Dover Plains Holidays
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Top Flight + Hotel Deals in Dover Plains
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
€1,779
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,902 reviews)
⭐⭐⭐⭐⭐ Outstanding Stay at RIU!
Everything was absolutely perfect from beginning to end. The room was very clean and comfortable, and the attention to detail throughout the hotel was exceptional. The location was excellent—right in the middle of all the action, making it easy to enjoy everything nearby.
The staff provided great service and made us feel welcomed throughout our stay. I also really appreciated that the ballet practice was included, which was a wonderful added touch.
Overall, an excellent experience. I would definitely stay here again and highly recommend this RIU to anyone looking for a great location, beautiful accommodations, and outstanding service!
Reviewed on 26 Aug 2026
NobleDEN Hotel
Manhattan
€1,537
per person
12 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,656 reviews)
The staff are friendly and the room is quite spacious and stay quite cool even after coming back after a long time away. Complimentary coffee in the lobby is definitely a nice touch since I always needed one to start off the day of adventuring! The shower is so nice but a bit slippery so definitely could use some sort of grip.
Reviewed on 26 Aug 2026
Top hotels in Dover Plains
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
€100
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,055 reviews)
"Everyone that works there is so amazing so professional thank you so much"
Reviewed on 24 Aug 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
€156
20 Sept - 21 Sept
includes taxes & fees
8.2/10 Very good! (987 reviews)
"I have a habit of calling ahead a day or two before my arrival to make sure my reservation is confirmed. I made numerous attempts to to so and no one was answering the phones? It took from 1.30pm - 8.30pm to reach someone.... Other than the trash can missed being empty, all was very nice. I will ..."
Reviewed on 26 Aug 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
€97
20 Sept - 21 Sept
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.
Dover Town Hall
Dover Town Hall serves as the administrative hub for municipal services in the Town of Dover. Visit during business hours to attend public meetings and gain insight into local governance.
Frequently asked questions
How much does a Dover Plains holiday package cost?
You'll find cheap prices from €1,480 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.
