Title: Book the Best Rockland LUXURY Hotels - Upscale Hotels in Rockland, MA | Expedia.ca [Hotels in Rockland](https://expedia.ca/Rockland-Hotels.d6339.Travel-Guide-Hotels)[Vacation Rentals in Rockland](https://expedia.ca/Rockland-Vacation-Rentals.d6339.Travel-Guide-VacationRentals)[Rockland Car Rentals](https://expedia.ca/Car-Rentals-In-Rockland.d6339.Car-Rental-Guide)[Rockland Vacation Packages](https://expedia.ca/Rockland.d6339.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/8b1fabc4b18bf0c94a4ea326e83dad20.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Janine Edmondson # Find luxury hotels in Rockland, MA - ![](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 Rockland Luxury Hotels Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6339&startDate=2025-11-01&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6339&startDate=2025-11-02&endDate=2025-11-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6339&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6339&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Rockland Luxury Hotels ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6900/6814/59259fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/6900/6814/4bf08029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6900/6814/57b7d3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6900/6814/2884ec21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Rockland Rockland 8.2/10 Very good (1022) "Staff was very friendly and breakfast was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thang CA $159 CA $178 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Best-Western-Rockland.h6814.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=2025-11-15&endDate=2025-11-16®ionId=6339&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Rockland Hotel Reviews ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Everything was sooo perrfect...." [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "Nice hotel " [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Hilton Boston Park Plaza](//images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Beautiful " [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Hilton Boston Logan Airport](//images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Very friendly and competent staff. Excellent dinner at the restaurant. " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "The staff was super friendly, clean rooms, very neat hotel, walkable to several things in the city, subway stop right outside. Neighborhood was safe and quiet. Will definitely stay again. " [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](//images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "Good" [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Great service id totally come again! I wish I got a little bit of a bigger room but everything else was 10/10 th valet guys are really great also! " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Didn't have breakfast " [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hampton Inn Boston - Logan Airport](//images.trvl-media.com/lodging/1000000/580000/578500/578419/w3839h2488x0y0-d5429574_y.jpg) ### Hampton Inn Boston - Logan Airport 10/10 Excellent "didnt use shuttel l no kitchen in room " [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport.h578419.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Rockland? > The [DoubleTree by Hilton Boston - Rockland](https://www.expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-Rockland.h5255.Hotel-Information) is a distinguished luxury hotel in Rockland. > > > > The 4-star DoubleTree by Hilton Boston - Rockland, with an 8.4 rating, offers complimentary self-parking, including options for extended durations and RV/bus/truck parking. Reviewers frequently praise the staff for being friendly and helpful, the front desk for being super helpful and kind, and the beds for being super comfortable. ### Which area of Rockland is best to stay in for luxury hotels? > The best area for luxury hotels in Rockland is the downtown area, particularly around Main Street. > > > > This central part of Rockland is where you'll find a selection of high-end accommodation options. Main Street is easily walkable and home to art galleries, boutiques, and a variety of dining options, from casual cafes to fine dining restaurants. The district is also close to the waterfront and the town's main cultural attractions. > > > > Couples looking for a refined getaway will appreciate staying here. Many luxury hotels in this area offer amenities like spa services and high-end fitness equipment, alongside concierge services to help with dinner reservations or arranging local excursions. ### How much does a luxury hotel in Rockland cost? > Luxury hotel prices in Rockland vary, but you can find a great deal from CA $178 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates. ### Which luxury hotels in Rockland are good for families? > In Rockland, the [DoubleTree by Hilton Boston - Rockland](https://www.expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-Rockland.h5255.Hotel-Information) is well-suited for families. > > > > The 4-star DoubleTree by Hilton Boston - Rockland, with an 8.4 rating, offers complimentary self-parking, including options for extended durations, RVs, buses, and trucks, alongside an electric car charging station. Guests frequently praise the spacious and clean rooms, the comfortable beds, and the friendly and helpful staff, particularly at the front desk. Its convenient location is also a recurring positive point. ### What luxury activities and experiences are there in Rockland? > The best areas to stay in Rockland for luxury activities and experiences are generally along the waterfront and within the downtown core, particularly around Main Street. > > > > Rockland's downtown area, especially Main Street, serves as the hub for most of its upscale offerings. Here you'll find boutique art galleries, high-end restaurants focusing on fresh, local seafood, and unique shops. The Farnsworth Art Museum and the Maine Lighthouse Museum are prominent landmarks within walking distance, offering cultural enrichment. Many of the most sought-after accommodations are also located here, providing easy access to these amenities. > > > > Couples looking for a refined getaway will find downtown Rockland particularly appealing. You can enjoy strolls along the harbour, dine at acclaimed restaurants with harbour views, and explore the art scene. The area provides a sophisticated backdrop for a relaxing and culturally rich break. > > > > For those interested in maritime experiences, staying near the Rockland Harbor area is ideal. This allows for convenient access to sailing charters, boat trips to nearby islands, and opportunities to see the working harbour up close. ### How can I save on a luxury hotel in Rockland with Expedia? > There are plenty of ways to save on a luxury hotel in Rockland. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals. ### Is it cheaper to book a luxury Rockland hotel and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my luxury hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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