Exclusive Wooster Square Vacation Deals

Wooster Square vacation package deals

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

Quality Suites Stratford

2.5 out of 5
Price was $222, price is now $180 per person
$180
per person
Jan 23 - Jan 25
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
A golf course and a gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $462, price is now $373 per person
$373
per person
Jan 23 - Jan 26
found 19 hours 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 business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.

Landing Modern 2bd, Gym

3 out of 5
West New Haven
Price was $592, price is now $484 per person
$484
per person
Jan 23 - Jan 26
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
A gym, self parking, and barbecue grills are featured at this apartment. WiFi in public areas is free. A business center, a garden, and a picnic area are also on offer.
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 $1,241, price is now $1,026 per person
$1,026
per person
Jan 30 - Feb 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $372, price is now $323 per person
$323
per person
Jan 23 - Jan 25
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
Price was $336, price is now $294 per person
$294
per person
Jan 23 - Jan 26
found 19 hours 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. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Frequently asked questions

How much are vacation packages to Wooster Square?
Bag an express ticket to an impressive deal with Travelocity's $180 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
$89 nightly
The price is $103 total per night
$103 total
Dec 30 - Dec 31
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
$169 nightly
The price is $195 total per night
$195 total
Dec 21 - Dec 22
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
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Free Cancellation
$103 nightly
The price is $119 total per night
$119 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.
Pet friendly
Free WiFi
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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.