in our room"

Reviewed on Oct 18, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=864071&PinnedHotelID=864071&HadPinnedHotel=true&regionId=55727)

![Vacation Village At Williamsburg](https://images.trvl-media.com/lodging/1000000/1000000/994900/994848/cfc6b534_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Vacation Village At Williamsburg

4870 Longhill Road, Williamsburg, VA

Fully refundableReserve now, pay when you stay

CA $92

CA $122 total

Oct 22 - Oct 23

includes taxes & fees

8.6/10 Excellent! (1,824 reviews)

"Quiet and use of a full kitchen was great. Will stay again"

Reviewed on Oct 18, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F10%2F2025&endDate=23%2F10%2F2025&selected=994848&PinnedHotelID=994848&HadPinnedHotel=true&regionId=55727)

![Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/1000000/810000/806400/806310/165fc5e4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

105 Visitors Center Dr, Williamsburg, VA

Fully refundableReserve now, pay when you stay

CA $136

CA $185 total

Oct 27 - Oct 28

includes taxes & fees

8.8/10 Excellent! (1,580 reviews)

"The room was very spacious, convient location, easy parking, and clean."

Reviewed on Oct 18, 2025

[](https://expedia.ca/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=806310&PinnedHotelID=806310&HadPinnedHotel=true&regionId=55727)

[See all 2,238 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=22%2F10%2F2025&endDate=23%2F10%2F2025&regionId=55727)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

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![QR code to download the app](data:image/png;base64,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)