Dover Plains Holidays

Photo by Jason Weagle
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Dover Plains Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton New York Downtown
Interfaith 21
NobleDEN Hotel
Ameritania Hotel at Times Square
The Renwick

Top hotels in Dover Plains

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 S$162 per night from 6 Jul to 7 Jul
S$162
6 Jul - 7 Jul
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Checking was fast, room was clean, quiet, everything was working fine. Pool and hot tub were good. Breakfast was good, satisfying."

Reviewed on 2 Jun, 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 S$174 per night from 22 Jun to 23 Jun
S$174
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Clean, spacious rooms and friendly staff. The included breakfast was very good and amenities include a pool, gym and laundry room. Would highly recommend Hampton Inn Poughkeepsie."

Reviewed on 5 Jun, 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 S$239 per night from 1 Jul to 2 Jul
S$239
1 Jul - 2 Jul
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Superbly clean. Noisy kid right above us. Great restaurant in building. Very close and easy handicapped parking."

Reviewed on 7 Jun, 2025

Hotel Zero Degrees Danbury
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 S$1,857 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.