
Wooster Square Vacation Packages
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- Econo Lodge Inn & Suites Old Saybrook Westbrook
Jul 12 - Jul 15Econo Lodge Inn & Suites Old Saybrook Westbrook + Flight
Old Saybrook3 nights7.2/10 - Good (477 reviews)"The bedding smelled and the mattress was old. The rugs in the hallways were old and smelled . There was an odor throughout the motel. The staff was friendly and the price was reasonable but I will never book an Econo Lodge again. Extremely disappointed"Reviewed May 23, 2026Roundtrip • Toronto (YYZ) - New York (LGA)YYZ - LGA • Nonstop LGA - YYZ • NonstopCA $578CA $564found 1 day agoper traveller - Beechmont - Perfect for Family Retreat!
Jul 30 - Aug 3Beechmont - Perfect for Family Retreat! + Flight
North End4 nightsRoundtrip • Toronto (YYZ) - New York (LGA)YYZ - LGA • Nonstop LGA - YYZ • NonstopCA $3,739CA $2,729found 1 day agoper traveller - Pier Blue Inn Old Saybrook - Essex
Jul 31 - Aug 3Pier Blue Inn Old Saybrook - Essex + Flight
Saybrook Manor3 nights8.0/10 - Very good (1,002 reviews)"The mold was seen visible in the bathroom and the floors were not clean. Old furniture and asked for a rebate to no avail. Was told the property was updated. Beds are old and furniture is not new. TV has very few stations. Was not satisfied at all."Reviewed May 25, 2026Roundtrip • Toronto (YYZ) - New York (LGA)YYZ - LGA • Nonstop LGA - YYZ • NonstopCA $1,005CA $737found 1 day agoper traveller - Saybrook Point Resort & Marina
Jul 31 - Aug 3Saybrook Point Resort & Marina + Flight
Old Saybrook Center3 nights9.6/10 - Exceptional (1,001 reviews)"Beautiful view, comfortable nice and clean rooms and two restaurants. I have not felt so relaxed in a long time. "Reviewed May 21, 2026Roundtrip • Toronto (YYZ) - New York (LGA)YYZ - LGA • Nonstop LGA - YYZ • NonstopCA $1,762CA $1,674found 1 day agoper traveller
Where to stay in Wooster Square
Find the best Wooster Square areas and neighborhoods for the activities you enjoy most. Learn more about Wooster Square

Downtown New Haven
4 out of top 10 points of interest in this area
5/5(4 area reviews)
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.
Wooster Square Hotel Deals

New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jun 7 to Jun 8
CA $190
CA $218 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (2,142 reviews)
"Front desk staff made my check in quick and easy, answered my questions re: parking w/o issue. Since we arrived after 8pm, I really appreciated the security of the parking garage across the street (gated w/ key card access) and the ease of getting to the hotel from the sky bridge. The room was clean ..."
Reviewed on May 27, 2026

Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from May 31 to Jun 1
CA $175
CA $202 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"The bathroom was too small. The coffee maker didn’t work well."
Reviewed on May 27, 2026

Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from May 31 to Jun 1
CA $179
CA $205 total
May 31 - Jun 1
includes taxes & fees
8/10 Very Good! (1,624 reviews)
"The staff was wonderful, but the parking area could use more lighting at night"
Reviewed on May 27, 2026
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.
Frequently asked questions
Discover the most popular places to visit in Wooster Square

Yale University
4.5/5(21 reviews)
Enjoy the collegiate vibe around Yale University, a top college in New Haven. Stroll along the beaches or experience the area's art scene.
Sterling Memorial Library at Yale University
After visiting Sterling Memorial Library at Yale University, make a plan to see the other sights and activities in New Haven. Experience the area's art scene and museums.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.






















