Dover Plains Vacations from $531

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The Latest Dover Plains vacation packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,255, price is now $531 per person
$531
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
18.4/10 Exceptional! (2,007 reviews)
The staff was very friendly. We were able to leave our luggage before check in and after checkout. Complimentary beverages and refills were provided. I booked through third party and no issues with reservation. We had the family suite which included 2 full beds, 1 king, 2 bathrooms. It was very clean and perfect size for 4 adults.

Reviewed on Nov 14, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,395, price is now $762 per person
$762
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
19.6/10 Exceptional! (1,405 reviews)
Charming boutique hotel with a modern Scandinavian feel. Staff were friendly and helpful. Nice “personal touches” (e..g., cute stuffed mascot gift, free coffee/tea/soft drinks). Room was small but comfortably fit all accommodations. Private balcony was a nice plus and rooftop was great.

Reviewed on Nov 14, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,421, price is now $787 per person
$787
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
18.4/10 Exceptional! (3,350 reviews)
Clean room, friendly and helpful staff.

Reviewed on Nov 15, 2025

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 $1,346, price is now $749 per person
$749
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
18/10 Exceptional! (2,794 reviews)
I was allowed an early check-in which was wonderful! But then the key stopped working and the wifi instructions were unclear.

Reviewed on Nov 14, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,153, price is now $646 per person
$646
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
17.6/10 Exceptional! (6,530 reviews)
Excellent location in the middle of theater district

Reviewed on Nov 15, 2025

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Dover Plains Hotel Deals

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
$99 nightly
The price is $115 total per night from Nov 29 to Nov 30
$115 total
Nov 29 - Nov 30
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Easy che kin nice, newly refurbished rooms.

Reviewed on Nov 13, 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
$174 nightly
The price is $200 total per night from Nov 16 to Nov 17
$200 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Great restaurant. Clean hotel. Kind staff. Great ambiance.

Reviewed on Nov 9, 2025

Hotel Zero Degrees Danbury
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
$80 nightly
The price is $90 total per night from Nov 20 to Nov 21
$90 total
Nov 20 - Nov 21
Total with taxes and fees
7.6/10 Good! (924 reviews)
Very clean and modern hotel for the price. Safe area, very comfortable beds, large rooms. Stayed here before and forgot, when we pulled up we were excited. We remembered how great it was! Definitely would stay again. Not far from New Paltz so a great choice if closer hotels are booked. Worth the ...

Reviewed on Nov 14, 2025

SureStay Plus Hotel by Best Western Highland Poughkeepsie
See all 855 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 $531 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.