Dover Vacations from $370

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Your Dover Vacation

When you choose a Dover vacation package, it's all about letting go and enjoying your escape to the fullest. Discover the highlights of this exciting city knowing that all your travel needs have been taken care of before you go. Need some sightseeing ideas for your trip to Dover? Bureau County Fairgrounds and Soldiers and Sailors Memorial are two leading attractions here. Don't delay visiting this city any longer. The ultimate Dover vacation is just a few clicks away with Expedia.

The Latest Dover Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 13 - Jan 17

    Hotel Saint Clair- Magnificent Mile + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (2,378 reviews)
    "Very walkable to Michigan Avenue with chic modern designs in a vintage building. Friendly staff. Stayed for one night, very comfortable and clean room."
    Reviewed November 6, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $556
    $370
    per traveler
    found 1 day ago
    Hotel Saint Clair- Magnificent Mile
  • Dec 10 - Dec 13

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,162 reviews)
    "Beautiful rooms and service."
    Reviewed November 5, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $824
    $521
    per traveler
    found 1 day ago
    Pendry Chicago
  • Jan 13 - Jan 17

    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,006 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $590
    $376
    per traveler
    found 1 day ago
    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
  • Dec 24 - Dec 29

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.2/10 - Wonderful (603 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $858
    $558
    per traveler
    found 1 day ago
    Level Chicago Fulton Market
  • Jan 20 - Jan 24

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (5,649 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $687
    $463
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago

Dover Hotel Deals

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.

Frequently Asked Questions

How much does a Dover vacation package cost?

Offering excellent value package deals from $370 on Expedia, you'll be surprised at how little a vacation to Dover costs! Expedia's packages simplify travel planning and maximize your savings.

What are the cheapest months to go to Dover?

December, January and February are great times to look for cheap Dover vacation packages. Opting to travel in quieter months means you'll typically find better prices on accommodations and flights.

How many days is enough for Dover?

With a well-planned schedule, you can easily hit the most popular Dover sights in a handful of days. But if you prefer to explore off the beaten track or go on day tours, think about booking your Dover vacation for longer.

How to find the best Dover package deals?

Use Expedia's filters to help you find some unbeatable Dover package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Dover package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.

Is it cheaper to book a Dover vacation as a package?

Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still get the freedom to create a tailored Dover vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Dover?

If you're considering a spur-of-the-moment Dover adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking ahead.

Does Expedia offer Book Now, Pay Later Dover vacation packages?

Your Dover trip is meant to be a relaxing escape from your busy life, not a source of money worries. So to give you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.