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.
Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Price was CA $1,833, price is now CA $1,106 per person
CA $1,106
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wall Street and Brooklyn Bridge are located nearby.
The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $2,486, price is now CA $1,336 per person
CA $1,336
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $2,502, price is now CA $1,381 per person
CA $1,381
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Columbus Circle and 5th Avenue are located nearby.
Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $2,738, price is now CA $1,620 per person
CA $1,620
per person
Jan 10 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bryant Park and Grand Central Terminal are located nearby.
The Merchant Hotel Lower East Side

The Merchant Hotel Lower East Side

4 out of 5
Manhattan
Price was CA $2,202, price is now CA $1,396 per person
CA $1,396
per person
Jan 10 - Jan 17
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, 2 bars/lounges, and a 24-hour fitness center. Popular attractions Brooklyn Bridge and Wall Street are located nearby.

Top Dover Plains hotels deals

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 $131 per night
CA $131
CA $152 total
Nov 29 - Nov 30
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
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Free cancellation
The price is CA $137 per night
CA $137
CA $158 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blodgett Memorial Library and Fishkill Ridge are located nearby.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
116 Newtown Road Danbury CT
Free cancellation
Reserve now, pay when you stay
The price is CA $160 per night
CA $160
CA $184 total
Dec 6 - Dec 7
includes taxes & fees
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Cave and AMC Danbury 16 are located nearby.
Pool
Breakfast included
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Free cancellation
The price is CA $130 per night
CA $130
CA $151 total
Dec 7 - Dec 8
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
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 $150 per night
CA $150
CA $170 total
Nov 9 - Nov 10
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
Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

2.5 out of 5
55 W Merritt Blvd Fishkill NY
The price is CA $107 per night
CA $107
CA $124 total
Nov 22 - Nov 23
includes taxes & fees
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blodgett Memorial Library and Van Wyck Homestead Museum are located nearby.
Pet-friendly
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 $1,106. 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.