Title: Book the Best ROMANTIC Hotels in Gloucester, MA from CA $248 - Gloucester Romantic Getaways | 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)[Gloucester Vacation Packages](https://expedia.ca/Gloucester.d8008.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531389-gloucester.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Gloucester, MA from CA $248 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Gloucester Romantic Hotels Tonight [Sep 22 - Sep 23](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-09-22&endDate=2025-09-23&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-09-23&endDate=2025-09-24&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-09-26&endDate=2025-09-28&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Gloucester Romantic Hotels ![Porch](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/08fc8a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/18b85d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/6158fbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/dd618395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Manor Inn Gloucester 8.4/10 Very good (1011) "Loved the Inn and the area. Very friendly staff." CA $222 CA $248 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Gloucester-Hotels-Castle-Manor-Inn.h11678212.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/800edf78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 Queen Bed, Ocean View, Oceanfront | Beach/ocean view](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/1e290d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/bdb61f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/9fe7d764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Winthrop Arms Hotel And Restaurant Winthrop 8.6/10 Excellent (658) "It is an excellent restoration of a very old building. It was hard to carry suitcases up the steep stairs and the hours the desk was open is very constricted. The room was excellent and cleanliness was super.With the restaurant on main floor it was very quiet in our room as we had to go to sleep early due to early AM departure." CA $345 CA $385 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Boston-Hotels-The-Winthrop-Arms-Hotel-And-Restaurant.h12534761.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2400/2394/14ecd842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/2400/2394/ec5d6697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/1000000/10000/2400/2394/86b5946e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2400/2394/52621ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Marriott Peabody South Peabody 8.8/10 Excellent (1004) "Great hotel and location" CA $296 CA $331 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Boston-Hotels-Boston-Marriott-Peabody.h2394.Hotel-Information) ![Rooftop pool](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/b4aa533e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/4e48b32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/de90296d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/0f2e5df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beauport Hotel Gloucester Gloucester 9.6/10 Exceptional (883) "Loved everything, oceanside boujiness, friendly staff, great meals !" CA $394 CA $441 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/ce1a512d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Non Smoking, Ocean View](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/b80ee146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/583ec076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/0cf11aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hotel at Cape Ann Marina Gloucester 8.4/10 Very good (739) "Eaay walk into town, free parking on site, great food, pretty good rooms" CA $289 CA $323 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Gloucester-Hotels-Cape-Anns-Marina-Resort.h13279212.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961427/d1a1bb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961427/079111bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961427/4a5be61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961427/bad397a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 1900's romantic retreat steps from the beach - King Suite! Gloucester 9.8/10 Exceptional (45) "much needed respite!" CA $212 CA $491 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Gloucester-Hotels-Luxury-1900s-Romantic-Retreat-Steps-From-The-Beach.h33961427.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/4550789b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/417da599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/c1678cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1260000/1254500/1254427/fa5ffd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Light Inn Marblehead 9.6/10 Exceptional (299) "Great lovely stay..fabulous location, love the evening tavern for a drink..wonderful historic inn. " CA $470 CA $525 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Boston-Hotels-Harbor-Light-Inn.h1254427.Hotel-Information) ![Lake](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/w1271h954x0y3-68bc30b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/27024ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/a18046fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/w1435h960x0y0-f9a59855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6 Ipswich 9.4/10 Exceptional (66) "Great space with amenities needed for an overnight for our family. Clean with linens etc and even a library of books. Great communication by owner. Will visit again if in the area in the future. " CA $200 CA $389 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Ipswich-Hotels-Modern.h33557808.Hotel-Information) ![1 bedroom, premium bedding, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/2000000/1150000/1145700/1145608/2a84f7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room, 1 King Bed with Sofa bed, Refrigerator & Microwave | Living area](https://images.trvl-media.com/lodging/2000000/1150000/1145700/1145608/4ef890e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1150000/1145700/1145608/7b1b2282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room, 1 King Bed with Sofa bed, Refrigerator & Microwave | Living area](https://images.trvl-media.com/lodging/2000000/1150000/1145700/1145608/f5a25bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salem Waterfront Hotel & Suites Salem 9.0/10 Wonderful (1011) "Staff was incredibly nice and accommodating." CA $509 CA $568 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Boston-Hotels-Salem-Waterfront-Hotel-Suites.h1145608.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29860000/29855500/29855495/6fd3a6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/30000000/29860000/29855500/29855495/9d62b35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29860000/29855500/29855495/fbaccfc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/30000000/29860000/29855500/29855495/baae4906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming apt -2 Bedroom -Close to Beach/Sleeps 6 Ipswich 9.0/10 Wonderful (19) "The property is very nice and the location is beautiful!" CA $200 CA $389 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Ipswich-Hotels-Charming-Apt-2-Bedroom-Close-To-BeachSleeps-6.h29855495.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07®ionId=8008&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Gloucester ### Gloucester attractions for couples Gloucester, Massachusetts, is a paradise of experiences for discerning travellers seeking both adventure and comfort. Begin your journey at the Cape Ann Museum, where you can immerse yourself in the rich maritime history and vibrant art scene of the area. Just a short stroll away, the picturesque Rocky Neck Art Colony invites you to explore charming galleries and studios, offering a glimpse into the creative spirit of local artists. For those who fancy the great outdoors, the scenic trails of the Dogtown Common provide a perfect backdrop for hiking, with its historic remnants and stunning views. Don’t miss a whale watching tour from the harbour, where you can witness these majestic creatures in their natural habitat—an experience that promises to be both thrilling and unforgettable. After a day of exploration, consider staying in the historic downtown area, where boutique hotels like the Beauport Hotel offer elegant rooms with stunning ocean views and exceptional service, ensuring a relaxing retreat after your adventures. With its blend of culture, nature, and comfort, Gloucester is poised to cater to your every expectation. ### Find the best romantic hotels in Gloucester For couples looking to ignite their romance in Gloucester, Massachusetts, these hotels offer idyllic settings and intimate amenities to create unforgettable memories together. [Atlantis Oceanfront Inn](https://www.expedia.ca/Gloucester-Hotels-Atlantis-Oceanfront-Inn.h11565771.Hotel-Information) - **Why it's great for a couples retreat:** With a stellar review rating of 9.6, the Atlantis Oceanfront Inn is a delightful romantic getaway featuring direct beach access and stunning ocean views. Couples can unwind in the outdoor pool, basking in the sun or enjoying leisurely evenings together on their private balcony. This charming inn offers a relaxed atmosphere, perfect for rekindling romance by the sea. - **Other amenities:** The hotel boasts a beautiful terrace, garden, and beach sun loungers, inviting travelers to enjoy the coastal charm. Additional conveniences include self-parking and daily housekeeping, ensuring a comfortable stay. Each room is equipped with air conditioning and toiletry essentials, enhancing the overall experience for couples looking for a cozy retreat. - **Nearby attractions:** Good Harbor Beach - 1.5 km, Niles Beach - 2.7 km, Capt Bill & Sons Whale Watch - 3.5 km [Beauport Hotel Gloucester](https://www.expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information) - **Why it's great for a couples retreat:** The Beauport Hotel Gloucester is a perfect romantic retreat, offering couples treatment rooms that ensure a serene and rejuvenating experience. With an impressive review rating of 9.6, travelers can indulge in luxurious amenities while enjoying the stunning waterfront views. This hotel beautifully blends comfort and romance, making it an ideal choice for couples seeking a memorable getaway. - **Other amenities:** Guests will appreciate the convenience of a beach shuttle service and a gorgeous rooftop terrace that provides breathtaking views. Additional features include a refreshing outdoor pool, valet parking, and a poolside bar for leisurely afternoons together. The hotel also offers complimentary beach towels and umbrellas, perfect for a carefree day by the sea. Enjoy the historical district nearby, while activities like kayaking and boat tours cater to adventurous couples. - **Nearby attractions:** Capt Bill & Sons Whale Watch - 0.8 km, Maritime Gloucester - 0.9 km, Pavilion Beach - 0.5 km [The Vista](https://www.expedia.ca/Gloucester-Hotels-The-Vista.h9479946.Hotel-Information) - **Why it's great for a couples retreat:** The Vista is an inviting option for couples, with an excellent review rating of 9.4 and a focus on providing a cozy atmosphere. This hotel features beautiful ocean views and is conveniently located near the beach, making it an ideal setting for romantic evenings watching the sunset. Guests will appreciate the free breakfast, which sets the tone for a delightful day together. - **Other amenities:** Guests can enjoy an outdoor pool and a terrace perfect for relaxing together. Each room includes a kitchenette for added convenience, along with self-parking options. The hotel also offers complimentary toiletries, ensuring a comfortable stay. With a garden for leisurely strolls and convenient beach access, The Vista is a splendid choice for couples looking to escape. - **Nearby attractions:** Good Harbor Beach - 0.7 km, Capt Bill & Sons Whale Watch - 2.4 km, Maritime Gloucester - 2.5 km [Ocean House Hotel at Bass Rocks](https://www.expedia.ca/Gloucester-Hotels-Ocean-House-Hotel-At-Bass-Rocks.h20461.Hotel-Information) - **Why it's great for a couples retreat:** The Ocean House Hotel at Bass Rocks is a haven for romance, with an exceptional review rating of 9.0. With its stunning ocean views and serene atmosphere, couples will find the perfect backdrop for their romantic escape. The hotel offers a hot tub for relaxing evenings and is located near a beautiful white sand beach, ideal for sunset strolls. - **Other amenities:** Guests can enjoy a terrace with furnished balconies, inviting them to soak in the breathtaking views. The hotel features an outdoor pool, billiards table, and nearby golf courses for leisurely activities. Daily housekeeping ensures a pristine environment, while designer toiletries add a touch of luxury. With self-parking available, travelers can explore the surrounding areas with ease. - **Nearby attractions:** Good Harbor Beach - 1.5 km, Niles Beach - 2.8 km, Capt Bill & Sons Whale Watch - 3.5 km [Castle Manor Inn](https://www.expedia.ca/Gloucester-Hotels-Castle-Manor-Inn.h11678212.Hotel-Information) - **Why it's great for a couples retreat:** The Castle Manor Inn provides an enchanting atmosphere for couples, featuring scenic river and ocean views that create a romantic backdrop. With a solid review rating of 8.4, this inn is perfect for those seeking a peaceful escape without breaking the bank. Guests can enjoy the tranquility of the surroundings, making it a lovely spot for intimate moments together. - **Other amenities:** The inn offers off-street parking and self-parking options, ensuring convenience for all travelers. Comfortable air-conditioned rooms come equipped with complimentary toiletries, enhancing the overall stay. The terrace provides a lovely spot to relax, while nearby beach access offers opportunities for romantic walks along the shore. - **Nearby attractions:** Stage Fort Park - 1.4 km, Fishermen's Memorial Monument - 1.6 km, Half Moon Beach - 1.7 km ## Top Gloucester Hotel Reviews ![Rockport Inn And Suites](//images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/1c83e728_y.jpg) ### Rockport Inn And Suites 10/10 Excellent "Not far from restaurants and shopping." [](https://expedia.ca/Rockport-Hotels-Rockport-Inn-And-Suites.h2803719.Hotel-Information) ![Lakeside Inn](//images.trvl-media.com/lodging/1000000/30000/20400/20351/8c770017_y.jpg) ### Lakeside Inn 10/10 Excellent "Great value for money. Don’t know why folks post negative reviews about this hotel. I failed to experience the negativity. The hood is fully renovated and decent. " [](https://expedia.ca/Boston-Hotels-Lakeside-Inn.h20351.Hotel-Information) ![Comfort Inn & Suites Logan International Airport](//images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891_y.jpg) ### Comfort Inn & Suites Logan International Airport 10/10 Excellent "3 Pleasant surprises here: 1. Great management. From the free airport shuttle to the flawless check-in and spotless room, everything reflected excellent communication and great care for customer experience. 2. Good value for mo ey. Great price. 3. The best breakfast (included in price) I’ve ever had. Fresh scrambled eggs, tasty potatoes, lots of fresh fruits, bagels and cream cheese, juices, good coffee, etc. The breakfast room was packed and everyone seemed happy - like a breakfast restaurant where Grandma was cooking. Fantastic. Best Comfort Inn ever - thanka for the surprises!" [](https://expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ![Ocean House Hotel at Bass Rocks](//images.trvl-media.com/lodging/1000000/30000/20500/20461/0ef8d0d4_y.jpg) ### Ocean House Hotel at Bass Rocks 10/10 Excellent "Beautiful water views from the room. " [](https://expedia.ca/Gloucester-Hotels-Ocean-House-Hotel-At-Bass-Rocks.h20461.Hotel-Information) ![Beauport Hotel Gloucester](//images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/b4aa533e_y.jpg) ### Beauport Hotel Gloucester 10/10 Excellent "The staff at the property were very helpful and kind to my 1 year old. Many staff members went out of their way to say hello to him. The property was clean and the filtered water stations were a nice perk. " [](https://expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Gloucester? > Are you looking for a romantic getaway? Our guests also love Gloucester for its beautiful ocean views and whale watching. If you'd like to explore some of the area's notable sights, you might make a stop by Capt Bill & Sons Whale Watch, Cape Ann Museum, or Pavilion Beach. If you're interested in staying near a particular destination, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list. ### When is the best time of year for a romantic getaway to Gloucester? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Gloucester: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 34°F. The snowiest months in Gloucester are January, February, December, and March, with each month seeing an average of 6 inches of snowfall. ### What is there to do in Gloucester? > There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Gloucester has to offer. Couples looking for a little of everything will enjoy Gloucester for its historic landmarks, whale watching, and seaside. You might think about stopping by Capt Bill & Sons Whale Watch, Cape Ann Museum, or Pavilion Beach while you're seeing the sights. ### What's the best way to get to Gloucester and around town during my romantic getaway? > This information about transportation options in Gloucester might help your romantic trip get off to a smooth start: To get to Gloucester, book a flight to Beverly, MA (BVY-Beverly Municipal), which is the closest major airport, located 12.8 mi (20.6 km) from the city center. To explore the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station. ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [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) - [Adults Only Resorts & in Boston](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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[Hotels with a Lazy River in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Hotels-With-A-Lazy-River.0-0-d223-tHotelswithaLazyRiver.Hotel-Filter-Destinations) - [Hotels with Free Breakfast in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Hotels-With-Free-Breakfast.0-0-d223-tHotelswithFreeBreakfast.Hotel-Filter-Destinations) - [Mountain Hotels in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Mountain-Hotels.0-0-d223-tMountainHotels.Hotel-Filter-Destinations) - [Scuba Diving Hotels in Massachusetts](https://www.expedia.ca/Destinations-In-Massachusetts-Scuba-Diving-Vacations.0-0-d223-tscubadivingvacations.Hotel-Filter-Destinations) - [Hotels near Dogtown](https://www.expedia.ca/Dogtown-Hotels.0-l6092281-0.Travel-Guide-Filter-Hotels) - [Green Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Green-Sustainable.0-n6340396-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Hotel-With-Wifi.0-n6340396-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - 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[Oceanfront Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Oceanfront-Hotels.0-n6340396-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Pet-Friendly-Hotel.0-n6340396-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Shopping-Hotel.0-n6340396-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Ski-Hotel.0-n6340396-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Waterpark-Hotels.0-n6340396-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Downtown Boston](https://www.expedia.ca/Downtown-Boston-Boston-Hotels-Wedding-Hotels.0-n6340396-0-tWeddingHotels.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 with Free Parking in Hamilton](https://www.expedia.ca/Hamilton-South-Hamilton-Hotels-Hotels-With-Free-Parking.0-n112094-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Hamilton](https://www.expedia.ca/Hamilton-South-Hamilton-Hotels-Pet-Friendly-Hotel.0-n112094-0-tPetfriendlyHotel.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) - [Hotels near Niles Beach](https://www.expedia.ca/Niles-Beach-Hotels.0-l553248621561735327-0.Travel-Guide-Filter-Hotels) - [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) - [Boutique Hotels in North Shore](https://www.expedia.ca/North-Shore-Hotels-Boutique-Hotel.0-0-d6047672-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in North Shore](https://www.expedia.ca/North-Shore-Hotels-Cheap-Hotels.0-0-d6047672-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in North Shore](https://www.expedia.ca/North-Shore-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6047672-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in North Shore](https://www.expedia.ca/North-Shore-Hotels-Hotels-With-Free-Breakfast.0-0-d6047672-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in North Shore](https://www.expedia.ca/North-Shore-Hotels-Hotels-With-Free-Parking.0-0-d6047672-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in North Shore](https://www.expedia.ca/North-Shore-Hotels-Hotels-With-Hot-Tubs.0-0-d6047672-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [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) - [Spa Hotels in North Shore](https://www.expedia.ca/North-Shore-Hotels-Spa-Hotel.0-0-d6047672-tSpaHotel.Travel-Guide-Filter-Hotels) - [North Shore Hotels](https://www.expedia.ca/North-Shore-Hotels.d6047672.Travel-Guide-Hotels) - [Hotels near Northeast Hospital Corporation - Addison Gilbert Campus](https://www.expedia.ca/Northeast-Hospital-Corporation-Addison-Gilbert-Campus-Hotels.0-l553248635997987088-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Rockport](https://www.expedia.ca/Rockport-Hotels-Beach-Hotel.0-0-d6350-tBeachHotel.Travel-Guide-Filter-Hotels) - 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[Adults Only Resorts & in Salem](https://www.expedia.ca/Salem-Hotels-Adults-Only-Resorts.0-0-d6600-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Golf Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Golf-Hotel.0-0-d6600-tGolfHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Salem](https://www.expedia.ca/Salem-Hotels-Honeymoon-Hotels.0-0-d6600-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Salem](https://www.expedia.ca/Salem-Hotels-Hotels-With-Bar.0-0-d6600-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Mountain-Hotels.0-0-d6600-tMountainHotels.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Waterpark-Hotels.0-0-d6600-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Salem](https://www.expedia.ca/Salem-Hotels-Winery-Hotel.0-0-d6600-tWineryHotel.Travel-Guide-Filter-Hotels) - [Good Harbor Beach](https://www.expedia.ca/Good-Harbor-Beach-Gloucester.d553248621532667409.Vacation-Attraction) - [Hammond Castle](https://www.expedia.ca/Hammond-Castle-Gloucester.d6092287.Vacation-Attraction) - [North Shore Vacations](https://www.expedia.ca/North-Shore.d6047672.Destination-Travel-Guides) - [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) - [Book Romantic Hotels in Gloucester on Expedia.com](https://www.expedia.com/Gloucester-Hotels-Romantic-Hotel.0-0-d8008-tRomanticHotel.Travel-Guide-Filter-Hotels)