Wooster Square Holidays

Book a Hotel + Flight or Car together to unlock savings

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
Five Mile Point Lighthouse, also known as Old New Haven Harbor Lighthouse

Downtown New Haven

5 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 Grove Street Cemetery are top sights worth seeing.

Find hotels in Downtown New Haven

Top hotels in Wooster Square

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 2.869.650 ₫ per night from 13 Mar to 14 Mar
2.869.650 ₫
3.300.098 ₫ total
13 Mar - 14 Mar
includes taxes & fees
9/10 Wonderful! (2,025 reviews)
Everything

Reviewed on 1 Mar 2026

New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Fully refundable
The price is 3.086.084 ₫ per night from 22 Mar to 23 Mar
3.086.084 ₫
3.548.996 ₫ total
22 Mar - 23 Mar
includes taxes & fees
8.8/10 Excellent! (1,019 reviews)
Hotel was clean and close to the hospital

Reviewed on 27 Feb 2026

Cambria Hotel New Haven University Area
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is 3.964.947 ₫ per night from 12 Mar to 13 Mar
3.964.947 ₫
4.559.689 ₫ total
12 Mar - 13 Mar
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
The hotel is old and everything makes noise. I was woken up multiple times each of the 2 nights I slept there. You can hear right through the walls: baby crying, elevator, doors closing, plumbing (toilets flushing, sinks/showers), and the noise ousting is insane (music, cars, etc.) I will never stay ...

Reviewed on 1 Mar 2026

Omni New Haven Hotel at Yale
See all 935 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 1null000null000 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

Stairs detail in an apartment complex

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
View of the New Haven Green and downtown, in New Haven, Connecticut

New Haven Green

After visiting New Haven Green, make a plan to see the other sights and activities in New Haven. Stroll along the beaches or experience the area's art scene.

New Haven Green
Front entrance to the Yale Peabody Natural History Museum in New Haven CT

Peabody Museum of Natural History

You can browse the exhibits at Peabody Museum of Natural History, a museum with a story of its own, during your travels to New Haven. Experience the area's art scene and museums.

Peabody Museum of Natural History