Wallingford Vacations from $345

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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

3.5 out of 5
Downtown New Haven
Price was $414, price is now $345 per person
$345
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
9/10 Wonderful! (1,842 reviews)
Lovely room, well appointed. Staff were friendly and helpful and the location was great for getting around and eating out. We travelled with our daughter and it was great that they offered to upgrade our room free of charge to one with two beds rather than the pull out bed. The one star has been taken off because we are still waiting for a refund on the holding deposit we seem to have been charged. We were asked for a card on arrival for incidentals. Not sure why $100 has still not been refunded as my invoice confirmed no extra charges, but we've had no response to our query. Other hotels we've stayed in on our trip have refunded the holding deposit immediately.

Reviewed on Oct 30, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $670, price is now $552 per person
$552
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to New Haven (HVN)
9.2/10 Wonderful! (889 reviews)
Beautiful hotel, well-decorated

Reviewed on Oct 27, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Price was $1,439, price is now $1,192 per person
$1,192
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to New Haven (HVN)
9.4/10 Exceptional! (323 reviews)
Beautiful hotel ! Great waterviews, staff and restaurant food !

Reviewed on Oct 27, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $459, price is now $384 per person
$384
per person
Dec 5 - Dec 8
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to New Haven (HVN)
8.8/10 Excellent! (1,018 reviews)
A really pleasant stay. Easy access to airport, but not so close you are in the flight path.

Reviewed on Nov 2, 2025

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $515, price is now $444 per person
$444
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to New Haven (HVN)
8.2/10 Very Good! (1,009 reviews)
Lovely spacious and clean room. Very comfortable beds.

Reviewed on Oct 23, 2025

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Discover the most popular places to visit in Wallingford

Toyota Oakdale Theatre

4/5(86 reviews)

Get tickets for a show at Toyota Oakdale Theatre, a theater with a story to tell in Wallingford. You can attend a sporting event while in the area.

Toyota Oakdale Theatre

Choate Rosemary Hall

5/5(2 reviews)

Explore the campus of Choate Rosemary Hall, during your trip to Wallingford. While in this family-friendly area, you can savor the top-notch restaurants.

Choate Rosemary Hall

Paul Mellon Arts Center

You can spend time exploring the galleries in Paul Mellon Arts Center during your trip to Wallingford. While in this family-friendly area, you can savor the top-notch restaurants.

Paul Mellon Arts Center

Wallingford Hotel Deals

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden

3 out of 5
90 Miles Drive, Wallingford, CT
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $150 total per night from Nov 20 to Nov 21
$150 total
Nov 20 - Nov 21
Total with taxes and fees
9/10 Wonderful! (875 reviews)
Great for Choate visitors.

Reviewed on Oct 21, 2025

Homewood Suites by Hilton Wallingford-Meriden
Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

3 out of 5
1181 Barnes Rd, Wallingford, CT
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $141 total per night from Nov 23 to Nov 24
$141 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Great staff very nice hotel overall.

Reviewed on Oct 31, 2025

Hilton Garden Inn Wallingford/Meriden
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
$94 nightly
The price is $108 total per night from Nov 9 to Nov 10
$108 total
Nov 9 - Nov 10
Total with taxes and fees
8.6/10 Excellent! (1,145 reviews)
Room was immaculate; the staff was friendly and prompt Breakfast area neatly arranged. Will go back for sure

Reviewed on Oct 29, 2025

Holiday Inn Express Southington by IHG
See all 1,172 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 $345 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.