Book Exclusive Dover Plains Vacation Packages

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Dover Plains flight + hotel packages

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

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,678, price is now CA $1,075 per person
CA $1,075
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a steam room, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Central Park and Lincoln Center are located nearby.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $3,607, price is now CA $2,149 per person
CA $2,149
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
The High Line Hotel

The High Line Hotel

4 out of 5
Manhattan
Price was CA $4,277, price is now CA $2,632 per person
CA $2,632
per person
Oct 28 - Nov 2
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, free bicycles on site, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.
Hotel Belleclaire Central Park, a Small Luxury Hotel

Hotel Belleclaire Central Park, a Small Luxury Hotel

4 out of 5
Manhattan
Price was CA $3,087, price is now CA $1,915 per person
CA $1,915
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Lincoln Center and Central Park are located nearby.
Hotel AKA NoMad

Hotel AKA NoMad

4 out of 5
Manhattan
Price was CA $2,345, price is now CA $1,488 per person
CA $1,488
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Bryant Park and Madison Square Garden are located nearby.

Top Dover Plains hotels deals

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Free cancellation
Reserve now, pay when you stay
The price is CA $186 per night
CA $186
CA $211 total
Sep 16 - Sep 17
includes taxes & fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Starr Library and Dutchess County Fairgrounds are located nearby.
Breakfast included
Pet-friendly
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Free cancellation
The price is CA $134 per night
CA $134
CA $156 total
Oct 11 - Oct 12
includes taxes & fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.
Pool
Breakfast included
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free cancellation
Reserve now, pay when you stay
The price is CA $140 per night
CA $140
CA $163 total
Sep 23 - Sep 24
includes taxes & fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bananas Comedy Club and Casperkill Golf Club are located nearby.
Pool
Breakfast included
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
Free cancellation
Reserve now, pay when you stay
The price is CA $124 per night
CA $124
CA $139 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berean Park Beach and McCann Arena are located nearby.
Breakfast included
Pet-friendly
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Free cancellation
The price is CA $133 per night
CA $133
CA $155 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Locust Grove and McCann Golf Course are located nearby.
Breakfast included
Parking included
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
4142 Albany Post Rd Hyde Park NY
Free cancellation
The price is CA $112 per night
CA $112
CA $127 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Franklin D. Roosevelt Presidential Library and Museum and Home of Franklin D. Roosevelt National Historic Site are located nearby.
Breakfast included
Parking included
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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.

Stay near popular Dover Plains attractions

Dover Plains Stone Church

Commune with nature and explore the great outdoors at Dover Plains Stone Church during your travels in Dover Plains.
See properties

Dover Plains Vacations

Before you head off to Dover Plains on a whim, take some time to learn a few things about it.

From the middle of Poughkeepsie, you'll need to head east for 17 miles (27 kilometers) to reach this neighborhood.

Last time they counted, the population of Poughkeepsie was 33,000.

Places to visit in Dover Plains

Ready to go snowboarding? It's one of the top activities in the Poughkeepsie region and the ideal excuse to get out into nature. The fun doesn't have to stop there. Consider doing some skiing as well.

Where do you fly into for Dover Plains?

Fasten your seatbelt, switch off your laptop and prepare for your arrival at Bradley International Airport (BDL). Want some good news? You'll be only 50 miles (80 kilometers) to the east of Dover Plains.

Frequently asked questions

How much are vacation packages to Dover Plains?
Adventures are calling in Dover Plains, with Travelocity vacation packages starting at just CA $1,075. Providing both flights and hotels, these great deals are a simple way to discover more of our beautiful planet.
Where can I get the best vacation package deals for Dover Plains?
It's hard to beat Travelocity when it comes to crafting your Dover Plains package deal. There are as many as 400 airlines and 1,000,000 properties around the world to select from. Book your vacation now and get ready to cross another place off your travel bucket list.
Why should I purchase my Dover Plains vacation bundle with Travelocity?
Whether you're planning an epic vacation or a last-minute weekend escape, we have loads of amazing destinations to choose from at an affordable price. What's more, we provide customer support 24/7, superb service and a Price Match Guarantee. Save yourself money and time and secure your dream vacation today.
Will I save money on my Dover Plains car rental if I combine it with a hotel or flight?
Bundling your flight, car and hotel into a Dover Plains vacation package is an easy way to land the best deal. Plus, having your own car rental gives you absolute freedom to find your way to all those big-name sights you'd like to explore. Located 113 kilometers from Dover Plains, Times Square is one attraction that should be on your must-do list. Fasten your seat belt and make a day trip of it.
Which airport is best for Dover Plains?
Bradley Intl. Airport (BDL) is 80 kilometers from downtown and is the beginning point for many adventures. Alternatively, Tweed - New Haven Regional Airport (HVN) is 80 kilometers away from central Dover Plains and Stewart Intl. Airport (SWF) is 48 kilometers away from central Dover Plains.
Where should I stay when visiting Dover Plains?
Many people choose to stay at the Light-Filled Cottage with Fireplace, Great Kitchen & Pool on Private 5 Acres. It's sure to be a great base for your Dover Plains escape.

Photos of local treasures

Browse Dover Plains vacation photos for more inspiration

A person standing on rocks by a flowing stream in a forested area.
A waterfall cascading through a rocky gorge with sunlight filtering through.
A rocky stream with moss-covered rocks and fallen leaves.