Exclusive Wooster Square Vacation Deals

Wooster Square vacation package deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was CA $994, price is now CA $945 per person
CA $945
per person
Jul 28 - Aug 3
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free WiFi, free parking, and room service. Popular attractions Tanger Outlets and Crystal Lake Town Park are located nearby.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $1,408, price is now CA $1,116 per person
CA $1,116
per person
Jul 28 - Aug 3
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $3,756, price is now CA $3,503 per person
CA $3,503
per person
Jul 24 - Jul 28
just found
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartford HealthCare Amphitheater and Svihra Park are located nearby.
Liberty Inn

Liberty Inn

2 out of 5
Price was CA $1,036, price is now CA $975 per person
CA $975
per person
Jul 28 - Aug 3
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Essex Saybrook Antique Village Shopping Center and Ferry Landing State Park are located nearby.
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
Price was CA $1,145, price is now CA $1,142 per person
CA $1,142
per person
Jul 28 - Aug 3
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ferry Landing State Park and Essex Saybrook Antique Village Shopping 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 $945 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

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
The price is CA $180 per night
CA $180
CA $207 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
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
The price is CA $200 per night
CA $200
CA $231 total
Jun 21 - Jun 22
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and New Haven Green are located nearby.
Pet-friendly
Free WiFi
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr New Haven CT
Free cancellation
Reserve now, pay when you stay
The price is CA $153 per night
CA $153
CA $176 total
Jul 1 - Jul 2
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Long Wharf Theatre and Wooster Square are located nearby.
Breakfast included
Pet-friendly
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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.