Wooster Square Vacation Deals: Wooster Square, Mill River Holidays

Wooster Square vacation package deals

Price found within the past 48 hours. Click for updated prices.

New Haven Hotel

Downtown New Haven

per person

May 2 - May 4

found 18 hours ago

Roundtrip flight included

Toronto (YYZ) to New Haven (HVN)

Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and Schubert Performing Arts Center are located nearby.

The Surfside Hotel

Lordship

per person

Apr. 16 - Apr. 23

found 13 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to New Haven (HVN)

Book a stay at this beach hotel in Stratford. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Long Beach and Lordship Beach are located nearby.

Hilton Garden Inn Hartford North/Bradley Int'l Airport

per person

Apr. 17 - Apr. 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to New Haven (HVN)

Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vintage Radio and Communications Museum of Connecticut and Windsor Historical Society are located nearby.

Water's Edge Resort & Spa

Westbrook Center

per person

Apr. 16 - Apr. 21

found 18 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to New Haven (HVN)

Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.

The Captain Stannard B&B Country Inn

Westbrook Center

per person

Apr. 16 - Apr. 21

found 18 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to New Haven (HVN)

Stay at this 3-star B&B in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westbrook Town Beach and Tanger Outlets are located nearby.

Saybrook Point Resort & Marina

Old Saybrook Center

per person

Apr. 16 - Apr. 21

found 18 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to New Haven (HVN)

Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions General William Hart House and Katharine Hepburn Cultural Arts Center are located nearby.

Frequently asked questions

How much are vacation packages to Wooster Square?

Bag an express ticket to an impressive deal with Travelocity’s CA $577 Wooster Square vacation package. Not only can you save big on your flights and hotel, you can also add on one or two fun local activities or even a rental vehicle.

Where can I get the best vacation package deals for Wooster Square?

Travelocity will be able to help you snag an awesome Wooster Square package deal. With more than 400 airlines and 665,000 properties across the world, you’re sure to find one that works for you.

Why should I purchase my Wooster Square vacation package via Travelocity?

We’ve got 24/7 support, first-rate service and a Price Match Guarantee. Life is all about the journey — and we have alluring destinations for you to journey to all over the world. Travel with us and your bank balance will thank you for it.

Can I go on vacation to Wooster Square at this time?

Find out all the info that’s important relating to travel restrictions and quarantine policies ahead of your journey to Wooster Square. Our Covid-19 Travel Advisor is full of advice to help make your vacation relaxed and stress-free.

Top Wooster Square hotel deals

New Haven Hotel

229 George Street, New Haven, CT

Free cancellation

Reserve now, pay when you stay

CA $158

CA $181 total

includes taxes & fees

30 Mar - 31 Mar

Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and Schubert Performing Arts Center are located nearby.

Pet-friendly

Free WiFi

Omni New Haven Hotel at Yale

155 Temple St, New Haven, CT

Free cancellation

Reserve now, pay when you stay

CA $206

CA $237 total

includes taxes & fees

16 Mar - 17 Mar

Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Trinity Church on the Green and Schubert Performing Arts Center are located nearby.

Pet-friendly

Free WiFi

Cambria Hotel New Haven University Area

20 Dwight Street, New Haven, CT

Free cancellation

Reserve now, pay when you stay

CA $158

CA $181 total

includes taxes & fees

30 Mar - 31 Mar

Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yale University Art Gallery and Yale Repertory Theater are located nearby.

Pet-friendly

Free WiFi

Don't see what you're looking for?

See all available properties in Wooster Square

View all properties

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.