Dover Vacations from $140

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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.

The Latest Dover vacation packages

Price found within the past 48 hours. Click for updated prices.
Home2 Suites By Hilton Ashburn, Va

Home2 Suites By Hilton Ashburn, Va

3 out of 5
Save 100% on your flight
Price was $258, price is now $140 per person
$140
per person
Jan 16 - Jan 19
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
No reviews
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Save 100% on your flight
Price was $653, price is now $284 per person
$284
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
18.8/10 Exceptional! (1,005 reviews)
Everything was fantastic. Beautiful property.

Reviewed on Nov 10, 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $688, price is now $356 per person
$356
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
18/10 Exceptional! (1,084 reviews)
Room was spotless and comfortable and quiet. All staff were very friendly and helpful. Great location to walk to the Metro and restaurants and the White House!

Reviewed on Oct 28, 2025

SIXTY DC

SIXTY DC

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $427, price is now $228 per person
$228
per person
Feb 5 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
18.8/10 Exceptional! (76 reviews)
Room was clean, average amenities, great location, very nice in house restaurant with great cocktails.

Reviewed on Nov 17, 2025

Embassy Suites by Hilton Washington D.C. – Convention Center

Embassy Suites by Hilton Washington D.C. – Convention Center

3.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $770, price is now $430 per person
$430
per person
Feb 12 - Feb 15
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
18.4/10 Exceptional! (2,031 reviews)
This hotel was a great place to stay.

Reviewed on Nov 20, 2025

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Discover the most popular places to visit in Dover

This winery is fairly new. I think they need a few more years to establish their wine selection. However the wines weren't terrible. I've just had better in this area. But the view from the upper deck is amazing. Definitely worth checking out if you are in the area. Staff is very friendly and knowledgeable. And their sangria was great! #drinkvirginiawine #winesnob #virginia #winery #canavineyard #outdoors

Cana Vineyards and Winery

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.

Cana Vineyards and Winery

Greenhill Winery & Vineyards

3.5/5(3 reviews)

You can enjoy a tasting or tour at Greenhill Winery & Vineyards during your travels to Middleburg. Discover the bars and entertainment venues in this trendy area.

Greenhill Winery & Vineyards

Glenwood Park

5/5(1 review)

Explore the great outdoors at Glenwood Park, a lovely green space in Middleburg. Visit the area's spas, or simply enjoy its restaurants.

Glenwood Park

What to do in Dover

Leesburg Premium Outlets Shopping Tour

Leesburg Premium Outlets Shopping Tour

$90
per adult
Leesburg Premium Outlets Shopping Tour
Luxe Day Trip: 3 VA Wineries & Optional Tasting-Inclusive Upgrade

Luxe Day Trip: 3 VA Wineries & Optional Tasting-Inclusive Upgrade

$110
per adult
Luxe Day Trip: 3 VA Wineries & Optional Tasting-Inclusive Upgrade
See all activities in Dover

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 from $140 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.