Title: 5 Stars Hotels in South Side, Boston from CA $263 - Find Cheap South Side Hotels With 5 Stars | Expedia.ca [South Side Travel Guide](https://expedia.ca/Boston-South-Side.dx553248635976471471)[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)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d553248635976471471.Car-Rental-Guide)[South Side Vacations](https://expedia.ca/South-Side.d553248635976471471.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 South Side, Boston from CA $263 ![](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 South Side 5 Star Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2025-10-13&endDate=2025-10-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Side 5 Star Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a.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) ![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) ### The Langham, Boston Downtown Boston 9.6/10 Exceptional (1006) "Excellent lodging." CA $651 CA $758 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Boston-Hotels-The-Langham.h2558.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) ![Nightclub](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a6b605cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/04e6a462.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) ### Encore Boston Harbor Everett 9.6/10 Exceptional (3308) "Very nice stay" CA $401 CA $448 total includes taxes & fees Nov 5 - Nov 6 [](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) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/400/395/357d5388.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 (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 (522) "Absolutely gorgeous hotel with amazing staff!" CA $770 CA $970 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.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) ![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/w3891h2595x0y0-44f52384.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 (1008) "The staff went above and beyond to make our stay amazing!" CA $340 CA $460 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-InterContinental-Boston.h1573788.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 (1018) "One of the best I’ve stayed at in a while" CA $857 CA $999 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/b81f4996.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 (1011) "Great hotel, great stay!" CA $446 CA $555 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-The-Liberty.h1680030.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) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/b4c3e1f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/8397fde2.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) ### 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. " CA $1,261 CA $1,468 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-Boston.h21962.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) ![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) ![Suite (Charles) | Terrace/patio](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/cfe3865c.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) ### Four Seasons Hotel One Dalton Street, Boston Back Bay 9.6/10 Exceptional (355) "The lobby restaurant and main restaurant were soooooo Good!!! " CA $861 CA $1,003 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.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) ![Staircase](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/046798a1.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 (169) "Butler service was excellent. " CA $1,036 CA $1,207 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Boston-Hotels-Boston-Common-Hotel.h911477.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) ![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) ![Point of interest](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/52c74c33.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) ### Mandarin Oriental, Boston Back Bay 9.4/10 Exceptional (371) "Excellent stay. Most perfect location in Boston. " CA $913 CA $1,063 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.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) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/68b481c9.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) ![Presidential Suite, 1 Bedroom (Scenic Park & Boston Common View) | Living room](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/713a53fd.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" CA $1,043 CA $1,215 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-The-Ritz-Carlton.h695991.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) ![Interior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/86944140.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) ### 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" CA $750 CA $873 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Fifteen-Beacon.h201184.Hotel-Information) ![Honeymoon Room | In-room dining](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/39751e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/1b86689c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/e6922a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room | Living area](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/9e88c4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bell Inn Peabody 9.4/10 Exceptional (207) "Great stay in a beautiful place." CA $236 CA $263 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Boston-Hotels-The-Bell-Inn.h96507199.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-South-Side-Boston-Hotels.s50-n553248635976471471-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-South-Side-Boston-Hotels.s50-n553248635976471471-0.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 South Side. ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Seaport Hotel Boston 1 Seaport Lane, Boston, MA CA $265 CA $315 total Nov 10 - Nov 11 includes taxes & fees 9.6/10 Exceptional! (3,498 reviews) [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Omni Boston Hotel at the Seaport 450 Summer Street, Boston, MA CA $251 CA $349 total Oct 31 - Nov 1 includes taxes & fees 9/10 Wonderful! (4,118 reviews) [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.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 $295 CA $344 total Nov 10 - Nov 11 includes taxes & fees 8.8/10 Excellent! (3,508 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 South Side.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976471471&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=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976471471&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976471471&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976471471&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976471471&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976471471&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 South Side Hotel Reviews ![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Wonderful room!" [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![The Newbury Boston](//images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg) ### The Newbury Boston 10/10 Excellent "." [](https://expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) ![The Langham, Boston](//images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "Hotel was great. Large room and bathroom and great facilities at the hotel. Front desk services were very helpful On arrival. Close to lots of things and the city is very walkable. Loved our stay." 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