Dover Plains Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Dover Plains Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,429 reviews)
The room was poorly cleaned, as usual unfortunately for my experience with Hyatt in general. Otherwise no complaints, and view was great! Public transportation was right there as well!

Reviewed on Jul. 24, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Very tiny room with no good light, could barely see there. Also blanket doesnt have a cover up. No proper bathroom.

Reviewed on Jul. 17, 2025

ModernHaus SoHo

ModernHaus SoHo

4.5 out of 5
Manhattan
per person
Oct 9 - Oct 16
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,006 reviews)
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Reviewed on Jul. 2, 2025

Somerset Hills Hotel, Tapestry Collection by Hilton

Somerset Hills Hotel, Tapestry Collection by Hilton

4 out of 5
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (NYC)
8.8/10 Excellent! (200 reviews)
Placed in room at end of hall, overlooking trash dumpsters. Had excessive noise in the mornings and then on last night had loud noise

Reviewed on Jul. 24, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
One of the nicest stays we've stayed And we stay at least in 20-25 hotels a year

Reviewed on Jul. 18, 2025

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Dover Plains Hotel Deals

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 CA $128 per night from Aug 24 to Aug 25
CA $128
CA $148 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
Good stay
"Room was very clean. Staff was friendly and helpful. Breakfast was delicious and the whole space was comfortable and well kept. Would definitely stay again."

Reviewed on Jul. 21, 2025

La Quinta Inn & Suites by Wyndham Danbury
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 CA $215 per night from Aug 25 to Aug 26
CA $215
CA $247 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (1,012 reviews)
"Ggreat place"

Reviewed on Jul. 25, 2025

Hotel Zero Degrees Danbury
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 CA $141 per night from Jul 30 to Jul 31
CA $141
CA $163 total
Jul 30 - Jul 31
includes taxes & fees
7.8/10 Good! (379 reviews)
"Not enough food on breakfast after 8:30am"

Reviewed on Jul. 13, 2025

Quality Inn Poughkeepsie
See all 871 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.
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Frequently asked questions

How much does a Dover Plains vacation package cost?
You'll find cheap prices from CA $828 on Expedia for your Dover Plains escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Dover Plains costs.
What are the cheapest months to go to Dover Plains?
To score cheap Dover Plains vacation packages, plan your getaway outside of peak periods like public holidays and major festivals. You'll generally find better availability and lower prices when it's less busy.
How many days is enough for Dover Plains?
Typically, a handful of days is enough to see the main attractions during your Dover Plains vacation. However, if you prefer to have some time to relax or take day trips, think about extending your itinerary.
How to find the best Dover Plains package deals?
Use Expedia's handy filters to help you find some tempting Dover Plains package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Dover Plains package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Dover Plains vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still have the freedom to create a customized Dover Plains vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Dover Plains?
Score amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Dover Plains adventure.
How to plan a trip to Dover Plains?

  1. Choose when to go: Check your diary and pack your bags. Your preferred season and the activities on offer will also help you decide when to escape to Dover Plains.
  2. Set your budget: Factor in costs such as flights, food and transportation when working out how much to save for your trip to Dover Plains. Then, select a hotel that suits your budget, whether that's an affordable stay or a lavish retreat.
  3. Decide how long to go away for: Now that you're more familiar with Dover Plains, you can work out the right length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: After you've settled on your trip dates and duration, book the right Dover Plains vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.