Dover Plains Holidays

Photo by Jason Weagle

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Top Flight + Hotel Deals in Dover Plains

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (852 reviews)
Their phone hasn't worked so I couldn't call down to the desk. Also they claimed that they never received payment from Expedia so everyone who registered that way had to give them a credit card again even if we paid in full already. I got the payment taken off, but not sure if they were trying to scam us

Reviewed on 11 Aug 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
1 Nov - 7 Nov
found 1 day ago
Return direct flight included
Luxembourg (LUX) to New York (JFK)
7.8/10 Good! (1,511 reviews)
I liked the room and hotel, looked nice clean. Didn't like, towels were rationed a bit too much and access to the pool. The staff wasn't very helpful to accommodate seating.

Reviewed on 12 Aug 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Went to NYC for our 20th Anniversary. NobleDEN was the perfect spot to stay. From the cleanliness of the room to the location to the 24/7 coffee, this hit every note. We will be back and will stay at the NobleDen.

Reviewed on 13 Aug 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,135 reviews)
The size of the room

Reviewed on 13 Aug 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,569 reviews)
From the first person who checked us in (Lucy) to Jay, the concierge to Andre, one of the excellent bellman our stay was perfect. Will never stay at another place in New York. Rooms were great, rooftop bar was beautiful and had great cocktails. Great location especially if you are theatre people. Walked everywhere easily! 5+stars

Reviewed on 12 Aug 2025

Top hotels in Dover Plains

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
116 Newtown Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is €95 per night from 17 Aug to 18 Aug
€95
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Good"

Reviewed on 10 Aug 2025

La Quinta Inn & Suites by Wyndham Danbury
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
The price is €113 per night from 17 Aug to 18 Aug
€113
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"The bathroom needed some work. The edges and corners have a lot of dirt build up"

Reviewed on 3 Aug 2025

Holiday Inn Express Poughkeepsie by IHG
Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is €100 per night from 17 Aug to 18 Aug
€100
17 Aug - 18 Aug
includes taxes & fees
7.4/10 Good! (469 reviews)
"Beautiful renovated hotel. We loved our stay here"

Reviewed on 10 Aug 2025

Wingate by Wyndham Fishkill
See all 873 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 holiday package cost?
You'll find cheap prices from €989 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?

  1. 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.
  2. 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.
  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 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.