
Dover Plains Vacations
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Dover Plains Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Chelsea Savoy Hotel
Manhattan
Price was $651, price is now $535 per person
$535
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this hotel in New York. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.
The hotel was well located near the subway for line 1, and within walking distance of lots of places to eat and drink, and not too far from some of the main tourist spots (Times Square/the High line) The hotel is a little dated but clean and the room was spacious (we had a double double, so two double beds) The beds are quite hard and so were the pillows, but we asked for softer pillows and they were brought to the room within half hour. We requested a quiet room and so we didn’t have a particularly nice view but that was fine, the room was quiet, no road noise at all.
Staff were all pretty helpful but a big shout out to the lovely lady on reception with curly hair (possibly Polish) who went above and beyond each and every time, she was fabulous.
Reviewed on Nov 15, 2026

Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was $1,119, price is now $760 per person
$760
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
Bestbreakfast buffet ever. Great value and location
Reviewed on Nov 15, 2026

Hotel St. James
Manhattan
Price was $801, price is now $599 per person
$599
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Broadway are located nearby.
Super clean room very close to Times Square not as noisy as I would’ve thought
Reviewed on Nov 15, 2026

The St. Regis New York
Manhattan
Save 100% on your flight
Price was $2,655, price is now $1,989 per person
$1,989
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.

Motto By Hilton New York City Times Square
Manhattan
Price was $689, price is now $574 per person
$574
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.

Hampton Inn New York Times Square
Manhattan
Price was $805, price is now $698 per person
$698
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this hotel in New York. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
Double very small for 3 people
Reviewed on Nov 15, 2026
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Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
30.77 km from city center
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 ...

Comfort Suites Fishkill near Interstate 84
835 Route 52 Fishkill NY
37.18 km from city center
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 ...

La Quinta Inn & Suites by Wyndham Danbury
116 Newtown Road Danbury CT
38.7 km from city center
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 ...

Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
27.12 km from city center
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 ...

Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
34.69 km from city center
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. ...

Studio 6 Extended Stay Fishkill Westage Center NY
55 W Merritt Blvd Fishkill NY
35.81 km from city center
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. ...

Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
29.99 km from city center
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. ...

The Heartwood
165 College Avenue Poughkeepsie NY
27.5 km from city center
Stay at this hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Frances Lehman Loeb Art Center and Vassar Golf ...

DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
29.5 km from city center
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...

Red Roof Inn PLUS+ Poughkeepsie
2349 South Rd, Route 9 Poughkeepsie NY
30.91 km from city center
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Casperkill Golf Club and ...

SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
32.08 km from city center
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 ...

Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
35.33 km from city center
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
89 Mill Plain Road Danbury CT
38.91 km from city center
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jan 6 - Sat, Jan 9
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 4 days ago
$102
Roundtrip
found 4 days ago

Wed, Jan 6 - Sat, Jan 9
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago

Wed, Jan 6 - Sat, Jan 9
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago

Wed, Dec 9 - Sat, Dec 12
TPA
Tampa Intl.
SWF
Stewart Intl.
$186 Roundtrip, found 3 days ago
$186
Roundtrip
found 3 days ago

