Title: 5 Stars Hotels in Highlands, Boston from CA $295 - Find Cheap Highlands Hotels With 5 Stars | Expedia.ca [Highlands Travel Guide](https://expedia.ca/Boston-Highlands.dx553248635976468896)[Vacation Rentals in Boston](https://expedia.ca/Boston-Vacation-Rentals.d178239.Travel-Guide-VacationRentals)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Highlands Car Rentals](https://expedia.ca/Car-Rentals-In-Highlands.d553248635976468896.Car-Rental-Guide)[Highlands Vacations](https://expedia.ca/Highlands.d553248635976468896.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Highlands, Boston from CA $295 ![](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 Highlands 5 Star Hotels Tonight [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976468896&startDate=2025-10-17&endDate=2025-10-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976468896&startDate=2025-10-18&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976468896&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976468896&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highlands 5 Star Hotels ![View from property](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast served](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/1ac58b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/a6dc8a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Boston Hotel at the Seaport Seaport District 9.2/10 Wonderful (4149) "Great hotel! " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $252 CA $350 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/6ebca9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Nightclub](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a6b605cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/0f4a30a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Boston Harbor Everett 9.6/10 Exceptional (3332) "Very nice stay" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) STEPHEN CA $374 CA $418 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/400/395/d23d79f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Corner (House)](https://images.trvl-media.com/lodging/1000000/10000/400/395/df53de2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Mansion)](https://images.trvl-media.com/lodging/1000000/10000/400/395/178a98f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Newbury Boston Back Bay 9.4/10 Exceptional (524) "Absolutely gorgeous hotel with amazing staff!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $852 CA $1,066 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/e22c0556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Club Room, 1 King Bed, Park View | Park view](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9dd85bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, brunch served; Italian cuisine ](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/b09a9741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Boston Downtown Boston 9.6/10 Exceptional (1009) "Excellent lodging." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) robert CA $639 CA $744 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/6ea00b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/1bab5b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/6b03ec68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/b4c3e1f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Boston Bay Village 9.4/10 Exceptional (444) "This hotel is splendid. The staff go above and beyond, tge amenities are endless. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle D CA $1,335 CA $1,554 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-Boston.h21962.Hotel-Information) ![Suite, Multiple Beds (John Adams Presidential Suite)](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/0bfcf692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Admirals Suite)](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/77e4a184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/61473433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Harbor Hotel North End 9.8/10 Exceptional (1020) "One of the best I’ve stayed at in a while" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan CA $817 CA $952 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/45321953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/w3891h2595x0y0-44f52384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Corner (View) | Water view](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4175b463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/w3891h2578x6y3-d68e82bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Boston by IHG Downtown Boston 9.4/10 Exceptional (1014) "The staff went above and beyond to make our stay amazing!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Jolie CA $336 CA $455 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/6f89371e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/b81f4996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bars/lounges](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/184096ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom, City View (Ebersol)](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/61c88098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Liberty, a Marriott Luxury Collection Hotel, Boston West End 8.8/10 Excellent (1015) "Great hotel, great stay!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Betty CA $429 CA $534 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-The-Liberty.h1680030.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/7e37dec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/54668a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/0b9e1203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/68b481c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Boston Downtown Boston 9.0/10 Wonderful (401) "Exceptional staff, clean and well appointed room" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) JOHN CA $1,047 CA $1,219 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-The-Ritz-Carlton.h695991.Hotel-Information) ![Indoor pool, open 6:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/a484cf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/9d71ad4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, dinner served; Japanese cuisine](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/0d9ee24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/0fadfa3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel One Dalton Street, Boston Back Bay 9.6/10 Exceptional (357) "The lobby restaurant and main restaurant were soooooo Good!!! " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamara CA $983 CA $1,145 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/dcac42e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local and international cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/w1667h2500x0y0-6219c43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/fb990cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/50462d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mandarin Oriental, Boston Back Bay 9.4/10 Exceptional (371) "Excellent stay. Most perfect location in Boston. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Niki CA $804 CA $936 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.Hotel-Information) ![3 restaurants, breakfast, lunch, dinner served; Portuguese cuisine](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/eebc417e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Raffles, Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/b624eb0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/8bef1b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/557e81ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Raffles Boston Back Bay 9.6/10 Exceptional (170) "Butler service was excellent. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitsuyo CA $1,040 CA $1,211 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/0637e89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed (Boston Common)](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/e89c66dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/9516aa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/86944140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### XV Beacon Beacon Hill 9.4/10 Exceptional (381) "Great Staff, very nice room. Ideal location for exploring Boston history and access to the T" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Emil CA $752 CA $876 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Fifteen-Beacon.h201184.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Highlands-Boston-Hotels.s50-n553248635976468896-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Highlands-Boston-Hotels.s50-n553248635976468896-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Highlands. ![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Charles Hotel One Bennett Street, Cambridge, MA CA $410 CA $475 total Oct 30 - Oct 31 includes taxes & fees 9.2/10 Wonderful! (1,019 reviews) [](https://expedia.ca/Boston-Hotels-The-Charles-Hotel.h15861.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Dagny Boston 89 Broad Street, Boston, MA CA $211 CA $295 total Nov 16 - Nov 17 includes taxes & fees 9.4/10 Exceptional! (6,584 reviews) [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Boston Logan Airport One Hotel Drive, Boston, MA CA $264 CA $307 total Nov 17 - Nov 18 includes taxes & fees 8.8/10 Excellent! (3,528 reviews) [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) Still don't see what you're looking for? [See all properties in Highlands.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976468896&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976468896&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976468896&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976468896&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976468896&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025®ionId=553248635976468896&star=50&star=50&amenities=WATER_PARK) 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. ## Top Highlands Hotel Reviews ![Omni Boston Hotel at the Seaport](//images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "wonderful" [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Fantastic " [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![The Langham, Boston](//images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "The location was amazing and the staff was so friendly. We will be back!" 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