Dover Plains Holidays from £985

Book a Hotel + Flight or Car together to unlock savings

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    Save up to £750 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Top Dover Plains Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was £1,596, price is now £985 per person
£985
per person
29 Aug - 5 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (7,595 reviews)

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £4,174, price is now £2,298 per person
£2,298
per person
1 Sept - 6 Sept
found 8 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was £1,774, price is now £1,028 per person
£1,028
per person
9 Oct - 13 Oct
found 23 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,226 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,152, price is now £1,252 per person
£1,252
per person
29 Aug - 5 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,746 reviews)
Easy to commute to everywhere

Reviewed on 22 Jul 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was £3,043, price is now £1,853 per person
£1,853
per person
1 Sept - 6 Sept
found 8 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Always a great stay, convenient location near Central Park and 5th ave.

Reviewed on 21 Jul 2026

Dover Plains Essential Information

Language
English
Currency
U.S dollars
Population
1,300
Max Temp Winter
2ºC
Max Temp Summer
27ºC

Top hotels in Dover Plains

Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £82 per night from 5 Aug to 6 Aug
£82
5 Aug - 6 Aug
includes taxes & fees
8.4/10 Very good! (182 reviews)
"Perfect stay"

Reviewed on 22 Jul 2026

Spark by Hilton Fishkill
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £101 per night from 26 Jul to 27 Jul
£101
26 Jul - 27 Jul
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £107 per night from 19 Aug to 20 Aug
£107
19 Aug - 20 Aug
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"The hotel and check in staff were wonderful. My room was clean and included water and tea/coffee. Disappointing that we were not offered warm cookies at check in or check out and had to ask for them! Housekeeping was short staffed and our room wasn't cleaned until late in the day. This made it difficult ..."

Reviewed on 21 Jul 2026

DoubleTree by Hilton Poughkeepsie Convention Center
See all 864 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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.
See properties

Frequently asked questions

Why should I book my Dover Plains holiday with Expedia?
Expedia has your back for all aspects of your upcoming Dover Plains getaway. You'll always land the best deal possible, but when you bundle your airfares, accommodation and/or car hire into a holiday package, you'll get even bigger savings. Want to truly make the most of your escape? Add some awesome activities and tours to your customised package. Expedia offers flexible cancellation policies on most bookings, so you won't need to worry if you have to change your plans. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in Dover Plains?
To experience the atmosphere of peak season, take off in June, July and August. December, January and February are typically quieter and a good idea if you'd rather escape the crowds. With daytime average temperatures of -3ºC, January is the coolest month in Dover Plains. The warmest time of year is July, when you can expect averages of 22ºC throughout the day. Whatever the temperature, you'll discover plenty to keep you busy here.
How do I get a cheap holiday to Dover Plains?
Browse and book everything in the one place with our Dover Plains holidays. You'll discover bargains on flights, hotels and more that'll keep your budget happy and your spirit of adventure alive. And, with more than 400 air carriers and 321,000 hotel options throughout the world to choose from, there are endless opportunities to mix and match as you want. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
Do I need a visa for my Dover Plains holiday?
Research the most up-to-date information on official government websites. Your nationality and whether you're travelling for leisure, study or business will determine if you'll require a visa for Dover Plains. Find out about the application process, including the required documentation, turnaround times and fees. Submit your application well in advance to allow sufficient processing time. Some visas may take several weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Dover Plains holiday?
Though everyone's personal style differs, it can help to have some guidelines for what type of clothes to wear on your holiday in Dover Plains. We recommend searching style blogs before you go for inspiration on fashion trends or dress codes. Take a look at the local weather forecast so you can pack appropriately. The warmest time of year in Dover Plains is July, with average daytime temperatures of 22ºC. If you're on holiday during the coolest month of January, the mercury hovers around -3ºC during the day.
What does an Expedia Dover Plains holiday include?
It depends on what type of trip you're planning. Dover Plains travel deals can include flights, car hires and hotels. You can mix and match to find the package that works for you! You can also add on experiences and activities after you've booked to pick up even bigger discounts. Explore a huge range of property types and select one that suits your group size. The most popular holiday rentals here are private holiday homes and cabins. With Expedia, you can easily customise your Dover Plains retreat the way you like.
Does Expedia offer Book Now, Pay Later Dover Plains holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply pick the payment plan that suits you best during the checkout process and take the stress out of budgeting for your trip. Remember to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that suit all budgets, so you can lock in that well-deserved holiday sooner.
  • No-deposit holidays: Clicking the "book now" button is much easier with this payment plan. With no deposit required for your holiday, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Dover Plains Expedia holiday?
Yes — and it's simple too. Expedia has access to more than 400 partner airlines globally. Our holiday packages give you the freedom to pick from available flight, hotel or activity options that suit you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.