Title: Gloucester Vacation Packages & Trips 2026 from CA $1,099 | Expedia.ca [Gloucester Travel Guide](https://expedia.ca/Gloucester.dx8008)[Hotels in Gloucester](https://expedia.ca/Gloucester-Hotels.d8008.Travel-Guide-Hotels)[Vacation Rentals in Gloucester](https://expedia.ca/Gloucester-Vacation-Rentals.d8008.Travel-Guide-VacationRentals)[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)[Gloucester Car Rentals](https://expedia.ca/Car-Rentals-In-Gloucester.d8008.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248621532667409/fda0f2a2-9a66-4e87-a0d4-6552f49b1eaf.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # 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 #### Your Gloucester Vacation Say farewell to the worries of planning and hello to a Gloucester vacation package. With your travel details organized before you leave, you can focus on discovering the best of this city, starting with Great Neck, which is great for walking, nature and views. Eager to explore your new surroundings? [Cape Ann](https://www.expedia.ca/Cape-Ann-Rockport.d3000463815.Vacation-Attraction), [Good Harbor Beach](https://www.expedia.ca/Good-Harbor-Beach-Gloucester.d553248621532667409.Vacation-Attraction) and [Wingaersheek Beach](https://www.expedia.ca/Wingaersheek-Beach-Gloucester.d553248621532667334.Vacation-Attraction) are just a few of the leading places to visit during a trip to Gloucester. No matter your travel plans or the size of your budget, organizing a tailored Gloucester vacation is a cinch with Expedia. ## Top Gloucester Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Cove At Yarmouth](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/4eacbec7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cove At Yarmouth CA $1,099 per person Mar 4 - Mar 11 found 1 day ago Roundtrip flight included Montreal (YUL) to Boston (BOS) 9.2/10 Wonderful! (243 reviews) The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone! Reviewed on Dec 28, 2025 ![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/be69f75d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mandarin Oriental, Boston Back Bay CA $2,631 per person Mar 14 - Mar 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Boston (BOS) 9.4/10 Exceptional! (376 reviews) Immaculate, convenient, good food, great staff, perfect facilities, and nice little touches. Reviewed on Nov 21, 2025 ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chatham Bars Inn CA $2,745 per person Mar 4 - Mar 11 found 1 day ago Roundtrip flight included Montreal (YUL) to Boston (BOS) 9.2/10 Wonderful! (795 reviews) Room was very clean but a little dated also there is very little space to put your clothes away…no dressers Reviewed on Jan 3, 2026 ![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Newbury Boston Back Bay CA $1,762 per person Mar 22 - Mar 28 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.4/10 Exceptional! (536 reviews) Staff was friendly and flexible ! Rooms were spacious and beautiful, the housekeeping was not as clean or organized or detailed as other places I’ve been to but still good Reviewed on Jan 4, 2026 ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $1,618 per person Mar 12 - Mar 16 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (181 reviews) Amazing week - family stay for Christmas in town - thank you very much! We’ll be back!……. Reviewed on Dec 28, 2025 ## Where to stay in Gloucester Find the best Gloucester areas and neighborhoods for the activities you enjoy most. [Learn more about Gloucester](https://expedia.ca/Gloucester.dx8008) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/530000/530879-eastern-point-lighthouse.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### East Gloucester 3 out of top 10 points of interest in this area If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing. [Find hotel + flight trips in East Gloucester](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Gloucester&DestID=988950575026716672&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://mediaim.expedia.com/destination/1/690c696be7aa7478573617c469f8e2fa.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) ![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) ### 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/530000/530874-beauport--the-sleeper-mccann-house.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) ![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) ### Things to do in and around Gloucester Gloucester, Massachusetts, offers a delightful vacation experience with its stunning beaches and outdoor scenery. Visitors can enjoy various activities, including boat trips, golf vacations, and shore excursions. The local arts centre hosts music concerts, providing a vibrant cultural scene, while shopping excursions allow for unique finds. Whether you're looking to relax on the beach or explore the scenic beauty, Gloucester has something for everyone. **Shopping** In Gloucester, visit [Oldies Marketplace](https://www.expedia.ca/Oldies-Marketplace-Newburyport.d553248621561735335.Vacation-Attraction) for unique finds. If you're up for a drive, check out Todd Farm Flea Market for a lively atmosphere. MarketStreet Lynnfield offers a larger shopping experience with entertainment, family-friendly options, and a variety of stores, located a bit further away. **Recreation** Explore [Waterfront Promenade Park](https://www.expedia.ca/Waterfront-Promenade-Park-Newburyport.d6274378.Vacation-Attraction) for serene walks along the waterfront, perfect for relaxation. Enjoy live performances at the Shalin Liu Performance Center, where music fills the air. The Gorton Theatre offers captivating shows, creating a delightful cultural experience for families and couples alike. **Adventure** Experience thrilling water slides and lazy rivers at the [Water Park of New England](https://www.expedia.ca/Water-Park-Of-New-England-Boston.d553248621532667299.Vacation-Attraction), located 25.7km from Gloucester. Enjoy exhilarating whale watching with Capt Bill & Sons, offering outdoor excitement. Explore scenic trails and breathtaking views while hiking Dogtown, right in Gloucester's beautiful surroundings. **Nightlife** For a lively evening in Gloucester, visit the Park-9 Dog Bar, a vibrant drinking pub located 40.2km away. Enjoy the entertainment and romantic vibes as you sip on your favourite beverage and soak in the friendly atmosphere with fellow patrons. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in and around Gloucester Gloucester, Massachusetts, is perfect for a beach and outdoor getaway, offering stunning scenery and rich culture. Visitors can explore beautiful beaches, historic houses, and fascinating museums, all of which provide a unique blend of relaxation and cultural experiences. Whether you're looking to soak up the sun or delve into local history, Gloucester has something for everyone to enjoy during their vacation. - **[Wingaersheek Beach: ](https://www.expedia.ca/Wingaersheek-Beach-Gloucester.d553248621532667334.Vacation-Attraction)** Enjoy the stunning views and serene atmosphere at Wingaersheek Beach, known for its soft sands and gentle waves, perfect for sunbathing and leisurely strolls along the shoreline. Experience the true essence of beach vibes in a picturesque setting. - **[Hammond Castle: ](https://www.expedia.ca/Hammond-Castle-Gloucester.d6092287.Vacation-Attraction)** Step into a world of romance and culture at Hammond Castle, an enchanting structure that blends medieval architecture with the scenic beauty of Gloucester. Explore its intriguing history and lovely gardens, making it a perfect spot for a romantic outing. - **[Salem Witch Museum: ](https://www.expedia.ca/Salem-Witch-Museum-Downtown-Salem.d6091753.Vacation-Attraction)** Located 20.9km from Gloucester, the Salem Witch Museum offers a captivating dive into the history and culture of the infamous witch trials. Engaging exhibits bring the past to life, making it a must-visit for history enthusiasts. ### Best time to go to Gloucester The best time to visit Gloucester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Gloucester falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Gloucester falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 31.1°F (-0.5°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 31.8°F (-0.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 36.7°F (2.6°C) | Light Rain | Mostly Sunny | Average | Average | | April | 45.1°F (7.3°C) | Light Rain | Mostly Sunny | Average | Average | | May | 54.3°F (12.4°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 62.4°F (16.9°C) | Light Rain | Mostly Sunny | Moderately High | Average | | July | 69.6°F (20.9°C) | Light Rain | Mostly Sunny | Moderately High | Average | | August | 69.4°F (20.8°C) | Light Rain | Mostly Sunny | Moderately High | Average | | September | 64.0°F (17.8°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 55.2°F (12.9°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 45.1°F (7.3°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | December | 37.4°F (3.0°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | ### Tips to save on your trip to Gloucester - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Gloucester. - Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Gloucester. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Gloucester Beach Vacation The smell of fresh sea air and fabulous ocean views are just the start of things to look forward to during your Gloucester vacation. If you're eager to save on your trip to Gloucester, we'll let you in on a secret — choose one of our Gloucester packages. Grab one close to Pavilion Beach, only 0.32 kilometres from the city centre and a must-do while here. Alternatively, select a package that puts you closer to Cressy Beach, another gorgeous coastline. Whichever you choose, you'll be left with extra dollars in your travel budget to have fun with. ## Things You Should Know About Gloucester - Drift off to sleep to the gentle sounds of the sea in one of our [Gloucester beach hotels](https://www.expedia.ca/d8008-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent). Nothing beats staying with walking distance of the ocean. - Private vacation homes are another top choice for people planning a vacation in Gloucester. Some great examples are [Castle Manor Inn](https://www.expedia.ca/Gloucester-Hotels-Castle-Manor-Inn.h11678212.Hotel-Information) and [The Hotel at Cape Ann Marina](https://www.expedia.ca/Gloucester-Hotels-Cape-Anns-Marina-Resort.h13279212.Hotel-Information). - Roughly 29,800 people reside in Gloucester. If you want some tips about things to see and do here, why not start a conversation with some of the friendly locals? Our [Gloucester things to do page](null) is also a handy source of information. - Don't head home without exploring Cape Ann, Capt Bill & Sons Whale Watch and Dogtown. With the cash you save through our Gloucester vacation deals, you can see more impressive attractions like these. ## Ready to book your vacation to Gloucester? Choose your dates ## Gloucester Hotel Deals ![Beauport Hotel Gloucester](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/b4aa533e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beauport Hotel Gloucester 55 Commercial Street Gloucester MA 9.6/10 Exceptional! (912 reviews) Partial view did not try restaurant Reviewed on Jan 6, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=15379825&PinnedHotelID=15379825&HadPinnedHotel=true®ionId=8008) [](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=15379825&PinnedHotelID=15379825&HadPinnedHotel=true®ionId=8008) ![The Hotel at Cape Ann Marina](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/ce1a512d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Hotel at Cape Ann Marina 75 Essex Avenue Gloucester MA Fully refundableReserve now, pay when you stay CA $298 CA $333 total Jan 28 - Jan 29 includes taxes & fees 8.4/10 Very Good! (779 reviews) Room was clean and fit the bill for what we needed-staff was friendly as well! Reviewed on Jan 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=13279212&PinnedHotelID=13279212&HadPinnedHotel=true®ionId=8008) ![Luxury 1900's romantic retreat steps from the beach - King Suite!](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961427/d1a1bb58_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury 1900's romantic retreat steps from the beach - King Suite! Gloucester MA CA $136 CA $396 total Jan 15 - Jan 16 includes taxes & fees 9.6/10 Exceptional! (50 reviews) We enjoyed our stay! Cottage was comfy and cozy! Reviewed on Oct 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=15%2F01%2F2026&endDate=16%2F01%2F2026&selected=33961427&PinnedHotelID=33961427&HadPinnedHotel=true®ionId=8008) [See all 1,733 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F01%2F2026&endDate=12%2F01%2F2026®ionId=8008) 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 Gloucester ![Wingaersheek Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531659-wingaersheek-beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wingaersheek Beach Why not spend a carefree afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside. [](https://expedia.ca/Wingaersheek-Beach-Gloucester.d553248621532667334.Vacation-Attraction) ![Good Harbor Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531388-gloucester.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) ![Hammond Castle](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531458-gloucester.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Hammond Castle You can browse the exhibits at Hammond Castle, a museum with a story of its own, during your trip to Gloucester. Wander the beautiful beaches and seaside in the area. [](https://expedia.ca/Hammond-Castle-Gloucester.d6092287.Vacation-Attraction) ### What to do in Gloucester ![Freedom Trail and Salem and The Witch Trail Self-Guided Walking Tour Bundle](https://mediaim.expedia.com/localexpert/46291372/aae6fdbd-f871-42a2-ae4a-c7ae6352419c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Freedom Trail & Salem Witch: Self-Guided Walking Tour Bundle CA $31 per traveller **100%** of travellers recommend [](https://expedia.ca/things-to-do/freedom-trail-salem-witch-self-guided-walking-tour-bundle.a46291372.activity-details) ![Salem's Best Ghost Tour](https://mediaim.expedia.com/localexpert/1349283/96deaf56-b7b4-4bc0-b2cd-edbcfabb93fb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Salem's Best Ghost Tour CA $41 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/salems-best-ghost-tour.a1349283.activity-details) ![Salem 101 General History Tour](https://mediaim.expedia.com/localexpert/5208054/bcf4b251-27e9-4575-af79-3a203d72dc81.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Salem 101 General History Tour (Massachusetts) CA $34 per adult [](https://expedia.ca/things-to-do/salem-101-general-history-tour-massachusetts.a5208054.activity-details) [See all activities in Gloucester](https://expedia.ca/things-to-do/search?rid=8008) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [5 Star Hotels in Magnolia ](https://www.expedia.ca/5Star-Magnolia-Gloucester-Hotels.s50-n6340902-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Cheap-Hotels.0-n553248635975257320-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Historic-Hotel.0-n553248635975257320-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Honeymoon-Hotels.0-n553248635975257320-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Pet-Friendly-Hotel.0-n553248635975257320-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Annisquam Hotels ](https://www.expedia.ca/Annisquam-Gloucester-Hotels.0-n553248635975257320-0.Travel-Guide-Filter-Hotels) - [Boston Hotels ](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Cape Ann Historical Museum ](https://www.expedia.ca/Cape-Ann-Historical-Museum-Hotels.0-l553248621533117278-0.Travel-Guide-Filter-Hotels) - [Hotels near Cape Ann Museum ](https://www.expedia.ca/Cape-Ann-Museum-Hotels.0-l553248621532667408-0.Travel-Guide-Filter-Hotels) - [Hotels near Capt Bill & Sons Whale Watch ](https://www.expedia.ca/Capt-Bill-Sons-Whale-Watch-Hotels.0-l553248621533117279-0.Travel-Guide-Filter-Hotels) - [Hotels near Dogtown ](https://www.expedia.ca/Dogtown-Hotels.0-l6092281-0.Travel-Guide-Filter-Hotels) - [Hotels near Good Harbor Beach ](https://www.expedia.ca/Good-Harbor-Beach-Hotels.0-l553248621532667409-0.Travel-Guide-Filter-Hotels) - [Hotels near Half Moon Beach ](https://www.expedia.ca/Half-Moon-Beach-Hotels.0-l553248621532667316-0.Travel-Guide-Filter-Hotels) - [Hotels near Hammond Castle ](https://www.expedia.ca/Hammond-Castle-Hotels.0-l6092287-0.Travel-Guide-Filter-Hotels) - [Hotels near Long Beach ](https://www.expedia.ca/Long-Beach-Hotels.0-l6340941-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Magnolia ](https://www.expedia.ca/Magnolia-Gloucester-Hotels-Pet-Friendly-Hotel.0-n6340902-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Magnolia ](https://www.expedia.ca/Magnolia-Gloucester-Hotels-Spa-Hotel.0-n6340902-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Magnolia Hotels ](https://www.expedia.ca/Magnolia-Gloucester-Hotels.0-n6340902-0.Travel-Guide-Filter-Hotels) - [Hotels near Niles Beach ](https://www.expedia.ca/Niles-Beach-Hotels.0-l553248621561735327-0.Travel-Guide-Filter-Hotels) - [Aparthotels in North Shore ](https://www.expedia.ca/North-Shore-Apart-Hotels.d6047672-aaApartHotels.Travel-Guide-Accommodation) - [B&B in North Shore ](https://www.expedia.ca/North-Shore-Bed-And-Breakfast.d6047672-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in North Shore ](https://www.expedia.ca/North-Shore-Cottages.d6047672-aaCottages.Travel-Guide-Accommodation) - 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[Hammond Castle ](https://www.expedia.ca/Hammond-Castle-Gloucester.d6092287.Vacation-Attraction) - [Lynn Vacations ](https://www.expedia.ca/Lynn.d8437.Destination-Travel-Guides) - [Magnolia Vacations ](https://www.expedia.ca/Magnolia.d6340902.Destination-Travel-Guides) - [Marblehead Light ](https://www.expedia.ca/Marblehead-Light-Boston.d6091765.Vacation-Attraction) - [North Shore Vacations ](https://www.expedia.ca/North-Shore.d6047672.Destination-Travel-Guides) - [Oldies Marketplace ](https://www.expedia.ca/Oldies-Marketplace-Newburyport.d553248621561735335.Vacation-Attraction) - [Penguin Park ](https://www.expedia.ca/Penguin-Park-Andover.d6263078.Vacation-Attraction) - [Philips Academy ](https://www.expedia.ca/Philips-Academy-Andover.d6070261.Vacation-Attraction) - [Revere Beach ](https://www.expedia.ca/Revere-Beach-Boston.d6171946.Vacation-Attraction) - [Visit Rockport ](https://www.expedia.ca/Rockport.dx6350) - [Salem Wax Museum ](https://www.expedia.ca/Salem-Wax-Museum-Boston.d6262942.Vacation-Attraction) - 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[Things to do in North Shore ](https://www.expedia.ca/Things-To-Do-In-North-Shore.d6047672.Travel-Guide-Activities) - [Things to do in Rockport ](https://www.expedia.ca/Things-To-Do-In-Rockport.d6350.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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