Title: 2 Stars Hotels in South Side, Boston from CA $142 - Find Cheap South Side Hotels With 2 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 2 Stars Hotels in South Side, Boston from CA $142 ![](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 2 Star Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2025-10-13&endDate=2025-10-14&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2025-10-14&endDate=2025-10-15&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471471&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Side 2 Star Hotels ![Flat-screen TV](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/bfe287d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/dc82e19b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free cribs/infant beds](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/b0629129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/5ec04ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Boston Logan Airport Chelsea Chelsea 9.0/10 Wonderful (2312) "Very nice place to stay walkable restaurants close by" CA $206 CA $230 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport-Chelsea.h48879812.Hotel-Information) ![Coffee service](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/8c770017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/5d473cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/fffeec97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/ecfcd4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Inn Wakefield 7.4/10 Good (2250) "Great little place to stay. Convenient restaurant and bar downstairs. " CA $142 CA $158 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Lakeside-Inn.h20351.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/51200/51104/6cb3f7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/51200/51104/dab663b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/51200/51104/64cb5324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/60000/51200/51104/8b81a9c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Framingham, MA - Boston West Framingham 6.8/10 (1061) "The room and hotel were extremely clean and comfortable. " CA $132 CA $142 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Framingham-Hotels-Motel-6-Framingham.h51104.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/841c68d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/ee3b571c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/a0088401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/27aaf067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Boston/Waltham Waltham 9.4/10 Exceptional (1445) "Super clean and breakfast was really good with a variety of options" CA $202 CA $226 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Boston-Hotels-Hampton-Inn-Suites-BostonWaltham.h21904239.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/300/293/b875dc04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/300/293/75af2353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/300/293/0b01c717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/300/293/f5d84645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Boston Dorchester 6.8/10 (1488) "Nice place to stay" CA $133 CA $155 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Ramada-By-Wyndham-Boston.h293.Hotel-Information) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/40000/34700/34605/227f83c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34700/34605/1207086f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/40000/34700/34605/89b5ba18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/40000/34700/34605/w4500h2996x0y0-4b92c7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn PLUS+ Boston - Woburn/ Burlington Woburn 7.0/10 Good (1145) "It was clean and near good restaurants" CA $146 CA $163 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Red-Roof-Inn-PLUS-Boston-Woburn-Burlington.h34605.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/00fcedcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/e6722cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/96fcb2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/a2b908c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Midtown Hotel Back Bay 7.4/10 Good (1029) "Nice room, friendly staff and good location!" CA $238 CA $277 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/26000000/25110000/25108500/25108453/73538c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25110000/25108500/25108453/26261323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/26000000/25110000/25108500/25108453/e8947bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/26000000/25110000/25108500/25108453/2c8f8bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Chelmsford by IHG Chelmsford 8.8/10 Excellent (1011) "Was a great location for our needs " CA $145 CA $161 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chelmsford-Hotels-Holiday-Inn-Express-Chelmsford.h25108453.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/240a5ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/0d5ffb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/216b9f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Logan International Airport Revere 9.0/10 Wonderful (2140) "The location was great being close to the airport and then easy to get to the coast. " CA $178 CA $207 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979980/895877cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979980/9e0f94e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979980/f0fa2287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979980/ee4a833d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Boston Woburn Woburn 9.2/10 Wonderful (1220) "Beautiful location" CA $194 CA $217 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Hampton-Inn-Woburn-Boston.h38979980.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18140000/18138000/18137953/87fbcf23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/19000000/18140000/18138000/18137953/a4160100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/19000000/18140000/18138000/18137953/725ba22f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/19000000/18140000/18138000/18137953/436b43e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Braintree Inn Braintree 8.2/10 Very good (1024) "Clean room, lot of shopping and restaurants around the hotel" CA $154 CA $172 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Boston-Hotels-Best-Western-Braintree-Inn.h18137953.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/1000000/60000/55000/54941/770ea4b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/55000/54941/ad77b69f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/60000/55000/54941/aa0550f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/60000/55000/54941/6b8dd9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Adams Inn Quincy-Boston Quincy 7.4/10 Good (1035) "Great staff and restaurant on site " CA $163 CA $182 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Best-Western-Adams-Inn-Quincy-Boston.h54941.Hotel-Information) ![Breakfast meal](https://images.trvl-media.com/lodging/38000000/37210000/37207600/37207595/6b3fa35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/38000000/37210000/37207600/37207595/96e6f626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/38000000/37210000/37207600/37207595/738242f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37210000/37207600/37207595/e3b4439e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea Chelsea 9.0/10 Wonderful (1006) "Lovely hotel. My friend and I had a nice stay" CA $201 CA $225 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Fairfield-Inn-Suites-By-Marriott-Boston-Logan-AirportChelsea.h37207595.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/48000000/47070000/47060800/47060759/9e2fa929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/48000000/47070000/47060800/47060759/c2d567fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/48000000/47070000/47060800/47060759/6dd9afe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Floor plan](https://images.trvl-media.com/lodging/48000000/47070000/47060800/47060759/8366cab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### avid hotel Boston Logan Airport - Revere by IHG Revere 9.0/10 Wonderful (1451) "great stay" CA $161 CA $180 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Avid-Hotel-Boston-Logan-Airport-Revere.h47060759.Hotel-Information) ![Premium Studio, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/126800/126764/e2d28b59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/126800/126764/1864035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio, 1 King Bed with Sofa bed, Non Smoking (Deluxe)](https://images.trvl-media.com/lodging/1000000/130000/126800/126764/87854b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio, 1 King Bed with Sofa bed, Non Smoking (Deluxe)](https://images.trvl-media.com/lodging/1000000/130000/126800/126764/035856d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Suites Boston Burlington Burlington 5.8/10 (1010) "Great location " CA $147 CA $165 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Boston-Hotels-Extended-Stay-America-Suites-Boston-Burlington.h126764.Hotel-Information) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/8f309a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/5e786b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/7fdd8c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/3da48020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Found Hotel Boston Common Bay Village 8.4/10 Very good (1238) "Location was great." CA $218 CA $254 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Found-Hotel-Boston-Common.h15746.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23200/23170/515ac829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/23200/23170/9a921318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23200/23170/0f245c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator](https://images.trvl-media.com/lodging/1000000/30000/23200/23170/8d088e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus New Englander Woburn 8.6/10 Excellent (1008) "Clean, good breakfast, easy parking, good restaurant next door. " CA $165 CA $185 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Best-Western-Plus-New-Englander.h23170.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/70000/64600/64573/cd0e651b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64600/64573/a6120fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/64600/64573/3919262d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Single Bed (Additional Living Area)](https://images.trvl-media.com/lodging/1000000/70000/64600/64573/ee678175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Boston - Cambridge by IHG East Cambridge 8.4/10 Very good (1010) "Great location for exploring Boston. " CA $251 CA $287 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Holiday-Inn-Express-Suites-Boston-Cambridge.h64573.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/60000000/59840000/59831600/59831559/07361bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/60000000/59840000/59831600/59831559/fe562f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/60000000/59840000/59831600/59831559/622d5d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59840000/59831600/59831559/648e971c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Watertown Boston Watertown 9.4/10 Exceptional (1011) "Great location, staff and amenities." CA $229 CA $255 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Hampton-Inn-Suites-Watertown-Boston.h59831559.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/13400/13317/fa48f038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch flat-screen TV with satellite channels](https://images.trvl-media.com/lodging/1000000/20000/13400/13317/696cf976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/13400/13317/c5f98309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/13400/13317/27e826d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Boston Natick Natick 8.8/10 Excellent (1021) "Great breakfast and staff" CA $160 CA $178 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Natick.h13317.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%2F2Star-South-Side-Boston-Hotels.s20-n553248635976471471-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-South-Side-Boston-Hotels.s20-n553248635976471471-0.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in South Side. ![Four Points by Sheraton Boston Newton](https://images.trvl-media.com/lodging/1000000/20000/10400/10301/b08dd3b1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Four Points by Sheraton Boston Newton 320 Washington Street, Newton, MA CA $200 CA $224 total Nov 2 - Nov 3 includes taxes & fees 8.2/10 Very Good! (2,891 reviews) [](https://expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Newton.h10301.Hotel-Information) ![Hilton Boston/Woburn](https://images.trvl-media.com/lodging/1000000/20000/10600/10575/645b1b52_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Boston/Woburn 2 Forbes Rd., Woburn, MA CA $209 CA $234 total Nov 2 - Nov 3 includes taxes & fees 8.4/10 Very Good! (1,175 reviews) [](https://expedia.ca/Boston-Hotels-Hilton-BostonWoburn.h10575.Hotel-Information) ![Wyndham Boston Beacon Hill](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Wyndham Boston Beacon Hill 5 Blossom Street, Boston, MA CA $326 CA $380 total Nov 9 - Nov 10 includes taxes & fees 7.6/10 Good! (1,954 reviews) [](https://expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.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=20) 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=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=553248635976471471&star=20&star=20&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=20&star=20&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=20&star=20&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=20&star=20&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 ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [1 Star Hotels in Boston](https://www.expedia.ca/1Star-Boston-Hotels.s10-0-d178239.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Hyde Square](https://www.expedia.ca/1Star-Hyde-Square-Boston-Hotels.s10-n553248635976474039-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Allston](https://www.expedia.ca/2Star-Allston-Boston-Hotels.s20-n73196-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Boston](https://www.expedia.ca/2Star-Boston-Hotels.s20-0-d178239.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Somerville](https://www.expedia.ca/2Star-Somerville-Hotels.s20-0-d55192.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Back Bay](https://www.expedia.ca/3Star-Back-Bay-Boston-Hotels.s30-n800016-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Boston](https://www.expedia.ca/3Star-Boston-Hotels.s30-0-d178239.Travel-Guide-Filter-Hotels) - 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