Dover Vacations
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Your Dover Vacation
Say bye-bye to planning hassles and hello to a Dover vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with South Riding, which is good for hiking, golfing and walking. Greenhill Winery & Vineyards, Cana Vineyards and Winery and Chrysalis Vineyards are just some of the many sights you'll want to see during your trip to Dover. A few clicks is all it takes to create the perfect Dover vacation on Expedia.
Stay near popular Dover attractions
Cana Vineyards and Winery
7.8/10 (14 reviews)
You can enjoy a tasting or tour at Cana Vineyards and Winery during your travels to Dover. While in this trendy area, you can savor the top-notch restaurants.
What to do in Dover
3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade
$120
per adult
Dover Hotel Deals
Hyatt Regency Dulles International Airport
2300 Dulles Corner Blvd Herndon VA
Fully refundableReserve now, pay when you stay
$127 nightly
$146 total
Aug 21 - Aug 22
Total with taxes and fees
Hilton Fairfax
12777 Fair Lakes Cir Fairfax VA
Fully refundableReserve now, pay when you stay
$106 nightly
$122 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,157 reviews)
"Amazing stay and very convenient to everything. Food, shopping and entertainment."
Reviewed on Aug 13, 2026
Hyatt Place Herndon Dulles Airport East
13711 Sayward Blvd Herndon VA
Fully refundableReserve now, pay when you stay
$101 nightly
$116 total
Sep 13 - Sep 14
Total with taxes and fees
8.4/10 Very Good! (3,034 reviews)
"Staff always listened and assisted. Breakfast scrambled eggs are watery {powdered egg mix}? Parking should be free as the Toll road leading to your hotel charged me 9.00 dollars (confusing choice but guided by GPS)"
Reviewed on Aug 13, 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 Dover Vacation Packages
Dover Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Washington Dulles Intl. Airport (IAD) |
Top Sights | Greenhill Winery & Vineyards, Chrysalis Vineyards and Cana Vineyards and Winery |
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Frequently asked questions
How much does a Dover vacation package cost?
You can grab a vacation package to this top destination on Expedia. However, how much your vacation to Dover costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Dover?
If you're hoping to score a cheap Dover vacation package, consider visiting in November, December and January. You'll typically find lower prices on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Dover?
With a well-organized travel plan, you can easily tick off the top Dover attractions in a few days. But if you want to discover hidden gems or go on day tours, consider booking your Dover vacation for longer.
How to find the best Dover package deals?
Start your search for a Dover package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Dover package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Dover adventure underway.
Is it cheaper to book a Dover vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the flexibility to create a customized Dover vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Dover?
If you've got your Dover vacation dates finalized, book as early as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Dover vacation packages?
Secure your perfect escape to Dover with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until your next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
