Title: Book the Best South Side Hotels with FREE WIFI in 2026 | Expedia.ca [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) ![Charles River panorama aerial view in downtown Waltham, Massachusetts, MA, USA.](https://images.trvl-media.com/place/553248635976471471/4a46a752-15a5-4a18-8dfd-4426265bbe9d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635976471471/4a46a752-15a5-4a18-8dfd-4426265bbe9d.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 South Side Hotels with Wifi Tonight [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2026-01-26&endDate=2026-01-27&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2026-01-27&endDate=2026-01-28&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side hotels with wifi ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/df58d6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/7e7f55b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/c6f34a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/f1c20571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crescent Suites Hotel [](https://www.expedia.ca/Boston-Hotels-Crescent-Suites-Hotel.h2673422.Hotel-Information) South Side 9.6/10 Exceptional (1,150 reviews) "Everything about this facility was pleasing: clean, well-appointed, great kitchen, comfortable, well-located in the area. We were given a warm welcome when we arrived, provided with lots of information about Waltham. Located near shops and restaurants and on a walking trail along the Charles River. Highly recommend and would stay here again. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Susan [](https://www.expedia.ca/Boston-Hotels-Crescent-Suites-Hotel.h2673422.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/90000000/89350000/89348200/89348129/8c5622e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89350000/89348200/89348129/7aa5a02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89350000/89348200/89348129/4c86a43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89350000/89348200/89348129/465eaf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy house close to Brandeis, Bentley, Moody St [](https://www.expedia.ca/Boston-Hotels-Cozy-House-Close-To-Brandeis.h89348129.Hotel-Information) South Side 9.2/10 Wonderful (7 reviews) "We enjoy our stayed at the place.it’s nice and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabriel C. CA $285 CA $769 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Boston-Hotels-Cozy-House-Close-To-Brandeis.h89348129.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100990000/100984800/100984771/8be6bad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100990000/100984800/100984771/6d4f6816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100990000/100984800/100984771/f51c1126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100990000/100984800/100984771/426b2255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax with family or friends to this elegant apartment in the heart of Waltham [](https://www.expedia.ca/Boston-Hotels-Relax-With-Family-Or-Friends-To-This-Elegant-Apartment-In-The-Heart-Of-Waltham.h100984771.Hotel-Information) South Side 9.6/10 Exceptional (18 reviews) "We had a wonderful time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul H. CA $247 CA $661 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Boston-Hotels-Relax-With-Family-Or-Friends-To-This-Elegant-Apartment-In-The-Heart-Of-Waltham.h100984771.Hotel-Information) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89740000/89733700/89733625/bfadefb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/90000000/89740000/89733700/89733625/f25a606b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89740000/89733700/89733625/e5718386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89740000/89733700/89733625/8c2fe7ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire Cozy House near Moody St, Bentley, Brandeis [](https://www.expedia.ca/Boston-Hotels-Entire-Cozy-House-Near-Moody-St.h89733625.Hotel-Information) South Side 8.4/10 Very good (7 reviews) "Clean, spacious, good locationCould use more air-conditioning is the only feedback" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey S. CA $314 CA $869 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Boston-Hotels-Entire-Cozy-House-Near-Moody-St.h89733625.Hotel-Information) ![International cuisine](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed (High Floor)](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/44395d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/61974d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/d17a08ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Boston Back Bay [](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) Fenway–Kenmore 9.4/10 Exceptional (2,261 reviews) "An amazing hotel, clean, nice staff, great service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamar CA $147 CA $171 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/3aa5107f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Park Plaza [](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) Bay Village 8.4/10 Very good (3,122 reviews) "Clean and amenities were great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauryn CA $127 CA $204 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/72cd2881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/a1ab1c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/b7112317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/e1a64100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley Square Hotel, a FOUND Hotel [](https://www.expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) Back Bay 8.6/10 Excellent (3,925 reviews) "Great location, clean and comfy room, friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zachary CA $103 CA $120 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/a8ad449d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/0f2e267f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/c1a7b53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/3a0a071b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Midtown Hotel MOD Collection by Sonesta [](https://www.expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) Back Bay 7.6/10 Good (1,008 reviews) "Very clean and nice rooms. The hotel staff is also very kind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $134 CA $156 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/4ee2b5dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/b57212de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/99039e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/100a8c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staypineapple, A Delightful Hotel, South End [](https://www.expedia.ca/Boston-Hotels-Staypineapple.h4054.Hotel-Information) South End 9.0/10 Wonderful (1,008 reviews) "We've been to several Staypineapple hotels and they're always great. Clean rooms with comfortable beds and nice little extras that make the stay more pleasant." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jan S CA $88 CA $142 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Boston-Hotels-Staypineapple.h4054.Hotel-Information) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3.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/69000000/68020000/68014400/68014393/772f859d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/89bc4993.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) ### Omni Boston Hotel at the Seaport [](https://www.expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) Seaport District 9.2/10 Wonderful (4,450 reviews) "Beautiful hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne CA $167 CA $251 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.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=2026-02-10&endDate=2026-02-11®ionId=553248635976471471&adults=2&amenities=WIFI&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Hyatt Regency Boston](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94_y.jpg) ### Hyatt Regency Boston 10/10 Excellent "The room was spotless its smelled really nice and the staff was super nice " [](https://expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "My overall stay at the Godfrey was amazing. Spacious room, comfortable bed, and friendly staff. Can’t wait to come back." [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "beautiful, clean rooms, well appointed" [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Always a pleasure to stay at the Hilton Boston Logan Airport!!" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Room was spotless. Staff was accommodating and friendly. Only complaint is towels were too rough and stiff. Need a little bit softener. Otherwise, happy with my stay and will book there again in the future." [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Everything was perfect. Loved the cabin room. My husband who never sleeps slept until 10 am " [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Lenox Hotel Boston](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/db068914_y.jpg) ### The Lenox Hotel Boston 10/10 Excellent "Clean, inviting & perfect. " [](https://expedia.ca/Boston-Hotels-The-Lenox-Hotel-Boston.h6446.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg) ### Omni Parker House 10/10 Excellent "Staff was amazing! From Erika at Check in to George the Bellman and everyone in between!" [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Clean and amenities were great" [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Cheap Hotels in Auburndale ](https://www.expedia.ca/Auburndale-Boston-Hotels-Cheap-Hotels.0-n75534-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Auburndale ](https://www.expedia.ca/Auburndale-Boston-Hotels-Hotels-With-Hot-Tubs.0-n75534-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Spa Hotels in Auburndale ](https://www.expedia.ca/Auburndale-Boston-Hotels-Spa-Hotel.0-n75534-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels near Boston Children's at Waltham ](https://www.expedia.ca/Boston-Childrens-At-Waltham-Hotels.0-l667684610040918016-0.Travel-Guide-Filter-Hotels) - 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