Woodbridge Vacations from $269

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Your Woodbridge Vacation

Reserve a Woodbridge vacation package and get ready to experience all this lively city has to offer. Consider staying in the neighborhood of Downtown New Haven, which is good for shopping, bars and pubs and history. A trip to Woodbridge is a superb opportunity to do a bit of sightseeing. Be sure to look around big-name attractions such as Yale University, Yale Bowl and East Rock Park. Stop dreaming and start traveling. Check out the broad range of options on Expedia today and put your Woodbridge vacation plans into motion!

The Latest Woodbridge vacation packages

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel New Haven University Area
Graduate by Hilton New Haven
Omni New Haven Hotel at Yale
Luxury Apartments by Hyatus at Pierpont
Hilton Garden Inn Milford
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Woodbridge Hotel Deals

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $155 total per night from Jul 21 to Jul 22
$155 total
Jul 21 - Jul 22
Total includes taxes and fees
8.8/10 Excellent! (1,621 reviews)
"Nice staff and great room."

Reviewed on Jul 2, 2025

New Haven Hotel
The Circle Hotel Fairfield
The Circle Hotel Fairfield
3 out of 5
417 Post Road, Fairfield, CT
$179 nightly
The price is $206 total per night from Jul 9 to Jul 10
$206 total
Jul 9 - Jul 10
Total includes taxes and fees
8.8/10 Excellent! (1,391 reviews)
"Small but quality stay. They're planning a major remodel and updating it adding rooms I think this will take away from the uniqueness of this place that's been here for over 50 years"

Reviewed on Jun 30, 2025

The Circle Hotel Fairfield
Motel 6 Milford, CT
Motel 6 Milford, CT
2 out of 5
111 Schoolhouse Road, Milford, CT
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $96 total per night from Jul 6 to Jul 7
$96 total
Jul 6 - Jul 7
Total includes taxes and fees
6/10 (1,001 reviews)
If you like weed this hotel is for you!
"It was good because it was pet friendly and we had to travel with our 2 dogs. The repairs in our room that have been done over time, unfortunately look like they were not done by professionals. I'm more disappointed about the fact that people loiter in the parking lot smoking marijuana and the hotel ..."

Reviewed on Jul 2, 2025

Motel 6 Milford, CT
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.

Find the Best Woodbridge Vacation Packages

Woodbridge Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
9,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Walnut Beach, Toyota Presents Oakdale Theatre and Silver Sands State Park

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Frequently asked questions

How much does a Woodbridge vacation package cost?
Offering great value package deals from $269 on Expedia, you'll be thrilled with how little a vacation to Woodbridge costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Woodbridge?
You're likely to find lower prices and better availability in December, January and February. Browse our cheap Woodbridge vacation packages and you could get some great off-season discounts.
How many days is enough for Woodbridge?
The ideal duration of your Woodbridge vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to tick off all the main attractions and discover some hidden gems along the way.
Is it worth booking a vacation package to Woodbridge?
Whether you're planning to discover attractions like Tradition Golf Club at Oak Lane and Beverly Kaye Gallery, or want to experience its top-notch nature and hiking, a Woodbridge vacation is sure to exceed your expectations. Book your getaway with Expedia and find out why Woodbridge is such a good vacation destination.
How to find the best Woodbridge package deals?
Bagging a cheap Woodbridge package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Woodbridge package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Woodbridge vacation as a package?
You can enjoy significant savings on your Woodbridge getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Woodbridge?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Woodbridge escape.
Does Expedia offer Book Now, Pay Later Woodbridge vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Woodbridge trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.