Dover Plains Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

Photo by Jason Weagle

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ฿4,531 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Dover Plains

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is ฿3,298 per night from 21 Sept to 22 Sept
฿3,298
฿3,830 total
21 Sept - 22 Sept
includes taxes & fees
7.6/10 Good! (403 reviews)
"Overall good stay"

Reviewed on 24 Aug 2025

Quality Inn Poughkeepsie
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

2.5 out of 5
849 Route 52, Fishkill, NY
The price is ฿3,078 per night from 7 Sept to 8 Sept
฿3,078
฿3,482 total
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
Brittany is a gem!
"Very helpful front desk was lovely! Brittany was supportive re: a rental car issue we had when it was not her problem!! Brittany always smiled and made us feel welcome in our coming and goings!!"

Reviewed on 24 Aug 2025

Quality Inn & Suites Fishkill South near I-84
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
The price is ฿4,967 per night from 31 Aug to 1 Sept
฿4,967
฿5,712 total
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Absolutely loved the hotel from the moment I walked in. From the friendly greeting to the beautiful decor. We used the outside patio seating area, which was so very lovely. The guest room was also beautifully decorated and most importantly clean. I'm looking forward to booking again at this hotel ..."

Reviewed on 21 Aug 2025

Hotel Zero Degrees Danbury
See all 866 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 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.