Title: Book the Best Wooster Square Hotels with Early Check-in in 2026 from CA $136 | Expedia.ca [Vacation Rentals in New Haven](https://expedia.ca/New-Haven-Vacation-Rentals.d180036.Travel-Guide-VacationRentals)[Flights to New Haven](https://expedia.ca/Cheap-Flights-To-New-Haven.d180036.Travel-Guide-Flights)[Things to do in New Haven](https://expedia.ca/Things-To-Do-In-New-Haven.d180036.Travel-Guide-Activities)[Wooster Square Car Rentals](https://expedia.ca/Car-Rentals-In-Wooster-Square.d641785043103088640.Car-Rental-Guide)[Wooster Square Vacations](https://expedia.ca/Wooster-Square.d641785043103088640.Destination-Travel-Guides) ![Wooster Square New Haven Connecticut](https://images.trvl-media.com/place/641785043103088640/ead6c6c2-5864-4bd1-b9e2-52dab60c9c82.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/641785043103088640/ead6c6c2-5864-4bd1-b9e2-52dab60c9c82.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 Wooster Square Hotels with Early Check-in Tonight [Feb 12 - Feb 13](https://www.expedia.ca/Hotel-Search?regionId=641785043103088640&startDate=2026-02-12&endDate=2026-02-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 13 - Feb 14](https://www.expedia.ca/Hotel-Search?regionId=641785043103088640&startDate=2026-02-13&endDate=2026-02-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=641785043103088640&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=641785043103088640&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wooster Square hotels with express check-in ![](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9672e16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9cda9029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/w1703h1271x0y0-b305e0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/e12904c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Cheshire - Southington by IHG [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) Southington 8.4/10 Very good (1,001 reviews) "Wonderful staff, clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison CA $125 CA $144 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/5fee96a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/45ba9e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/8d78f89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/f62eb852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Waterbury Downtown [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) Waterbury 8.4/10 Very good (1,130 reviews) "It was clean and the staff was very kind" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Najae CA $121 CA $139 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/15d5ef38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/1b9db1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/27f70cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/ad096b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Wallingford/Meriden [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-WallingfordMeriden.h11440147.Hotel-Information) Wallingford 9.0/10 Wonderful (1,000 reviews) "Clean rooms, staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jackie CA $156 CA $179 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-WallingfordMeriden.h11440147.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/80833193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/a7d60079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/w3838h2557x0y0-f0aaceff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/9d2203cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Milford / New Haven [](https://www.expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) Milford 8.6/10 Excellent (1,241 reviews) "The staff was great, the room was very clean and the breakfast was very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg CA $119 CA $136 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/23000/22935/1f39c492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/1000000/30000/23000/22935/w1199h799x1y1-45823d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/30000/23000/22935/w1199h799x1y1-35191aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/23000/22935/w1199h799x1y1-8d063a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield by Marriott Inn & Suites Wallingford New Haven [](https://www.expedia.ca/New-Haven-Hotels-Fairfield-Inn-By-Marriott-New-Haven-Wallingford.h22935.Hotel-Information) Wallingford 8.6/10 Excellent (1,000 reviews) "Always stay here when visting family in CT." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $144 CA $166 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/New-Haven-Hotels-Fairfield-Inn-By-Marriott-New-Haven-Wallingford.h22935.Hotel-Information) ![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18700/18660/476ff3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/20000/18700/18660/4161336c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18700/18660/6218314e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Room amenity](https://images.trvl-media.com/lodging/1000000/20000/18700/18660/daaf45e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whitney Inn & Suites [](https://www.expedia.ca/New-Haven-Hotels-Whitney-Inn-Suites.h18660.Hotel-Information) Hamden 7.0/10 Good (603 reviews) "The rooms are modern and clean. It's a great place to stay for a reasonable price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamel CA $134 CA $154 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/New-Haven-Hotels-Whitney-Inn-Suites.h18660.Hotel-Information) ![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/a0632219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/e210c0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/5436b0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/d178bb52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Branford/New Haven [](https://www.expedia.ca/New-Haven-Hotels-Baymont-By-Wyndham-BranfordNew-Haven.h15113.Hotel-Information) Branford 6.6/10 (1,000 reviews) "Good Breakfast, nice atmosphere " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessie CA $127 CA $147 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/New-Haven-Hotels-Baymont-By-Wyndham-BranfordNew-Haven.h15113.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/79675399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/c4093211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/f4c87c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel [](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) Madison Center 9.4/10 Exceptional (346 reviews) "Staff and hotel are lovely " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $332 CA $382 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/d5c6959e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/886f902b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/a463dd49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/ee5d2f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott New Haven Orange-Milford [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information) Orange 8.4/10 Very good (1,003 reviews) "Staff, Room and Location " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Umar CA $142 CA $164 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/fe72aa2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/4de1fb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/2ee9a3b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Marcel New Haven, Tapestry Collection By Hilton [](https://www.expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information) Long Wharf 9.4/10 Exceptional (912 reviews) "The room was beautiful and staff was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa CA $160 CA $184 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.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=2026-02-26&endDate=2026-02-27®ionId=641785043103088640&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Wooster Square Hotel Reviews ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "Excellent desk staff. Clean and quite room. Good location." 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