Exclusive Wooster Square Vacation Deals

Wooster Square vacation package deals

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Save 100% on your flight
Price was $500, price is now $331 per person
$331
per person
May 18 - May 23
found 8 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $4,256, price is now $2,540 per person
$2,540
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,646, price is now $1,134 per person
$1,134
per person
May 18 - May 23
found 8 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $549, price is now $403 per person
$403
per person
Jun 13 - Jun 15
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $856, price is now $640 per person
$640
per person
Jun 13 - Jun 15
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $582, price is now $441 per person
$441
per person
Jun 13 - Jun 15
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.

Frequently asked questions

How much are vacation packages to Wooster Square?
Bag an express ticket to an impressive deal with Travelocity's $331 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 1,000,000 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.

Top Wooster Square hotel deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $123 total per night
$123 total
Apr 29 - Apr 30
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pet friendly
Free WiFi
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $185 total per night
$185 total
Apr 27 - Apr 28
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Pet friendly
Free WiFi
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

4 out of 5
500 Sargent Drive New Haven CT
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $156 total per night
$156 total
Apr 26 - Apr 27
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-in. Free self parking, express check-out, and dry cleaning are also offered.
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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.