Title: 10 Best Hotels in Wooster Square, New Haven for 2025 | 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) # Hotels in Wooster Square, New Haven - ![](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 ## Go beyond your typical stay in Wooster Square Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Wooster+Square%2C+New+Haven%2C+New+Haven+County%2C+Connecticut%2C+United+States+of+America®ionId=641785043103088640&latLong=41.305335%2C-72.914866&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Wooster+Square%2C+New+Haven%2C+New+Haven+County%2C+Connecticut%2C+United+States+of+America®ionId=641785043103088640&latLong=41.305335%2C-72.914866&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&amenities=POOL) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Wooster+Square%2C+New+Haven%2C+New+Haven+County%2C+Connecticut%2C+United+States+of+America®ionId=641785043103088640&latLong=41.305335%2C-72.914866&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&amenities=OCEAN_VIEW) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Wooster+Square%2C+New+Haven%2C+New+Haven+County%2C+Connecticut%2C+United+States+of+America®ionId=641785043103088640&latLong=41.305335%2C-72.914866&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Wooster+Square%2C+New+Haven%2C+New+Haven+County%2C+Connecticut%2C+United+States+of+America®ionId=641785043103088640&latLong=41.305335%2C-72.914866&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&amenities=PETS) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Wooster+Square%2C+New+Haven%2C+New+Haven+County%2C+Connecticut%2C+United+States+of+America®ionId=641785043103088640&latLong=41.305335%2C-72.914866&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Wooster+Square%2C+New+Haven%2C+New+Haven+County%2C+Connecticut%2C+United+States+of+America®ionId=641785043103088640&latLong=41.305335%2C-72.914866&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&lodging=COTTAGE) ## Check prices for these dates Tonight [Nov 18 - Nov 19](https://www.expedia.ca/Hotel-Search?regionId=641785043103088640&startDate=2025-11-18&endDate=2025-11-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 19 - Nov 20](https://www.expedia.ca/Hotel-Search?regionId=641785043103088640&startDate=2025-11-19&endDate=2025-11-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=641785043103088640&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=641785043103088640&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Wooster Square hotels and places to stay ![Gazebo](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/1f6d98e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/9c80e641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/a76d9639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/14fed908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Suites Stratford 23 km from Wooster Square 8.0/10 Very good (1008) "It was quite and very clean great customer service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelina CA $133 CA $153 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/New-Haven-Hotels-Quality-Suites.h1764336.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/2617a344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/a3019f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/3084774e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamden Hotel and Suites – Hamden New Haven 8.4 km from Wooster Square 6.6/10 (1020) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $109 CA $125 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/186240a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/a12e56fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/ff093bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Shelton 18.3 km from Wooster Square 8.4/10 Very good (1003) "The staff was friendly, efficient and place was very family oriented " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $195 CA $224 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1730000/1721900/1721807/d9e240b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/2000000/1730000/1721900/1721807/56a564e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1730000/1721900/1721807/929077d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1730000/1721900/1721807/60b35c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mayflower Motel Milford 11.7 km from Wooster Square 6.0/10 (551) "It’s great staying here really friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivelisse CA $100 CA $115 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/New-Haven-Hotels-Mayflower-Motel-Milford.h1721807.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/ad77ef5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/4328324a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/cd756b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Shelton 17.7 km from Wooster Square 8.6/10 Excellent (1002) "Convenient to Yale New Haven hospital. Nice room layout. Red Barn restaurant nearby great food and cocktails. Great breakfast at hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn CA $145 CA $166 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![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) ![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) ![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) ### Whitney Inn & Suites 12.6 km from Wooster Square 6.8/10 (583) "Good location to visit Hamden and New Haven area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond CA $135 CA $155 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/New-Haven-Hotels-Whitney-Inn-Suites.h18660.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/cfcd9b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/0c158267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/12a79d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 New Haven - Branford, CT 10.7 km from Wooster Square 7.0/10 Good (1002) "This motel is very clean staff is friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey-Ann CA $102 CA $119 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/130000/122900/122893/df926444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/122900/122893/e0281de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/130000/122900/122893/aa4212dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/130000/122900/122893/0e5cbd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Waterbury East 27 km from Wooster Square 6.8/10 (1006) "Our stay was very comfortable, and the hotel had everything we needed for our short stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $118 CA $136 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/New-Haven-Hotels-Quality-Inn.h122893.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/d56a5b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/0b53186c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/95bfeb2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Southbury 29.6 km from Wooster Square 8.2/10 Very good (1031) "Nice room, friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $130 CA $149 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/17300/17240/8b11b011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/17300/17240/f47f5d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/20000/17300/17240/edab3c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/17300/17240/919230a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard By Marriott Shelton 18.1 km from Wooster Square 8.6/10 Excellent (1002) "Enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mibsam CA $154 CA $177 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Shelton.h17240.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/22825090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/cfa56e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/8667e4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Shelton 17.4 km from Wooster Square 7.8/10 Good (1031) "Room was clean , staff for the most part was pleasant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Irene CA $139 CA $160 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2831/05873179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2831/2c43e54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/2900/2831/91acba54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/2900/2831/a6deea56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Meriden 27.5 km from Wooster Square 7.4/10 Good (1004) "Excellent service. Good hotel for pets" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $116 CA $133 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hartford-Hotels-Red-Roof-Inn-Meriden.h2831.Hotel-Information) ![Studio, 1 King Bed with Sofa bed, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/w4000h2663x0y0-497d73e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/3118ddf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/86503aca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/c4055e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott New Haven Hamden 8.6 km from Wooster Square 9.4/10 Exceptional (406) "Great hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raquel CA $209 CA $240 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Hamden-Hotels-Residence-Inn-By-Marriott-New-Haven-Hamden.h91226444.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/53655186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/c964cb1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/aea6082f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trumbull Marriott Shelton 21.1 km from Wooster Square 8.2/10 Very good (1006) "Free parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nwaka CA $184 CA $211 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577.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/ffb01641.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) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/a2d3a591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Milford / New Haven 12.7 km from Wooster Square 8.6/10 Excellent (1184) "Great stay - " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Niloy Ray CA $195 CA $224 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/6000000/5770000/5767400/5767371/1515d698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually furnished, desk, blackout drapes](https://images.trvl-media.com/lodging/6000000/5770000/5767400/5767371/af5b3af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually furnished, desk, blackout drapes](https://images.trvl-media.com/lodging/6000000/5770000/5767400/5767371/17655592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5770000/5767400/5767371/414cc386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Meriden East 27.4 km from Wooster Square 7.2/10 Good (1003) "Wonderful stay will stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mikayla CA $124 CA $142 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Hartford-Hotels-Comfort-Inn-Suites.h5767371.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/fd1eb309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/7d8c99ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/a3588db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/2572ad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Stratford 16.9 km from Wooster Square 8.8/10 Excellent (1001) "Rooms are fine and breakfast is good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $148 CA $170 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Stratford.h873107.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/908bc53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/a72b8077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/3690b159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/aa4a0ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Branford-New Haven by IHG 10.6 km from Wooster Square 8.8/10 Excellent (1004) "Very convenient location, nice staff. Bed was very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) son CA $142 CA $163 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Express-Branford-New-Haven.h124313.Hotel-Information) ![Deluxe Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/a63d7cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/fd93f670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/c4603508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Executive Hotel Of New Haven - West Haven 6.4 km from Wooster Square 8.0/10 Very good (1457) "A nice hotel with good amenities. Excellent breakfast, good workout room and overall nice rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine CA $128 CA $148 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/bdad3f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/d5c6959e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/d3f828b6.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 9 km from Wooster Square 8.4/10 Very good (1002) "The room and services were great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $142 CA $163 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.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=2025-12-02&endDate=2025-12-03®ionId=641785043103088640&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Hotels in Wooster Square with a pool ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/fcbc5aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/0faee1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/5079c0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton East Haven New Haven 3.9 km from Wooster Square - Pool 9.6/10 Exceptional (429) CA $151 CA $173 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=1461&PinnedHotelID=1461&HadPinnedHotel=true®ionId=641785043103088640&adults=2&amenities=POOL&openPlayBack=true) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/8d6a4015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/19bd6a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/15d5ef38.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 22.8 km from Wooster Square - Pool 9.0/10 Wonderful (1005) CA $172 CA $197 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=11440147&PinnedHotelID=11440147&HadPinnedHotel=true®ionId=641785043103088640&adults=2&amenities=POOL&openPlayBack=true) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1149500/1149464/c962ebbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1150000/1149500/1149464/9478671a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 Bedroom, Fireplace](https://images.trvl-media.com/lodging/2000000/1150000/1149500/1149464/2eff32d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1150000/1149500/1149464/911bba58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Milford 18.1 km from Wooster Square - Pool 9.0/10 Wonderful (460) CA $175 CA $202 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-10&endDate=2025-12-11&selected=1149464&PinnedHotelID=1149464&HadPinnedHotel=true®ionId=641785043103088640&adults=2&amenities=POOL&openPlayBack=true) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/f87dad0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/201a3938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/d90b6e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Accessible (Communications, Mobility)](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/b60716cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Milford by IHG 12.4 km from Wooster Square - Pool 8.0/10 Very good (1002) CA $122 CA $140 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12&selected=3900&PinnedHotelID=3900&HadPinnedHotel=true®ionId=641785043103088640&adults=2&amenities=POOL&openPlayBack=true) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/e8764690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/b8beb7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/7923d4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/90dd1f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Wallingford-Meriden 22.7 km from Wooster Square - Pool 9.0/10 Wonderful (884) CA $178 CA $204 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&selected=1273388&PinnedHotelID=1273388&HadPinnedHotel=true®ionId=641785043103088640&adults=2&amenities=POOL&openPlayBack=true) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/44902ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/a5ca44fd.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) ![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) ### Baymont by Wyndham Branford/New Haven 12.5 km from Wooster Square - Pool 6.6/10 (1001) CA $135 CA $155 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&selected=15113&PinnedHotelID=15113&HadPinnedHotel=true®ionId=641785043103088640&adults=2&amenities=POOL&openPlayBack=true) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/53655186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/c964cb1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/aea6082f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trumbull Marriott Shelton 21.1 km from Wooster Square - Pool 8.2/10 Very good (1006) CA $184 CA $211 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=1166&PinnedHotelID=1166&HadPinnedHotel=true®ionId=641785043103088640&adults=2&amenities=POOL&openPlayBack=true) ![Studio, 1 King Bed with Sofa bed, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/w4000h2663x0y0-497d73e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/3118ddf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/86503aca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/92000000/91230000/91226500/91226444/c4055e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott New Haven Hamden 8.6 km from Wooster Square - Pool 9.4/10 Exceptional (406) CA $209 CA $240 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-18&endDate=2025-12-19&selected=91226444&PinnedHotelID=91226444&HadPinnedHotel=true®ionId=641785043103088640&adults=2&amenities=POOL&openPlayBack=true) [See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03®ionId=641785043103088640&adults=2&sort=RECOMMENDED&amenities=POOL&openPlayBack=true) ## Top guest rated hotels in Wooster Square ![Private kitchen](https://images.trvl-media.com/lodging/112000000/111820000/111815700/111815688/cb885f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111820000/111815700/111815688/126a3ad2.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/112000000/111820000/111815700/111815688/9e704937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111820000/111815700/111815688/f4ded058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry Wooster Square 10/10 Exceptional (1) CA $172 CA $544 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=111815688&PinnedHotelID=111815688&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91260000/91256000/91255933/22f0e02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/92000000/91260000/91256000/91255933/04737906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91260000/91256000/91255933/9b91f981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91260000/91256000/91255933/fd64e636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One block to Frank Pepe's Wooster Square 8.2/10 Very good (10) CA $151 CA $615 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=91255933&PinnedHotelID=91255933&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397837/480cd07c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397837/0ecafe43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397837/7bc81df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397837/4f9a29c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Matisse at Wooster Square | Yale | Parking Wooster Square 10/10 Exceptional (2) CA $135 CA $300 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-25&endDate=2025-11-26&selected=93397837&PinnedHotelID=93397837&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111800000/111794700/111794609/f05cc6aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111800000/111794700/111794609/07642cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111800000/111794700/111794609/01e9484f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111800000/111794700/111794609/a8db9992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Wooster Square flat - Walk to Pizza & Yale! - FREE Parking & Laundry Wooster Square 10/10 Exceptional (1) CA $175 CA $554 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&selected=111794609&PinnedHotelID=111794609&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93290000/93288200/93288128/89745380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93290000/93288200/93288128/87761395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/94000000/93290000/93288200/93288128/72517dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/94000000/93290000/93288200/93288128/6542a142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brick Wooster Square | Yale | Skyline Deck Wooster Square 8.6/10 Excellent (8) CA $230 CA $580 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&selected=93288128&PinnedHotelID=93288128&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/735ceae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/bc78fd2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/afd83ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Guilford 21.6 km from Wooster Square 8.8/10 Excellent (56) CA $127 CA $146 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=983128&PinnedHotelID=983128&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/ad77ef5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/4328324a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/cd756b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Shelton 17.7 km from Wooster Square 8.6/10 Excellent (1002) CA $145 CA $166 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&selected=200381&PinnedHotelID=200381&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/fd1eb309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/7d8c99ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/a3588db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/2572ad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Stratford 16.9 km from Wooster Square 8.8/10 Excellent (1001) CA $148 CA $170 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-20&selected=873107&PinnedHotelID=873107&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) ![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/c8eabbef.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) ![Suite, 1 King Bed, Accessible, Bathtub](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/93493dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Marcel New Haven, Tapestry Collection By Hilton Long Wharf, 1 km from Wooster Square 9.4/10 Exceptional (844) CA $129 CA $148 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12&selected=71427300&PinnedHotelID=71427300&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/8d58fa7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/db5c54a9.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/e1028a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Waterbury Downtown 29.5 km from Wooster Square 8.4/10 Very good (1042) CA $125 CA $144 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=34227&PinnedHotelID=34227&HadPinnedHotel=true®ionId=641785043103088640&adults=2&guestRating=35&openPlayBack=true) [See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03®ionId=641785043103088640&adults=2&sort=RECOMMENDED&guestRating=35&openPlayBack=true) ## Where to stay in Wooster Square Find the best Wooster Square areas and neighborhoods for the activities you enjoy most. - Downtown New Haven - Mill River - The Hill - Long Wharf - East Rock ![New Haven showing kayaking or canoeing and a river or creek as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26192-New-Haven.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by visitNewHaven.com ![New Haven showing a monument, a park and a memorial](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26200-New-Haven.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by visitNewHaven.com ![New Haven showing sailing](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26188-New-Haven.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by visitNewHaven.com and Voytec Wacowski ![New Haven showing a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26195-New-Haven.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by visitNewHaven.com ![New Haven showing a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26201-New-Haven.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by visitNewHaven.com [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976008334) ![Downtown New Haven map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:qsb%7BFrfd%7CL_%5E%7DTgAuAyDlEyAcAmDh%40uF_Mk%40%7DEsAc%40dA%7BKsC%3FgA%7DE%7BO%7C%40%7DKSQYlB_N%7EAuAlCgYvXjKzDjAx%40QxDcOgGwF%60ByGfG_JhRpZlc%40%60JpQ%7CAVb%40e%40rWyBtLiKzVaGlImBdEkDhK&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=kcMh64knPD1FQnsu-UYXjcWJcB8=) ### Downtown New Haven In the heart of New Haven, this residential downtown area boasts a variety of restaurants, cafes, theaters, and stores. Explore the arts at Chapel Street Historic District, Broadway area, and Ninth Square district, or visit the Shops at Yale. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976008334) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976472385) ![Mill River map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:sqa%7BFvoa%7CLk%40aCuGkAmHYqS%7DE%7DNaCui%40e%60AQaKd%40oFRQd%40r%40fDzGtJp%40%7ECvBbOOzG%60%40%60NzCx%40eAlA%3FfEoJpYs%40L%60%40%7BDvIKdBy%40b%40y%40lBMrHlAxFlChGfHpJXtAMpCmHn%60%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=BNvpSz4MuOZDV5hAa-DHIHcIx5U=) ### Mill River If you're spending some time in Mill River, Wooster Square and Thread City Crossing are top sights worth seeing. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976472385) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976470810) ![The Hill map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:wh%60%7BFdlg%7CL%7BEmEyAmEyCxCe%40fCaCaAXaGs%40_FoMiYyAeB_A%3FwLnFmExC%7BIhJs%40s%40%3FaVYeAe%40e_%40mCmEtFyRrB%7DErFuHlEgJ%60E%7BKrB%7BK%60C%7BDd%40%3FtLhKfBuAdB%3Fr%40bAK%60GzM%7CL%7EBpF%7CMiCd%40%3FlAdBxA%3Fz%5EcH%7E%40r%40p%40jD%60C%3Fr%40uAYyCp%40cAtDuAd%40sGfDmExAr%40xAfC%3FfB_AvBr%40jDxA%60%40dBq%40zClE%7BEtId%40hCWtBaAvAyC%3Fs%40dB%60CjZmChDuHdAgLlEaEQsBiDuFhDeBjDs%40%60GaIxJ%7BEvI%7BEbAKdB%60ClE%3FbAuBfIyGfJ&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=KC5mRUNBuNpQp8_gCQYr1vy0VGI=) ### The Hill Southwesternmost New Haven, this area boasts historic structures, Union Station, and Yale-New Haven Hospital. Explore Trowbridge Square and City Point, or visit the Lupi-Legna Bakery. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976470810) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6349506) ![Long Wharf map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:i_%60%7BFrpc%7CLcr%40ms%40%60Fao%40eMuWvN%7Dj%40tnBpfCedAp%60%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=3yINrVO0PSHBqYUwbHt0Ak4v9qg=) ### Long Wharf Waterfront district with a mix of commercial, industrial, and recreational facilities, Long Wharf offers attractions like Long Wharf Theatre and Vietnam Veterans Memorial Park. Easily accessible via Interstates 95 and 91, and Church Street Bridge. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6349506) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6349501) ![East Rock map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7Dfd%7BFnla%7CLmuB_v%40zk%40%7B%7D%40eOy%7B%40bUyQrRtNxJ%7DIpKve%40vAvf%40pe%40liAuPxf%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=jevp6Q0TlX3wM7xGnOz00SY95E0=) ### East Rock Prominent trap rock ridge East Rock lends its name to this neighborhood, popular among Yale affiliates and cyclists. Explore East Rock Park or visit the lively Upper State Street commercial district. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6349501) ## Top Wooster Square Hotel Reviews ### Trumbull Marriott Shelton 10/10 Excellent "All was good - polite staff, clean room, comfortable beds." [](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "room was clean and service was excellant. Front desk staff great and very helpful" [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ### Motel 6 New Haven - Branford, CT 10/10 Excellent "An excellent value, good location ❤️(quiet) for an overnight stay." [](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ### Hamden Hotel and Suites – Hamden New Haven 10/10 Excellent "It was clean and they have a really good free breakfast." [](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information) ### Omni New Haven Hotel at Yale 10/10 Excellent "Very nice room and great job by cleaning staff. Lovely top floor dining and bar. " [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ### Hyatt Place Milford / New Haven 10/10 Excellent "Enjoyed my stay " [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ### Hyatt House Shelton 10/10 Excellent "The staff was friendly, efficient and place was very family oriented " [](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) ### Wyndham Southbury 10/10 Excellent "Great location " [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ### The Blake Hotel 10/10 Excellent "All good, except one day where some people were smoking marijuana outside and my room absorb all the smoke. This is unacceptable " [](https://expedia.ca/New-Haven-Hotels-The-Blake-Hotel.h32129620.Hotel-Information) ## Frequently asked questions ### What is Wooster Square like? > You'll be sure to have fun visiting New Haven's Wooster Square neighborhood. Consider a visit to Wooster Square as part of your Wooster Square travel plans. ### How many hotels will I be able to find in Wooster Square? > If you're searching for places to stay in New Haven, Expedia has something to meet your needs with 22 Wooster Square hotels and other accommodations to choose from. ### If I need to cancel my hotel reservation in Wooster Square, will I receive a refund? > Yes! The majority of hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to view the best deals available in Wooster Square. ### What is there to do around this New Haven neighborhood? > Wooster Square is an attraction you might want to check out while you're in Wooster Square. 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