Modest Town Vacations from $612

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The Latest Modest Town vacation packages

Price found within the past 48 hours. Click for updated prices.
Dagsboro Retreat
Bethany Beach Ocean Suites Residence Inn by Marriott
Hyatt Place Dewey Beach
Oceanic Motel
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Modest Town Hotel Deals

Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
$56 nightly
The price is $63 total per night from Nov 15 to Nov 16
$63 total
Nov 15 - Nov 16
Total with taxes and fees
9/10 Wonderful! (1,010 reviews)
"My wife described our experience as wonderful and I must say that it was in fact most excellent and the stay met all our expectations."

Reviewed on Nov 9, 2026

Waterside Inn
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
$127 nightly
The price is $143 total per night from Dec 10 to Dec 11
$143 total
Dec 10 - Dec 11
Total with taxes and fees
9.8/10 Exceptional! (674 reviews)
"Wer went in the fall. It was peaceful with plenty of local food,,"

Reviewed on Nov 8, 2026

Key West Cottages
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Fully refundable
$99 nightly
The price is $112 total per night from Dec 1 to Dec 2
$112 total
Dec 1 - Dec 2
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort
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 Modest Town Vacation Packages

Modest Town Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Modest Town vacation package cost?
You can pick up a vacation package to this top destination from $612 on Expedia. But how much your vacation to Modest Town costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Modest Town?
November, December and January are the best times to search for cheap Modest Town vacation packages. Choosing to travel in quieter months means you can generally find reduced prices on flights and hotels.
How many days is enough for Modest Town?
Usually, a handful of days is enough to visit the top attractions during your Modest Town vacation. But if you prefer to have more time to kick back or go on day tours, consider extending your trip.
How to find the best Modest Town package deals?
Begin your search for a Modest Town package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Modest Town package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Modest Town escape off to a flying start.
Is it cheaper to book a Modest Town vacation as a package?
You can enjoy significant savings on your next Modest Town retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Modest Town?
If you've got your Modest Town travel dates confirmed, book as soon as you can to grab some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Modest Town vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Modest Town trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.