Wallingford Vacations from $770

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The Latest Wallingford vacation packages

Price found within the past 48 hours. Click for updated prices.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $980, price is now $770 per person
$770
per person
Aug 23 - Aug 28
found 16 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
10/10 Exceptional! (1 review)

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $1,008, price is now $775 per person
$775
per person
Aug 23 - Aug 28
found 16 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
8.8/10 Excellent! (1,000 reviews)
Everything was great

Reviewed on Jun 30, 2026

Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $1,310, price is now $1,021 per person
$1,021
per person
Aug 23 - Aug 28
found 16 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
9/10 Wonderful! (118 reviews)
This was our second time staying here and it never disappoints! I booked this trip during our kids' spring break for a quick getaway and to use the amazing heated outdoor pool. It's a great location convenient to all the amazing sites Vermont has to offer. Would love to go back again in the fall!

Reviewed on Apr 19, 2026

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,207, price is now $950 per person
$950
per person
Aug 23 - Aug 28
found 16 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
9/10 Wonderful! (99 reviews)
The lock situation on the door to my cabin was concerning. The key was required to lock it from both the inside and the outside (presenting a hazard if I needed to escape quickly), and there was no deadbolt. There was another lock that had a keyhole on both the inside and outside, but my key did not work on it. As a single woman staying on the property entirely alone in the off season, I felt the need to barricade my door each night to ensure nobody could get in, since I couldn't deadbolt it.

Reviewed on Jun 18, 2026

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,201, price is now $946 per person
$946
per person
Aug 23 - Aug 28
found 16 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
9.4/10 Exceptional! (947 reviews)
We stayed at the Maple Cottage and enjoyed the beautiful view of the lake. My family and pup had a great stay, and the staff was very helpful. We’d be happy to come back!

Reviewed on Jul 7, 2026

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Stay near popular Wallingford attractions

Elfin Lake

This crystal-clear 20-acre lake offers a serene retreat for swimming and kayaking in Wallingford, Vermont. Explore surrounding trails or join the annual Rotary Lobster Fest held lakeside in late August.
See properties

Wallingford Hotel Deals

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Tinmouth VT
10/10 Exceptional! (190 reviews)
"Pictures online don’t do this property justice. It is even more beautiful in person. We enjoyed our stay very much and will be back."

Reviewed on Jul 4, 2026

Get rates
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $152 total per night from Jul 19 to Jul 20
$152 total
Jul 19 - Jul 20
Total with taxes and fees
7.4/10 Good! (1,000 reviews)
"We liked our room because it had double balconies!"

Reviewed on Jul 6, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $172 total per night from Jul 9 to Jul 10
$172 total
Jul 9 - Jul 10
Total with taxes and fees
9.2/10 Wonderful! (1,008 reviews)
"Such a great place! Very accommodating with dogs. Beds very comfortable! Great views!"

Reviewed on Jul 7, 2026

The Mountain Inn at Killington
See all 3,353 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
Rutland Southern Vermont Regional Airport (RUT)
Population
830
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Killington Peak, Paramount Theater and Lake Saint Catherine State Park

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Frequently asked questions

How much does a Wallingford vacation package cost?
You can pick up a vacation package to this top destination from $770 on Expedia. However, how much your vacation to Wallingford costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Wallingford?
You can usually find reduced prices and greater availability in April, May and June. Explore our cheap Wallingford vacation packages and you could land some great off-season deals.
How many days is enough for Wallingford?
Typically, a handful of days is enough to visit the main attractions during your Wallingford vacation. But if you'd like to have more time to unwind or go on day trips, consider extending your trip.
How to find the best Wallingford package deals?
Begin your search for a Wallingford package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Wallingford package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Wallingford adventure off to a flying start.
Is it cheaper to book a Wallingford vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still have the flexibility to create a customized Wallingford vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Wallingford?
If you have your Wallingford travel dates confirmed, book as soon as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Wallingford vacation packages?
Your Wallingford getaway is meant to be an escape from your daily routine, not a reason for money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose 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 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.