Woodbridge Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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!
Top Woodbridge Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ready to book your vacation to Woodbridge?
Woodbridge Hotel Deals
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
CA $178
CA $205 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (2,344 reviews)
"conveniently located clean well appointed hotel"
Reviewed on Sep 23, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
CA $129
CA $148 total
Oct 4 - Oct 5
includes taxes & fees
The Circle Hotel Fairfield
417 Post Road Fairfield CT
CA $188
CA $231 total
Oct 19 - Oct 20
includes taxes & fees
9/10 Wonderful! (1,474 reviews)
"Clean room, broken shade in 5, shredded bath towel, comfortable beds, small fridge, no microwave, not breakfast but basic continental, old motel-like, non-ADA, add-on facility charge is a slap, overpriced."
Reviewed on Sep 23, 2026
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.
Stay near popular Woodbridge attractions
Tradition Golf Club at Oak Lane
Find out about the history of Woodbridge when you spend time at Tradition Golf Club at Oak Lane. Stroll along the beaches or experience the area's art scene.
Beverly Kaye Gallery
You can spend an afternoon exploring the galleries in Beverly Kaye Gallery in Woodbridge. Stroll along the beaches or experience the area's art scene.
Frequently asked questions
How much does a Woodbridge vacation package cost?
You'll find cheap prices from CA $1,931 on Expedia for your Woodbridge escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Woodbridge costs.
What are the cheapest months to go to Woodbridge?
To score cheap Woodbridge vacation packages, plan your getaway outside of peak periods like public holidays and major festivals. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Woodbridge?
Dedicate at least 2 days for your Woodbridge vacation to immerse yourself in everything that makes this place unique. Wander around popular neighbourhoods, including Downtown New Haven and Long Wharf. Then make a beeline for top sights such as Peabody Museum of Natural History and Indian Well State Park. With a clever itinerary, you'll be kept busy with room for some rest time too. Want to venture outside of Woodbridge? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to Woodbridge?
During your Woodbridge vacation, you can look forward to experiencing some top-notch nature and hiking. Leave enough time in your itinerary to check out major sights like Tradition Golf Club at Oak Lane and Beverly Kaye Gallery.
How to find the best Woodbridge package deals?
Use Expedia's filters to help you find some unbeatable Woodbridge package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Woodbridge package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Woodbridge vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Woodbridge vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Woodbridge?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Woodbridge trip.
How to plan a trip to Woodbridge?
- Choose when to travel: Check your schedule and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to escape to Woodbridge.
- Plan your budget wisely: On top of the cost of your accommodations, you'll need to factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may arise during your trip to Woodbridge.
- Work out your trip length: Think about how much time you want to spend discovering Woodbridge. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Woodbridge vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
