Stay well, then step out and discover Wooster Square.
Best Stays by Sonder
Wooster Square
Find places to stay in Wooster Square. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
Travelers
Popular stays in Wooster Square
Start where you want to be in Wooster Square. Then compare space, amenities and style.
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Oceanfront
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EV Charge Station
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Close to everything worth your time.
Stay genuinely central in Wooster Square when you want dinner, sights, and the best neighborhoods within an easy walk, without sorting through places too far from the reason you came.
Sonder hasn't arrived in Wooster Square yet. You may like these stays from trusted partners
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Oceanfront
-
EV Charge Station
-
Parking
-
Pool
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Oceanfront
-
EV Charge Station
-
Parking
-
Ocean View
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
Wooster Square answers before you book.
There are a lot of options in Wooster Square. If you plan on staying in the Wooster Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wooster Square:
- Stunning Apt W/Parking and Gym | Downtown at Yale
- Garden Level Suite, Court Street
- Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
- Luxury 2BR Apt + Work-From-Home Space
- The Queen Anne: Spacious New Haven Retreat, Close to Yale & Downtown
- Gemstone: Family-friendly, Close to Yale & Downtown New Haven
- Modern Westville Home near Yale and Hospitals
- PinkN'Peachy: East Rock 5 Mins from DT|Yale 5 beds
- GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
- Spacious Stay Downtown New Haven
Currently, the total number of properties listed in 2026 is over 71 in the Wooster Square area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wooster Square.