Wallingford Vacations from $538

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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

New Haven Hotel

Downtown New Haven
Save 100% on your flight
$538
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (2,262 reviews)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

North End
Save 100% on your flight
$800
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
No reviews
Las Flores Villa

Las Flores Villa

Save 100% on your flight
$3,559
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
10/10 Exceptional! (1 review)
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

Newhallville
Save 100% on your flight
$731
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on May 25, 2026

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

Downtown New Haven
Save 100% on your flight
$638
per person
Sep 26 - Sep 30
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.6/10 Excellent! (1,070 reviews)
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Stay 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.
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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.
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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.
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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.
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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.
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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.
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Bowlero Wallingford

This modern entertainment center offers 40 state-of-the-art bowling lanes alongside an arcade and sports bar. Reserve lanes online for weekday evenings when the neon-lit venue is less crowded.
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On Track Karting

You can take time to visit On Track Karting during your travels to Wallingford.
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Wallingford Hotel Deals

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

1181 Barnes Rd Wallingford CT
Fully refundableReserve now, pay when you stay
$139 nightly
$159 total
Sep 6 - Sep 7
Total with taxes and fees
Hilton Garden Inn Wallingford/Meriden
Fairfield by Marriott Inn & Suites Wallingford New Haven

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 13 - Sep 14
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"Great experience! Everything was great! The sofa bed was so comfortable and exceeded my expectations!"

Reviewed on Aug 27, 2026

Fairfield by Marriott Inn & Suites Wallingford New Haven
Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden

90 Miles Drive Wallingford CT
Fully refundableReserve now, pay when you stay
$144 nightly
$165 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Convenient location and amenities. Suoer clean. Friendly staff"

Reviewed on Aug 23, 2026

Homewood Suites by Hilton Wallingford-Meriden
See all 1,336 properties in Wallingford
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 $538 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.