Dover Plains Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Dover Plains Vacation Packages

Dover Plains Hotel Deals

HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is ₩150,758 per night from Jul 1 to Jul 2
₩150,758
₩170,545 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Nothing"

Reviewed on Jun 23, 2025

HYATT house Fishkill/Poughkeepsie
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is ₩149,929 per night from Jul 9 to Jul 10
₩149,929
₩174,105 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Great room"

Reviewed on Jun 24, 2025

Hampton Inn & Suites Poughkeepsie
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is ₩207,201 per night from Jul 2 to Jul 3
₩207,201
₩238,281 total
Jul 2 - Jul 3
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Beautiful new property!"

Reviewed on Jun 22, 2025

Hotel Zero Degrees Danbury
See all 868 properties in Dover Plains
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 Plains vacation package cost?
You'll find cheap prices on Expedia for your Dover Plains break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Dover Plains costs.
What are the cheapest months to go to Dover Plains?
Travel in the off-season and you're likely to score cheap Dover Plains vacation packages. Remember that public holidays and major local events can have an impact on prices, so do your research before you go.
How many days is enough for Dover Plains?
Usually, a handful of days is enough to go to the top attractions during your Dover Plains vacation. But if you'd like to have some time to rest or take day trips, think about extending your trip.
How to find the best Dover Plains package deals?
Start your search for a Dover Plains package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Dover Plains 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 Dover Plains escape underway.
Is it cheaper to book a Dover Plains vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized Dover Plains vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Dover Plains?
If you're planning a spur-of-the-moment Dover Plains adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Dover Plains?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to travel to Dover Plains.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to airfares and activities. Your accommodations will probably be the largest expense during your trip to Dover Plains.
  3. Decide your trip length: Think about how long you want to spend exploring Dover Plains. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Dover Plains vacation package.

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