Exclusive Wooster Square Vacation Deals

Wooster Square vacation package deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $280, price is now $206 per person
$206
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and perks like free self parking.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $1,812, price is now $1,196 per person
$1,196
per person
Dec 23 - Dec 26
found 17 hours ago
Roundtrip non-stop flight included
El Paso (ELP) 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.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $387, price is now $263 per person
$263
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $738, price is now $518 per person
$518
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
This 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.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Save 100% on your flight
Price was $327, price is now $230 per person
$230
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $4,404, price is now $3,199 per person
$3,199
per person
Nov 22 - Nov 27
found 2 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New Haven (HVN)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Enjoy the gym and perks like free valet parking and free WiFi. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.

Frequently asked questions

How much are vacation packages to Wooster Square?
Bag an express ticket to an impressive deal with Travelocity's $206 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

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
$151 nightly
The price is $174 total per night
$174 total
Nov 23 - Nov 24
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. 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
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
$108 nightly
The price is $125 total per night
$125 total
Nov 23 - Nov 24
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
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
$130 nightly
The price is $150 total per night
$150 total
Nov 23 - Nov 24
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.
Pet friendly
Parking included
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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.