Dover Plains Vacations from $576

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The Latest Dover Plains vacation packages

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,071, price is now $576 per person
$576
per person
Aug 1 - Aug 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,217 reviews)
Good location for sightseeing!

Reviewed on Jun 28, 2026

Hilton Garden Inn New York/Times Square Central

Hilton Garden Inn New York/Times Square Central

3 out of 5
Manhattan
Price was $1,802, price is now $913 per person
$913
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,941 reviews)
I’ve had better , I’ve had worse , bit overpriced and the room was very small

Reviewed on Jun 28, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,906, price is now $1,624 per person
$1,624
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $3,723, price is now $2,169 per person
$2,169
per person
Sep 10 - Sep 15
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,008 reviews)
Staff incredible- every single person! They are happy people. Spotless Everyone was attentive and cared. 10/10 would recommend. Would stay again!

Reviewed on Jun 20, 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $2,612, price is now $1,547 per person
$1,547
per person
Sep 10 - Sep 15
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,119 reviews)
It’s looks really regal and all the gold accents were so nice to see around. The staff were all amazing like Jose, Edmond, and Saleem. They were so helpful when it came to parking and even getting my luggage (it was a lot) up to my floor. The only thing that was frustrating was the restaurant because even though it’s inside the hotel, I didn’t know we had to reserve a seat (which is understandable) but as a guest I just thought we could just go whenever it was available.

Reviewed on Jun 28, 2026

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Stay near popular Dover Plains attractions

Dover Plains Stone Church

A natural cavern with a 30-foot waterfall cascading through its gothic cathedral-like entrance. Hike the serene tree-lined path along Stone Church Brook to experience this geological wonder up close.
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Dover Plains Hotel Deals

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
$116 nightly
The price is $135 total per night from Jul 5 to Jul 6
$135 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (1,008 reviews)
"Large room,very clean,exactly what we wanted"

Reviewed on Jun 27, 2026

Hyatt Place Poughkeepsie / Hudson Valley
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 Jul 6 to Jul 7
$107 total
Jul 6 - Jul 7
Total with taxes and fees
8.2/10 Very Good! (147 reviews)
"Stayed for 2 nights as we were attending a wedding in the area. The room was clean and the beds were comfortable. AC unit was very good. There was no fridge in the room. Twice there was a smell of septic gas after the toilet was flushed (not every time). When I talked to the front desk the clerk ..."

Reviewed on Jun 28, 2026

Spark by Hilton Fishkill
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Jul 1 to Jul 2
$94 total
Jul 1 - Jul 2
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
"Clean, nice staff and easy to navigate. Comfortable beds with plenty of pillows. Could have done without 730 am bagpipes outside room, but otherwise nice."

Reviewed on Jun 27, 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
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.

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 $576 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.