Title: Wingaersheek Beach in Gloucester - Tours and Activities | Expedia.ca [Wingaersheek Beach Hotels](https://expedia.ca/Wingaersheek-Beach-Hotels.0-l553248621532667334-0.Travel-Guide-Filter-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)[Wingaersheek Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Wingaersheek-Beach.d553248621532667334.Car-Rental-Guide)[Gloucester Vacation Packages](https://expedia.ca/Gloucester.d8008.Destination-Travel-Guides) # Wingaersheek Beach Tours and Activities ![Wingaersheek Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531659-wingaersheek-beach.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Wingaersheek Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531652-wingaersheek-beach.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Wingaersheek Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531658-wingaersheek-beach.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Wingaersheek Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531772-wingaersheek-beach.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Wingaersheek Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531693-wingaersheek-beach.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Wingaersheek Beach Activities [Gloucester travel guide](https://expedia.ca/Gloucester.dx8008) * * * * * * ## Plan a trip to see Wingaersheek Beach Price found within the past 48 hours. Click for updated prices. ![The Inn at Longwood Medical](https://images.trvl-media.com/lodging/1000000/20000/14800/14714/071e026e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn at Longwood Medical Fenway–Kenmore CA $845 per person Nov 7 - Nov 9 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 8.4/10 Very Good! (1,006 reviews) Great location for walking to Fenway. The sirens are constant being in between multiple hospitals but the bed was comfortable and Lionel was very helpful in holding our bags until check in. Reviewed on Sep 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-07/2025-11-09/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14714&paandie=true&dealMarker=snyYlfDcl_3Va8lTUe7YHz9-OolvXTkpZ78cO9A4V01fxgzVB0rsfG4MnbU7X6hw) ![Beacon Hill Hotel](https://images.trvl-media.com/lodging/2000000/1080000/1072800/1072797/e6f29af6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beacon Hill Hotel Beacon Hill CA $989 per person Dec 5 - Dec 8 found 7 hours ago Roundtrip non-stop flight included Calgary (YYC) to Boston (BOS) 9/10 Wonderful! (246 reviews) Lean room, nice staff but the elevator broke and it took a while to fix it Reviewed on Oct 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-08/?FromAirport=YYC&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1072797&paandie=true&dealMarker=h7CC-I8ZH6cp-pv79agbc9rEFQTFy-EljDrwDuLibhv9sR7rd3Sg7ONh_TjBPUHX) ![Iris Hotel Boston](https://images.trvl-media.com/lodging/104000000/103190000/103189400/103189341/32389673_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Iris Hotel Boston Coolidge Corner South Side CA $1,533 per person Nov 7 - Nov 9 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.4/10 Exceptional! (395 reviews) We very much enjoyed our stay at the iris however, on the first night, we tried to dine in the restaurant. We sat for 10 minutes without receiving a menu or water and got up and left. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-07/2025-11-09/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=103189341&paandie=true&dealMarker=snyYlfDcl_3Va8lTUe7YHz9-OolvXTkpZ78cO9A4V01pQcCia2VEO7BNHYH2aUOr) ### Popular places to visit ![Cape Ann Museum](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531534-cape-ann-museum.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cape Ann Museum You can spend an afternoon exploring the galleries in Cape Ann Museum during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area. [](https://expedia.ca/Cape-Ann-Museum-Gloucester.d553248621532667408.Vacation-Attraction) ![Fishermen's Memorial Monument](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531073-fishermens-memorial-monument.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fishermen's Memorial Monument Learn about the local history of Gloucester with a stop at Fishermen's Memorial Monument. Wander the beautiful beaches and seaside in this family-friendly area. [](https://expedia.ca/Fishermens-Memorial-Monument-Gloucester.d553248621532667320.Vacation-Attraction) ![Pavilion Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/530000/530780-pavilion-beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pavilion Beach Why not spend a lazy afternoon at Pavilion Beach during your trip to Gloucester? While you're in the area, stroll along the seaside. [](https://expedia.ca/Pavilion-Beach-Gloucester.d553248635983990416.Vacation-Attraction) ![Maritime Gloucester](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531237-maritime-gloucester.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Maritime Gloucester You can spend an afternoon studying the exhibits at Maritime Gloucester during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area. [](https://expedia.ca/Maritime-Gloucester-Gloucester.d553248621532667406.Vacation-Attraction) ![Back Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531021-rockport.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Back Beach Why not spend a lazy afternoon at Back Beach during your trip to Rockport? While you're in the area, stroll along the seaside. [](https://expedia.ca/Back-Beach-Rockport.d553248635983994892.Vacation-Attraction) ![Stage Fort Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531380-stage-fort-park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Stage Fort Park After visiting Stage Fort Park, make a plan to see the other sights and activities in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area. [](https://expedia.ca/Stage-Fort-Park-Gloucester.d553248621532667315.Vacation-Attraction) * * * ## Best Lodging Options Near Wingaersheek Beach ## Check availability on hotels close to Wingaersheek Beach [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-04&endDate=2025-10-05) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-04&endDate=2025-10-05) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-04&endDate=2025-10-05) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-04&endDate=2025-10-05)[Oct 4 - Oct 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-04&endDate=2025-10-05) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-05&endDate=2025-10-06) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-05&endDate=2025-10-06) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-05&endDate=2025-10-06) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-05&endDate=2025-10-06)[Oct 5 - Oct 6](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=2025-10-05&endDate=2025-10-06) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)[Oct 10 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248621532667334&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) ![Rockport Inn And Suites](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/1c83e728_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rockport Inn And Suites 183 Main Street, Rockport, MA [](https://expedia.ca/Rockport-Hotels-Rockport-Inn-And-Suites.h2803719.Hotel-Information) ![Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256297/b7f3103a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam Gloucester [](https://expedia.ca/Gloucester-Hotels-Wingaersheek.h33256297.Hotel-Information) ![Castle Manor Inn](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/08fc8a74_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Castle Manor Inn 141 Essex Avenue, Gloucester, MA [](https://expedia.ca/Gloucester-Hotels-Castle-Manor-Inn.h11678212.Hotel-Information) ![Wingaerchic: Woodsy retreat in West Gloucester](https://images.trvl-media.com/lodging/65000000/64760000/64754600/64754528/78ba5d09_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wingaerchic: Woodsy retreat in West Gloucester Gloucester [](https://expedia.ca/Gloucester-Hotels-Wingaerchic-A-Hidden-Retreat-Near-Gloucesters-Sandy-Wingaersheek-Beach.h64754528.Hotel-Information) ![Clean Waterfront Classic Cottage with Private Beach](https://images.trvl-media.com/lodging/47000000/46130000/46121300/46121218/614dd755_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Clean Waterfront Classic Cottage with Private Beach Gloucester [](https://expedia.ca/Gloucester-Hotels-Clean-Waterfront-Classic-Cottage-With-Private-Beach.h46121218.Hotel-Information) ![Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive](https://images.trvl-media.com/lodging/33000000/32040000/32034100/32034014/fc695ffe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive Gloucester [](https://expedia.ca/Gloucester-Hotels-Waterfront-Living-W-Stunning-Views.h32034014.Hotel-Information) ![Evensong: Oceanview Retreat with Dock](https://images.trvl-media.com/lodging/60000000/59080000/59079900/59079830/276f197c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Evensong: Oceanview Retreat with Dock Gloucester [](https://expedia.ca/Gloucester-Hotels-Evensong-Oceanview-Retreat-With-Dock.h59079830.Hotel-Information) ![Oceanfront Dock Escape ~ Kayaks & Paddleboards](https://images.trvl-media.com/lodging/112000000/111760000/111754800/111754760/9bb00a0c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceanfront Dock Escape ~ Kayaks & Paddleboards Gloucester [](https://expedia.ca/Gloucester-Hotels-Waterfront-Escape-Kayaks.h111754760.Hotel-Information) ![Sunset Cove: Waterfront home in Goose Cove section of Gloucester.](https://images.trvl-media.com/lodging/45000000/44380000/44370100/44370056/0adb3817_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sunset Cove: Waterfront home in Goose Cove section of Gloucester. Gloucester [](https://expedia.ca/Gloucester-Hotels-Sunset-Cove-Waterfront-Home-In-Goose-Cove-Section-Of-Gloucester.h44370056.Hotel-Information) [See all 617 properties in Wingaersheek Beach](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248621532667334) 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. ### Things to do near Wingaersheek Beach Wingaersheek Beach in Gloucester, Massachusetts offers a delightful array of activities for visitors. Enjoy boating on the serene waters, indulge in some shopping nearby, and take advantage of the excellent bird watching opportunities in the area. This charming beach destination combines natural beauty with local experiences, making it a perfect spot for a relaxing getaway. **Shopping** Wingaersheek Beach offers unique shopping experiences. Visit [Todd Farm Flea Market](https://www.expedia.ca/Todd-Farm-Flea-Market-Hotels.0-l553248635975698117-0.Travel-Guide-Filter-Hotels), a vibrant public market located 17.7km away. If you're up for a drive, [Bewitched in Salem](https://www.expedia.ca/Bewitched-In-Salem-Hotels.0-l553248621532667448-0.Travel-Guide-Filter-Hotels), 22.5km away, features enchanting gifts, and [MarketStreet Lynnfield](https://www.expedia.ca/MarketStreet-Lynnfield-Hotels.0-l553248635975698163-0.Travel-Guide-Filter-Hotels), 32.2km away, offers a family-friendly shopping mall atmosphere. **Recreation** [Shalin Liu Performance Center](https://www.expedia.ca/Shalin-Liu-Performance-Center-Hotels.0-l553248621532667415-0.Travel-Guide-Filter-Hotels) offers an uplifting experience with its vibrant music concerts, just 4.8km from Wingaersheek Beach. For a tranquil retreat, [Halibut Point Reservation](https://www.expedia.ca/Halibut-Point-Reservation-Hotels.0-l553248621533117282-0.Travel-Guide-Filter-Hotels), also 4.8km away, immerses you in nature's beauty. [Abbott Park](https://www.expedia.ca/Abbott-Park-Hotels.0-l6228839-0.Travel-Guide-Filter-Hotels), 27.4km away, provides a peaceful environment for relaxation and rejuvenation. **Adventure** Experience the thrill of whale watching with [Capt Bill & Sons Whale Watch](https://www.expedia.ca/Capt-Bill-Sons-Whale-Watch-Hotels.0-l553248621533117279-0.Travel-Guide-Filter-Hotels), located 4.8km from Wingaersheek Beach, where you can witness majestic marine life. For a scenic hike, explore [Dogtown](https://www.expedia.ca/Dogtown-Hotels.0-l6092281-0.Travel-Guide-Filter-Hotels), 3.2km away, offering breathtaking views and a true outdoor adventure. If you're seeking family fun, the [Water Park of New England](https://www.expedia.ca/Water-Park-Of-New-England-Hotels.0-l553248621532667299-0.Travel-Guide-Filter-Hotels), 24.1km away, provides an exciting waterpark experience filled with entertainment and adventure for all ages. **Nightlife** Experience the vibrant nightlife near Wingaersheek Beach with a show at [The Gorton Theatre](https://www.expedia.ca/The-Gorton-Theatre-Hotels.0-l553248621532667403-0.Travel-Guide-Filter-Hotels), just 6.4km away, offering a cultural atmosphere. For some fun, visit [Salem Willows Park](https://www.expedia.ca/Salem-Willows-Park-Hotels.0-l6262936-0.Travel-Guide-Filter-Hotels), 19.3km away, filled with arcade adventures. Finish your night with a romantic film at [CinemaSalem](https://www.expedia.ca/CinemaSalem-Hotels.0-l553248621532667451-0.Travel-Guide-Filter-Hotels), 16.4km out. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Find the best attractions near Wingaersheek Beach Whether you're a beach lover, history buff, or culture enthusiast, Wingaersheek Beach in Gloucester, Massachusetts, offers a delightful mix of activities. Explore the stunning shoreline, visit historic houses, and immerse yourself in local museums. This picturesque destination is perfect for outdoor adventures and leisurely strolls, making it an ideal spot for a memorable vacation. Don't miss the beauty of Wingaersheek Beach and its surrounding attractions during your visit. - **[Good Harbor Beach:](https://www.expedia.ca/Good-Harbor-Beach-Hotels.0-l553248621532667409-0.Travel-Guide-Filter-Hotels)** Located 6.4km from Wingaersheek Beach, Good Harbor Beach offers stunning sandy shores perfect for sunbathing and beach activities. The atmosphere is relaxed, with beautiful waves and picturesque views, making it a popular spot for both locals and visitors alike. - **[Cape Ann:](https://www.expedia.ca/Cape-Ann-Hotels.0-l3000463815-0.Travel-Guide-Filter-Hotels)** Just 8.0km away, Cape Ann features breathtaking scenery, with rugged coastlines and charming seaside villages. Enjoy the tranquillity and natural beauty of the area while exploring its unique beaches and vibrant coastal culture. - **[Hammond Castle:](https://www.expedia.ca/Hammond-Castle-Hotels.0-l6092287-0.Travel-Guide-Filter-Hotels)** Also situated 8.0km from Wingaersheek Beach, Hammond Castle showcases architectural beauty and rich history. The romantic setting, complete with stunning gardens and ocean views, invites visitors to immerse themselves in culture and artistry. ### Best time to go to Wingaersheek Beach The best time to visit Wingaersheek Beach can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Wingaersheek Beach falls in July, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature around Wingaersheek Beach falls in January, visitor numbers are average 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 | Average | 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 | High | Average | | July | 69.6°F (20.9°C) | Light Rain | Mostly Sunny | High | Average | | August | 69.4°F (20.8°C) | Light Rain | Mostly Sunny | 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 | Low | Slightly High | | November | 45.1°F (7.3°C) | Light Rain | Mostly Sunny | Low | Average | | December | 37.4°F (3.0°C) | Light Rain | Mostly Sunny | Low | Slightly Low | ### Booking tips and Expedia advantages for Wingaersheek Beach To save money on your trip to Wingaersheek Beach, consider visiting during the off-peak months of December to February for lower accommodation rates. Booking about a month in advance or exploring last-minute deals on Expedia can yield great savings. Sundays are the cheapest days to stay, while Saturdays tend to be pricier. Utilize Expedia's filters to find eco-friendly hotels and package deals that combine flights, hotels, and activities for additional savings. Don't forget to check the refund policy and flexible booking options for peace of mind. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Wingaersheek Beach are December to February, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher. - **The best time to book a hotel:** Booking a hotel around Wingaersheek Beach about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Wingaersheek Beach is Sunday. The most expensive day to stay around Wingaersheek Beach is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to narrow down your options based on your preferences, such as budget, desired location, and type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To discover the best prices and offers, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save some money by combining your Wingaersheek Beach hotel reservation with your flights and activities through an Expedia package. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [3 Star Hotels in Gloucester](https://www.expedia.ca/3Star-Gloucester-Hotels.s30-0-d8008.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 Dogtown](https://www.expedia.ca/Dogtown-Hotels.0-l6092281-0.Travel-Guide-Filter-Hotels) - [Apartments in Gloucester](https://www.expedia.ca/Gloucester-Apartments.d8008-aaApartments.Travel-Guide-Accommodation) - [B&B in Gloucester](https://www.expedia.ca/Gloucester-Bed-And-Breakfast.d8008-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Gloucester](https://www.expedia.ca/Gloucester-Condos.d8008-aaCondos.Travel-Guide-Accommodation) - [Cottages in Gloucester](https://www.expedia.ca/Gloucester-Cottages.d8008-aaCottages.Travel-Guide-Accommodation) - 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[Gloucester Hotels](https://www.expedia.ca/Gloucester-Hotels.d8008.Travel-Guide-Hotels) - [Motels in Gloucester](https://www.expedia.ca/Gloucester-Motels.d8008-aaMotels.Travel-Guide-Accommodation) - [Resorts in Gloucester](https://www.expedia.ca/Gloucester-Resort-Hotels.d8008-aaResortHotels.Travel-Guide-Accommodation) - [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) - [Guest Houses in North Shore](https://www.expedia.ca/North-Shore-Guest-Houses.d6047672-aaGuestHouses.Travel-Guide-Accommodation) - [Adults Only Resorts & in North Shore](https://www.expedia.ca/North-Shore-Hotels-Adults-Only-Resorts.0-0-d6047672-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in North Shore](https://www.expedia.ca/North-Shore-Hotels-Beach-Hotel.0-0-d6047672-tBeachHotel.Travel-Guide-Filter-Hotels) - 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[Hotels with Kitchenettes in North Shore](https://www.expedia.ca/North-Shore-Hotels-Hotels-With-Kitchenettes.0-0-d6047672-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in North Shore](https://www.expedia.ca/North-Shore-Hotels-Hotels-With-Smoking-Rooms.0-0-d6047672-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in North Shore](https://www.expedia.ca/North-Shore-Hotels-Hotels-With-Waterslides.0-0-d6047672-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lake Hotels in North Shore](https://www.expedia.ca/North-Shore-Hotels-Lake-Hotels.0-0-d6047672-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in North Shore](https://www.expedia.ca/North-Shore-Hotels-Luxury-Hotel.0-0-d6047672-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in North Shore](https://www.expedia.ca/North-Shore-Hotels-Oceanfront-Hotels.0-0-d6047672-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Ski Hotels in North Shore](https://www.expedia.ca/North-Shore-Hotels-Ski-Hotel.0-0-d6047672-tSkiHotel.Travel-Guide-Filter-Hotels) - 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[Flights to Gloucester](https://www.expedia.ca/Cheap-Flights-To-Gloucester.d8008.Travel-Guide-Flights) - [Flights from Columbus to North Shore](https://www.expedia.ca/lp/flights/178251/6047672/columbus-to-north-shore) - [Flights from Dublin to North Shore](https://www.expedia.ca/lp/flights/178256/6047672/dublin-to-north-shore) - [Flights from Kansas City to North Shore](https://www.expedia.ca/lp/flights/178273/6047672/kansas-city-to-north-shore) - [Flights from Nashville to North Shore](https://www.expedia.ca/lp/flights/178291/6047672/nashville-to-north-shore) - [Flights from New Orleans to North Shore](https://www.expedia.ca/lp/flights/178292/6047672/new-orleans-to-north-shore) - [Flights from Phoenix to North Shore](https://www.expedia.ca/lp/flights/178298/6047672/phoenix-to-north-shore) - [Flights from Salt Lake City to North Shore](https://www.expedia.ca/lp/flights/178302/6047672/salt-lake-city-to-north-shore) - [Flights from Toronto to North Shore](https://www.expedia.ca/lp/flights/178314/6047672/toronto-to-north-shore) - [Flights from Pittsburgh to North Shore](https://www.expedia.ca/lp/flights/601717/6047672/pittsburgh-to-north-shore) - [Flights from Winnipeg to North Shore](https://www.expedia.ca/lp/flights/6141041/6047672/winnipeg-to-north-shore) - [Andover Country Club](https://www.expedia.ca/Andover-Country-Club-Andover.d6263084.Vacation-Attraction) - [Beverly Vacations](https://www.expedia.ca/Beverly.d6445.Destination-Travel-Guides) - [Crane Beach](https://www.expedia.ca/Crane-Beach-Massachusetts.d553248621532667333.Vacation-Attraction) - [Gloucester Vacations](https://www.expedia.ca/Gloucester.d8008.Destination-Travel-Guides) - [Visit Gloucester](https://www.expedia.ca/Gloucester.dx8008) - [Good Harbor Beach](https://www.expedia.ca/Good-Harbor-Beach-Gloucester.d553248621532667409.Vacation-Attraction) - [Greenwood Farm](https://www.expedia.ca/Greenwood-Farm-Ipswich.d553248621532667330.Vacation-Attraction) - [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) - [Salem Wax Museum](https://www.expedia.ca/Salem-Wax-Museum-Boston.d6262942.Vacation-Attraction) - [Salem Witch Museum](https://www.expedia.ca/Salem-Witch-Museum-Boston.d6091753.Vacation-Attraction) - [Salem Witch Trials Memorial](https://www.expedia.ca/Salem-Witch-Trials-Memorial-Boston.d553248621532667447.Vacation-Attraction) - [Salem Vacations](https://www.expedia.ca/Salem.d6600.Destination-Travel-Guides) - [Salisbury Beach State Reservation](https://www.expedia.ca/Salisbury-Beach-State-Reservation-Salisbury.d553248621532667399.Vacation-Attraction) - [Singing Beach](https://www.expedia.ca/Singing-Beach-Manchester-by-the-Sea.d553248621561735338.Vacation-Attraction) - [South Hamilton Vacations](https://www.expedia.ca/South-Hamilton.d6135804.Destination-Travel-Guides) - [Stoneham Vacations](https://www.expedia.ca/Stoneham.d162713.Destination-Travel-Guides) - [Straightsmouth Island Lighthouse](https://www.expedia.ca/Straightsmouth-Island-Lighthouse-Rockport.d553248621532667411.Vacation-Attraction) - [The Lynn Auditorium](https://www.expedia.ca/The-Lynn-Auditorium-Boston.d553248621532667139.Vacation-Attraction) - [Wakefield Vacations](https://www.expedia.ca/Wakefield.d7519.Destination-Travel-Guides) - [Water Park of New England](https://www.expedia.ca/Water-Park-Of-New-England-Boston.d553248621532667299.Vacation-Attraction) - [Waterfront Promenade Park](https://www.expedia.ca/Waterfront-Promenade-Park-Newburyport.d6274378.Vacation-Attraction) - [Witch Dungeon Museum](https://www.expedia.ca/Witch-Dungeon-Museum-Boston.d6262921.Vacation-Attraction) - [Witch History Museum](https://www.expedia.ca/Witch-History-Museum-Boston.d6262930.Vacation-Attraction) - [Avis Rental Cars in Gloucester](https://www.expedia.ca/Avis-Car-Rentals-In-Gloucester.d8008-c41.Car-Rental-Guide-Suppliers) - [Car rentals near North Shore](https://www.expedia.ca/Car-Rentals-In-North-Shore.d6047672.Car-Rental-Guide) - [Top Rent a Car Rental Cars in North Shore](https://www.expedia.ca/Top-Rent-A-Car-Car-Rentals-In-North-Shore.d6047672-c1028.Car-Rental-Guide-Suppliers) - [Gloucester Vacation Rentals](https://www.expedia.ca/Gloucester-Vacation-Rentals.d8008.Travel-Guide-VacationRentals) - [North Shore Vacation Rentals](https://www.expedia.ca/North-Shore-Vacation-Rentals.d6047672.Travel-Guide-VacationRentals) - [Things to do in Gloucester](https://www.expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities) - [Things to do in North Shore](https://www.expedia.ca/Things-To-Do-In-North-Shore.d6047672.Travel-Guide-Activities)