Title: Book the Best Gloucester LUXURY Hotels - Upscale Hotels in Gloucester, MA | 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) ![Good Harbor Beach featuring a sunset, a sandy beach and general coastal views](https://images.trvl-media.com/place/553248621532667409/fda0f2a2-9a66-4e87-a0d4-6552f49b1eaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248621532667409/fda0f2a2-9a66-4e87-a0d4-6552f49b1eaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 Luxury Hotels Tonight [Mar 22 - Mar 23](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2026-03-22&endDate=2026-03-23&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2026-03-23&endDate=2026-03-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2026-03-27&endDate=2026-03-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2026-04-03&endDate=2026-04-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Gloucester luxury hotels ![Porch](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/08fc8a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/e04760b9.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) ![Standard Room, 1 Queen Bed, Motor Lodge](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/16e91880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Manor Inn [](https://www.expedia.ca/Gloucester-Hotels-Castle-Manor-Inn.h11678212.Hotel-Information) Gloucester 8.4/10 Very good (1,000 reviews) "Beautiful rooms at affordable rates! Highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $246 CA $275 total includes taxes & fees Apr 18 - Apr 19 [](https://www.expedia.ca/Gloucester-Hotels-Castle-Manor-Inn.h11678212.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/eb27010a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/ab970f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/f946d30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ground Floor | View from room](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/d222597a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vista [](https://www.expedia.ca/Gloucester-Hotels-The-Vista.h9479946.Hotel-Information) East Gloucester 9.4/10 Exceptional (418 reviews) "Great place to stay. Staff was awesome and extremely helpful. Super clean and zero musty smell you might expect from an older facility near the ocean. Definitely will stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $252 CA $282 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Gloucester-Hotels-The-Vista.h9479946.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11240000/11236600/11236549/8d0f0abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/12000000/11240000/11236600/11236549/ee0b330c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/12000000/11240000/11236600/11236549/29c4293e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/12000000/11240000/11236600/11236549/92f10a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Lion Motel and Cottages [](https://www.expedia.ca/Gloucester-Hotels-Sea-Lion-Motel-And-Cottages.h11236549.Hotel-Information) East Gloucester 9.2/10 Wonderful (448 reviews) "Clean and quaint, staff was very friendly. Will definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole [](https://www.expedia.ca/Gloucester-Hotels-Sea-Lion-Motel-And-Cottages.h11236549.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=2026-04-05&endDate=2026-04-06®ionId=8008&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Gloucester ### Gloucesterand its attractions for luxury travelers Gloucester, Massachusetts, offers a blend of stunning coastal beauty and rich maritime history, perfect for luxury travellers seeking both relaxation and adventure. Begin your exploration at the iconic Cape Ann Museum, where you can admire exquisite collections of American art and learn about the region’s fishing heritage. For a taste of the sea, indulge in a culinary experience at one of the waterfront restaurants such as The Blue Lobster Grill, renowned for its fresh seafood and breathtaking views of the harbour. Adventurous families will enjoy a private whale-watching tour, where you can witness these magnificent creatures up close in their natural habitat, creating unforgettable memories. The historic Rocky Neck Art Colony is perfect for art enthusiasts, featuring galleries and studios showcasing local talent, all set against a picturesque backdrop. After a day of exploration, unwind in the luxurious accommodations of the downtown area, where elegant hotels like the Beauport Hotel provide stunning ocean views, upscale amenities, and attentive service, ensuring a pampered stay. With its charming streets and vibrant local culture, Gloucester invites you to relax and recharge in a truly captivating setting. ### Find the best luxury hotels and resorts in Gloucester For those seeking a luxurious escape in Gloucester, Massachusetts, these exquisite hotels provide unparalleled comfort and top amenities. Each hotel promises a refined experience that caters to discerning travellers. [**Harborview Inn**](https://www.expedia.ca/Gloucester-Hotels-Harborview-Inn.h9729289.Hotel-Information) - **Why it's great for a luxury retreat:** The Harborview Inn is a charming option for luxury travellers, achieving an impressive guest review rating of 9.6\. This Victorian-style hotel offers luxury amenities like Egyptian cotton sheets and premium bedding, ensuring a restful night’s sleep. Guests will appreciate the air conditioning and complimentary breakfast, enhancing the overall experience of comfort and convenience. - **Other amenities:** The hotel features a lovely terrace, beach towels, and easy access to local marinas. With options for kayaking, sailing, and nearby beaches, guests can fully engage with the stunning coastal surroundings. Additionally, self-parking and daily housekeeping services provide essential convenience, while toiletries are included to enhance the luxury stay. - **Nearby attractions:** Stage Fort Park - 0.2 km, Fishermen's Memorial Monument - 0.3 km, Half Moon Beach - 1.1 km [**Beauport Hotel Gloucester**](https://www.expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information) - **Why it's great for a luxury retreat:** The Beauport Hotel Gloucester is a stunning choice for luxury travelers, a remarkable guest review rating of 9.6\. This hotel offers an impressive range of amenities designed for a lavish stay, including elegant premium bedding, inviting fireplaces, and a relaxing poolside bar, perfect for unwinding after a day of exploration. - **Other amenities:** Guests can enjoy indulgent bathrobes, valet parking, and concierge services to cater to their every need. The hotel features a beautifully designed terrace, air conditioning for comfort, and is ideally situated near a vibrant shopping district. Additional offerings include beach shuttles, beach towels, and opportunities for kayaking, providing guests with both relaxation and adventure at their fingertips. - **Nearby attractions:** Capt Bill & Sons Whale Watch - 0.8 km, Maritime Gloucester - 0.9 km, Pavilion Beach - 0.5 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 luxury retreat:** For a luxurious seaside retreat, the Ocean House Hotel at Bass Rocks stands out with a stellar guest review rating of 9.0\. This hotel features premium bedding, air conditioning, and designer toiletries, ensuring a sumptuous stay. Guests will love the inviting hot tub and the shared pool area, perfect for leisure and relaxation amidst stunning ocean views. - **Other amenities:** The hotel also includes a terrace for enjoying the coastal breeze, self-parking options, and daily housekeeping services. With a historic hotel design and easy access to a white sand beach, guests can indulge in beach activities or explore the nearby golf courses. The furnished balconies and patios enhance the luxury experience, making every moment special. - **Nearby attractions:** Good Harbor Beach - 1.5 km, Niles Beach - 2.8 km, Capt Bill & Sons Whale Watch - 3.5 km [**The Hotel at Cape Ann Marina**](https://www.expedia.ca/Gloucester-Hotels-Cape-Anns-Marina-Resort.h13279212.Hotel-Information) - **Why it's great for a luxury retreat:** The Hotel at Cape Ann Marina is an elegant choice for luxury seekers, an excellent guest review rating of 8.4\. With stunning river and sea views, this hotel provides a romantic atmosphere complemented by a fireplace and champagne service to toast special moments. The concierge is on hand to assist with all your needs, ensuring a seamless and delightful stay. - **Other amenities:** Guests can unwind in the hot tub or enjoy private hot tub facilities in select rooms. The hotel features a marina view, along with self-parking and daily housekeeping services for convenience. With nearby beaches and boat tours available, guests have plenty of opportunities for outdoor enjoyment. This hotel also offers a fully equipped balcony and a microwave for added comfort during your stay. - **Nearby attractions:** Stage Fort Park - 1 km, Fishermen's Memorial Monument - 1.2 km, Half Moon Beach - 1.3 km ## Top Gloucester Hotel Reviews ![Comfort Inn & Suites Logan International Airport](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891_y.jpg) ### Comfort Inn & Suites Logan International Airport 10/10 Excellent "Clean and spacious. " [](https://expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ![DoubleTree by Hilton Boston North Shore](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/46b6ba4c_y.jpg) ### DoubleTree by Hilton Boston North Shore 4/10 Poor "I stayed there with my husband and two small children. We were supposed to stay for two nights however the heat in our room was not working. We had mechanics come up twice to fix it, second time they replaced the whole unit and in the middle of the night it completely stopped working again. There was snow outside so you can imagine it was extremely cold. My son (4yrs) had a stuffy nose. The kids didn't sleep at all that night. We decided to cancel the second night. They said we would be refunded but I have not received it. This was during February vacation and it is now mid March. I've received no information and no response. Also to top it off we had our luggage plus our kids luggage and having no access to the second floor via elevator is so inconvenient! We had to go up stairs to the second floor with everything. Just seems odd for a family hotel. I will not be recommending this hotel to anyone. Very disappointed as Ive loved staying at the other doubletree locations. " [](https://expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) ![Hawthorne Hotel](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/6e52ffa3_y.jpg) ### Hawthorne Hotel 8/10 Good "The hotel worked great for my daughter and I. We were the for college visits in the area and it was a great location for us. Nice clean rooms. " [](https://expedia.ca/Boston-Hotels-Hawthorne-Hotel.h28281.Hotel-Information) ![The Wylie Inn and Conference Center at Endicott College](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/e13dffe5_y.jpg) ### The Wylie Inn and Conference Center at Endicott College 6/10 Okay "This place was fine. Quiet and comfortable." [](https://expedia.ca/Boston-Hotels-The-Wylie-Inn-And-Conference-Center-At-Endicott-College.h1886884.Hotel-Information) ![SpringHill Suites by Marriott Boston Peabody](https://images.trvl-media.com/lodging/1000000/900000/891000/890954/a91bf4fa_y.jpg) ### SpringHill Suites by Marriott Boston Peabody 8/10 Good "Clean room and great customer service. Only issue I have is breakfast was just over room temperature should have been a lot hotter. WiFi great no issues." [](https://expedia.ca/Boston-Hotels-SpringHill-Suites-By-Marriott-Boston-Peabody.h890954.Hotel-Information) ![Castle Manor Inn](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/08fc8a74_y.jpg) ### Castle Manor Inn 6/10 Okay "The room was clean, but the outside of the building our room was in, behind the inn, was run down and the back of the inn was in disrepair. Not a very pleasant experience. " [](https://expedia.ca/Gloucester-Hotels-Castle-Manor-Inn.h11678212.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Gloucester? > The 4-star Ocean House Hotel at Bass Rocks, with a 9.0 rating, offers rooms featuring designer toiletries and premium bedding. Its location is frequently described by customers as beautiful and good, with many rooms including a balcony or patio. Reviewers also highlight the friendly staff and the wonderful hot tub and pool facilities. ### Which area of Gloucester is best to stay in for luxury hotels? > Rocky Neck, a historic artist colony, offers a distinctive experience. It's an interesting peninsula with narrow streets, art galleries, and studios. You'll find luxury hotels here that often boast stunning views of the harbour and direct access to the water. This area is great for couples seeking a peaceful retreat with a touch of local culture. They can enjoy strolls along the water, browse unique art, and dine at upscale restaurants. > > > For those who appreciate being closer to the town's main attractions while still enjoying upscale amenities, the inner harbour area is an excellent choice. Hotels here often provide convenient access to the downtown shops, restaurants, and whale-watching tours departing from the docks. ### How much does a luxury hotel in Gloucester cost? ### Which luxury hotels in Gloucester are good for families? > The 4-star Ocean House Hotel at Bass Rocks, with a 9.0 rating, offers a variety of amenities suitable for families, including air conditioning and private balconies or patios. Guests frequently praise the wonderful breakfast, the beautiful location, and the friendly staff. The hotel also features a wonderful hot tub and pool, which are often highlighted by visitors. ### What are the best luxury hotels in Gloucester with a pool? > The 4-star Ocean House Hotel at Bass Rocks, with a 9.0 rating, offers a wonderful outdoor seasonal pool, as well as a wonderful hot tub. Guests frequently praise its beautiful location and friendly staff, alongside the great breakfast. Each room also includes premium bedding and designer toiletries. ### What luxury activities and experiences are there in Gloucester? > The downtown waterfront area offers a mix of historic charm and modern conveniences. You'll find a selection of high-end dining options focusing on fresh seafood, many with harbour views. The area is very walkable, with art galleries and boutiques lining the streets, especially along Main Street and Rogers Street. > > > For couples seeking a refined coastal getaway, Rocky Neck is an excellent choice. This historic artists' colony is just a short drive or pleasant walk from the main downtown area. It features quaint streets, numerous art studios, and some of Gloucester's most exclusive accommodation options, often with private balconies overlooking the harbour. It's a nice place for a quiet stroll and offers a more secluded feel while still being close to amenities. > > > Travellers looking for bespoke experiences will find the downtown waterfront area convenient for arranging private boat charters, sailing excursions, or even customised fishing trips departing directly from the docks. ### How can I save on a luxury hotel in Gloucester with Expedia? ### Is it cheaper to book a luxury Gloucester hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Packages - Other - 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) - 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