Wallingford Vacations from $524
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Your Wallingford Vacation
The rich history and spectacular views are just the start of the things Wallingford has on offer. Enjoy the best of this interesting city your way with a tailor-made Wallingford vacation package. A trip to Wallingford is a wonderful opportunity to see the sights. Be sure to visit popular attractions like Toyota Oakdale Theatre, Quinnipiac University and Choate Rosemary Hall. A few clicks is all it takes to craft your perfect Wallingford vacation on Expedia.
The Latest Wallingford vacation packages
Price found within the past 48 hours. Click for updated prices.
New Haven Hotel
Downtown New Haven
$625
per person
Nov 25 - Nov 30
just found
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (2,294 reviews)
The hotel is well located to all of downtown New Haven and Yale University. The staff is friendly and helpful. The parking garage across the streets that allow guests to park for $24 a day is connected by an enclosed bridge way that takes you to the second floor of the hotel. We chose a king standard room and the bed was extremely comfortable, with a duvet that was light but warm. I would absolutely stay here again.
Reviewed on Sep 19, 2026
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
$909
per person
Nov 25 - Nov 30
just found
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.6/10 Exceptional! (86 reviews)
Excellent value — a very thoughtfully decorated and well-maintained apartment, effective air conditioning, blackout curtains in every room — really helped the vacation to feel like a “treat”!
I did feel their app / web portal had “quite a lot” baked in it which could feel intimidating at first — vs. a “easy button” version at the top for simple functions like lock/unlock door — but would absolutely consider other Hyatus properties in the future!
Reviewed on Sep 18, 2026
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View all tripsStay near popular Wallingford attractions
Toyota Oakdale Theatre
8.0/10 (173 reviews)
This historic venue hosts renowned musicians and theatrical productions in its acoustically excellent space. Arrive early to enjoy the vibrant atmosphere and bars that minimize wait times during popular performances.
Gouveia Winery
7.0/10 (7 reviews)
Perched on a Connecticut hilltop, Gouveia Vineyards pairs award-winning Portuguese-style wines with breathtaking countryside views. Bring a picnic to enjoy with your tasting flight overlooking rolling vineyards.
Wallingford Public Library
6.4/10 (7 reviews)
The Wallingford Public Library serves as a vibrant community hub with extensive resources and diverse programming for all ages. Explore their Collaboratory space where creative tools and technology await.
Paradise Hills Vineyard
6.4/10 (6 reviews)
This family-owned Tuscan-style winery showcases award-winning wines crafted from estate-grown grapes. Savor wine flights by the fireplace or overlooking the vineyard while enjoying live weekend music.
Paul Mellon Arts Center
6.4/10 (5 reviews)
Designed by I.M. Pei, this modernist arts center showcases student and professional exhibitions in striking architectural spaces. Attend performances in its theater or explore galleries featuring contemporary works.
Tradition Golf Club at Wallingford
6.6/10 (7 reviews)
This championship course weaves through Connecticut's rolling countryside with strategic water hazards and tree-lined fairways. Reserve a morning tee time to experience the signature 14th hole in perfect light.
On Track Karting
You can take time to visit On Track Karting during your travels to Wallingford.
Wallingford Hotel Deals
Fairfield by Marriott Inn & Suites Wallingford New Haven
100 Miles Dr Wallingford CT
Fully refundableReserve now, pay when you stay
$125 nightly
$144 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
"Spent a Saturday night—happy with the experience. Clean, quiet, helpful staff"
Reviewed on Sep 13, 2026
Hilton Garden Inn Wallingford/Meriden
1181 Barnes Rd Wallingford CT
Fully refundableReserve now, pay when you stay
$147 nightly
$169 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
"It’s a lovely property but the front desk is a missed opportunity. Both the hello and goodbye was lacking."
Reviewed on Sep 19, 2026
Homewood Suites by Hilton Wallingford-Meriden
90 Miles Drive Wallingford CT
Fully refundableReserve now, pay when you stay
$169 nightly
$195 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
"Great staff Very clean Spacious suites Great location"
Reviewed on Sep 19, 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.
Find the Best Wallingford Vacation Packages
Wallingford Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 17,700 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Toyota Presents Oakdale Theatre, Shubert Theater and Yale University Art Gallery |
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Frequently asked questions
How much does a Wallingford vacation package cost?
Offering excellent value package deals from $524 on Expedia, you'll be pleasantly surprised at how much a vacation to Wallingford costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Wallingford?
December, January and February are the best times to look for cheap Wallingford vacation packages. Opting to travel in quieter periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Wallingford?
You can visit all the main attractions in Wallingford within a few days, including the popular Paradise Hills Vineyard. If you want an extended Wallingford vacation, check out what sort of activities and excursions are available in the area.
Is it worth booking a vacation package to Wallingford?
Wallingford is a good vacation destination with attractions like Toyota Oakdale Theatre among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Wallingford vacation promises fun for everyone.
How to find the best Wallingford package deals?
Begin your search for a Wallingford package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Wallingford package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Wallingford getaway off to a flying start.
Is it cheaper to book a Wallingford vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Wallingford vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Wallingford?
If you're considering a spontaneous Wallingford adventure, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Wallingford vacation packages?
Your Wallingford trip should be an escape from your busy life, not a source of money worries. So to give you more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
