Title: East Gloucester Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $791 Expedia.ca [East Gloucester Travel Guide](https://expedia.ca/Gloucester-East-Gloucester.dx988950575026716672)[Hotels in East Gloucester](https://expedia.ca/East-Gloucester-Hotels.d988950575026716672.Travel-Guide-Hotels)[Flights to Gloucester](https://expedia.ca/Cheap-Flights-To-Gloucester.d8008.Travel-Guide-Flights)[Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities)[East Gloucester Car Rentals](https://expedia.ca/Car-Rentals-In-East-Gloucester.d988950575026716672.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # East Gloucester Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### 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 ## Top Holiday Package Deals in East Gloucester Price found within the past 48 hours. Click for updated prices. ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End CA $791 per person May 7 - May 10 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.8/10 Excellent! (1,426 reviews) breakfast could’ve been better but other than that it was good! Reviewed on Apr 6, 2026 ![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn at Hastings Park, Relais & Chateaux - Boston CA $1,604 per person Jun 17 - Jun 21 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Boston (BOS) 9.6/10 Exceptional! (252 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston CA $1,644 per person Jul 1 - Jul 5 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (1,000 reviews) The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm). Reviewed on Apr 4, 2026 ![The Westin Waltham-Boston](https://images.trvl-media.com/lodging/1000000/30000/23200/23129/8fb4c64c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Waltham-Boston CA $1,365 per person Jun 17 - Jun 21 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Boston (BOS) 8.8/10 Excellent! (1,092 reviews) No eating at the hotel Reviewed on Apr 3, 2026 ![The Atlas Hotel](https://images.trvl-media.com/lodging/119000000/118790000/118784600/118784552/389439b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Atlas Hotel Allston CA $1,518 per person Jun 17 - Jun 21 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Boston (BOS) 10/10 Exceptional! (18 reviews) We absolutely loved our stay at this new hotel. My family and I kept saying what a really nice hotel and the staff was great as well. The food at Ama (we ate breakfast) was delicious. The property is beautiful. Can’t wait to stay again. Reviewed on Apr 5, 2026 ## Where to stay in East Gloucester Find the best East Gloucester areas and neighborhoods for the activities you enjoy most. [Learn more about East Gloucester](https://expedia.ca/Gloucester-East-Gloucester.dx988950575026716672) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Gloucester 2 out of top 10 points of interest in this area While visiting Downtown Gloucester, you might make a stop by sights like Cape Ann Museum and Capt Bill & Sons Whale Watch. [Find hotel + flight trips in Downtown Gloucester](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Gloucester&DestID=988950093891813376&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Annisquam Light, Gloucester, Massachusetts, USA; Shutterstock ID 161751743](https://images.trvl-media.com/place/553248635975257320/e8be7e48-f2a6-42d0-b81c-dd477a50772c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Annisquam While Annisquam might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wingaersheek Beach and Plum Cove Beach. [Find hotel + flight trips in Annisquam](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Annisquam&DestID=553248635975257320&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Magnolia](https://images.trvl-media.com/place/8008/5147534c-4020-4b19-8522-3f89d8edc342.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Magnolia Nestled in Gloucester, this small village boasts its own library, restaurants, and shops. Enjoy Gray Beach at Coolidge Reservation or take in scenic views of Kettle Cove at Surf Park. [Find hotel + flight trips in Magnolia](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Magnolia&DestID=6340902&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Rocky Neck 1 out of top 10 points of interest in this area If you're spending some time in Rocky Neck, Rocky Neck Art Colony and Bryan Gallery are top sights worth seeing. [Find hotel + flight trips in Rocky Neck](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Rocky%20Neck&DestID=988950237638844416&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## East Gloucester Hotel Deals ![Long Beach Suites](https://images.trvl-media.com/lodging/92000000/91560000/91553600/91553529/94ccdf96_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Long Beach Suites 28 Rockport Rd Gloucester MA CA $187 CA $480 total May 4 - May 5 includes taxes & fees 9.2/10 Wonderful! (64 reviews) Easy parking, great looking furnishings. But the only problem we had was that the internet and wireless was very slow and constantly dropped signals. The individual room thermostats with remotes were not so intuitive. Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F05%2F2026&endDate=05%2F05%2F2026&selected=91553529&PinnedHotelID=91553529&HadPinnedHotel=true®ionId=988950575026716672) ![The Vista](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/eb27010a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Vista 22 Thatcher Rd. Gloucester MA CA $256 CA $286 total Apr 14 - Apr 15 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=9479946&PinnedHotelID=9479946&HadPinnedHotel=true®ionId=988950575026716672) ![Ocean House Hotel at Bass Rocks](https://images.trvl-media.com/lodging/1000000/30000/20500/20461/091659d7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ocean House Hotel at Bass Rocks 107 Atlantic Rd Gloucester MA Fully refundableReserve now, pay when you stay CA $196 CA $252 total Apr 19 - Apr 20 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=20461&PinnedHotelID=20461&HadPinnedHotel=true®ionId=988950575026716672) [See all 1,176 properties in East Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F04%2F2026&endDate=09%2F04%2F2026®ionId=988950575026716672) 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) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in East Gloucester ![Good Harbor Beach](https://images.trvl-media.com/place/553248621532667409/f7438f55-8c31-4a48-8a51-cf3f9e28dca7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Good Harbor Beach Why not spend a carefree afternoon at Good Harbor Beach during your travels in Gloucester? Wander the waterfront or discover the area's sunrises. [](https://expedia.ca/Good-Harbor-Beach-East-Gloucester.d553248621532667409.Vacation-Attraction) ### Things to do ![Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour](https://mediaim.expedia.com/localexpert/823381/04e76f58-c1d8-4768-84d0-bcae3ea6e07f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cape Ann Harbor: Self-Guided Driving Audio Tour CA $21 per traveller **100%** of travellers recommend [](https://expedia.ca/things-to-do/cape-ann-harbor-self-guided-driving-audio-tour.a823381.activity-details) ![Cape Ann Self-Guided Driving Tour in Gloucester and Rockport](https://mediaim.expedia.com/localexpert/3060314/c77d1e46-92e0-4624-910e-8f6f89d968d2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cape Ann Self-Guided Driving Tour in Gloucester and Rockport CA $23 per traveller **80%** of travellers recommend [](https://expedia.ca/things-to-do/cape-ann-self-guided-driving-tour-in-gloucester-and-rockport.a3060314.activity-details) ![Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours](https://mediaim.expedia.com/localexpert/5247794/0163ce8b-bcb9-433e-bb84-fa4c7a677dc8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours CA $68 per adult [](https://expedia.ca/things-to-do/massachusetts-self-guided-audio-tour-bundle-10-tours.a5247794.activity-details) [See all activities in Gloucester](https://expedia.ca/things-to-do/search?rid=988950575026716672) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.