Dover Plains Vacations from $579

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The Latest Dover Plains vacation packages

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 $983, price is now $579 per person
$579
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (7,406 reviews)
Good location if you like being very near Times Square. Perfectly sized room. Well priced. Cool staff!

Reviewed on May 30, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was $3,205, price is now $1,785 per person
$1,785
per person
Aug 12 - Aug 16
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
9.2/10 Wonderful! (672 reviews)
Rooms are nice big and clean. Ambience and views are great. However, hotel can Improve on options available for breakfats

Reviewed on May 23, 2026

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 $2,254, price is now $1,275 per person
$1,275
per person
Jul 13 - Jul 19
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,042 reviews)
For the location, one of the best values and best experiences.

Reviewed on May 31, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,403, price is now $807 per person
$807
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,534 reviews)
Very nice hotel. I would stay there again.

Reviewed on May 31, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,092, price is now $1,802 per person
$1,802
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Loved the location and the great views

Reviewed on May 25, 2026

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Dover Plains Hotel Deals

Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Jun 7 to Jun 8
$107 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (115 reviews)
"Good location"

Reviewed on May 31, 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
$101 nightly
The price is $117 total per night from Jun 3 to Jun 4
$117 total
Jun 3 - Jun 4
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"Excellent place to stay..it was immaculate..close to alot of different restaurants..breakfast was very good...definitely recommended this hotel"

Reviewed on May 31, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $88 total per night from Jun 30 to Jul 1
$88 total
Jun 30 - Jul 1
Total with taxes and fees
6.6/10 (1,004 reviews)
"The staff was nice and the room pretty nice, though it was a little noisy."

Reviewed on May 27, 2026

Studio 6 Extended Stay Fishkill Route 9 NY
See all 859 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.

Find the Best Dover Plains Vacation Packages

Dover Plains Essential Information

Language
English
Currency
U.S dollars
Population
1,300
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Millbrook Vineyards and Winery, Wings Castle and James Baird State Park

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Frequently asked questions

How much does a Dover Plains vacation package cost?
You'll find cheap prices from $579 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 vacation to Dover Plains costs.
What are the cheapest months to go to Dover Plains?
December, January and February are the best times to search for cheap Dover Plains vacation packages. Choosing to travel in less busy months means you'll typically find lower prices on hotels and flights.
How many days is enough for Dover Plains?
The ideal length of your Dover Plains vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to check out all the major sights and discover some hidden gems along the way.
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 vacation as a package?
Expedia vacation 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 personalized Dover Plains vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Dover Plains vacation packages?
Your Dover Plains trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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