Wooster Square Packages (Flight + Hotel)

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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
New Haven which includes kayaking or canoeing and a river or creek as well as a couple

Downtown New Haven

6 out of top 10 points of interest in this area
4.5/5(6 area reviews)

If you're spending some time in Downtown New Haven, Sterling Memorial Library at Yale University and New Haven Green are top sights worth seeing.

Find hotel + flight trips in Downtown New Haven

Top hotels in Wooster Square

Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
The price is ฿3,391 per night from 16 Jun to 17 Jun
฿3,391
per night
16 Jun - 17 Jun
8.2/10 Very Good! (1,011 reviews)
"Coffee shop was supposed to open at 7 am on Sundays and when asked for a coffee at 7:15 am to the employee said that we have to wait 15 minutes to order it."

Reviewed on 2 Jun 2024

Courtyard by Marriott Waterbury Downtown
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is ฿5,454 per night from 30 Jun to 1 Jul
฿5,454
per night
30 Jun - 1 Jul
8.8/10 Excellent! (1,249 reviews)
Amazing stay!!!
"Clean, friendly staff, great location, easy parking. Would absolutely stay again. Beautiful hotel."

Reviewed on 4 Jun 2024

New Haven Hotel
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
The price is ฿4,169 per night from 13 Jun to 14 Jun
฿4,169
per night
13 Jun - 14 Jun
7.4/10 Good! (1,018 reviews)
"Always a pleasure to stay at this property when in the area. Staff is very helpful and friendly."

Reviewed on 4 Jun 2024

Hilton Garden Inn Shelton
See all 864 properties in Wooster Square
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

How much does a Wooster Square holiday package cost?
From as low as . Yes, you read that correctly. Our Wooster Square holiday packages are the quickest way to stretch your budget. Bundle your hotels, flights and rental car and get to know this top destination.
How do I get a cheap travel package to Wooster Square?
Bundle your bookings with Expedia to save big on your next trip. With over 550 airlines and 1,000,000 properties across the world, your Wooster Square holiday package can be tailored exactly to suit your budget. With all that extra cash, why not throw in one or more awesome tours and experiences? It’s an easy way to unlock even more savings. Your dream getaway to Wooster Square is much closer than you thought!
Where should I stay in Wooster Square?
Make sightseeing easy by staying within walking distance of Wooster Square’s main attractions. Yale University and Yale Bowl are two of the best in the area.
What are the top hotels in Wooster Square?
Historic Mansion Inn and Stylish Luxury In New Haven, Ct are among the most popular hotels in Wooster Square. Why not have a look at the facilities and amenities at each and then make a decision?
How far in advance should I book my Wooster Square holiday?
It’s tricky picking the perfect time for airfares, but we generally suggest the earlier, the better. Many international flights on Expedia become available up to 12 months in advance. If you’re booking last minute, don’t despair. Bargain prices appear from time to time within a few weeks of departure dates.
What does an Expedia Wooster Square travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your perfect Wooster Square travel package. Once you’ve made your booking, you can add on fun stuff like tours and activities. Don’t forget — the more you bundle, the more you’ll save!
What should I know before booking a Wooster Square travel package?
A package can be more affordable than individually booking everything you need for your adventure. For example, combine your hotels, flights and rental cars and save a tidy sum. Whatever your holiday plans, there’s sure to be a package within your budget.
Can I choose my airline with a Wooster Square Expedia holiday package?
Most definitely. Expedia has over 550 airline partners to pick from around the globe. With all that choice, finding the ideal carrier to take you to Wooster Square won’t be hard.
If I'm not able to travel, can I cancel my Wooster Square holiday package?
Yes you can, and we’re here to help. You may be able to change or cancel your Wooster Square holiday package at no cost within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If your circumstances unexpectedly change, visit our Customer Service Portal for further information.

Popular places to visit

Image for Wooster Square

Wooster Square

Find out about the history of New Haven when you take a trip to Wooster Square. Experience the area's art scene and museums.

Wooster Square
Image for Yale University

Yale University

5/5(5 reviews)

Walk around the campus of Yale University, a top university in New Haven. Stroll along the beaches or experience the area's art scene.

Yale University
Image for New Haven City Hall

New Haven City Hall

New Haven City Hall is just one of the places to see in New Haven, so why not enjoy the other things to explore during your travels? Experience the area's art scene and museums.

New Haven City Hall

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.