Dover Plains Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Dover Plains
Price found within the past 48 hours. Click for updated prices.
Ink 48 Hotel
Manhattan
€1,316
per person
31 Dec - 6 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very good! (1,777 reviews)
They charged almost 100 additional to what I paid on Expedia for "amenities" when I asked what that included they said sheets, towels, wifi things like that. There was no free water in the room or a coffee maker. They did have bottled water for 10 bucks. There wasn't even a view and it was in an extremely noisy section. There was banging and yelling at all hours. I would highly recommend you steer clear of this hotel
Reviewed on 10 Oct 2026
Top hotels in Dover Plains
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
€97
9 Nov - 10 Nov
includes taxes & fees
9/10 Wonderful! (1,112 reviews)
"Guest room was designed well. Very clean. Comfortable bed. Great shower, strong pressure, like a massage. Breakfast was excellent , fresh and hot. Will be back"
Reviewed on 10 Oct 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
€154
9 Nov - 10 Nov
includes taxes & fees
8.2/10 Very good! (1,010 reviews)
"This was my first time at this property. My room was not in the Beekman Arms but in its sister property a few blocks away. The room was large and nicely decorated, it was very clean and the bed was comfortable. The bathroom was very nice and soap, shampoo and towels were supplied in abundance. Breakfast ..."
Reviewed on 10 Oct 2026
Comfort Suites Fishkill near Interstate 84
835 Route 52 Fishkill NY
Fully refundable
€103
10 Nov - 11 Nov
includes taxes & fees
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.
Stay near popular Dover Plains attractions
Dover Plains Stone Church
A natural cavern with a 30-foot waterfall cascading through its gothic cathedral-like entrance. Hike the serene tree-lined path along Stone Church Brook to experience this geological wonder up close.
Frequently asked questions
How much does a Dover Plains holiday package cost?
You'll find cheap prices from €1,081 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 holiday 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 holiday 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 holiday. 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 holiday as a package?
Expedia holiday 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 personalised Dover Plains holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Dover Plains.
- Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to airfares and activities. Your accommodation will probably be the largest expense during your trip to Dover Plains.
- 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.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Dover Plains holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
