Tillson Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Tillson Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Hayden
Manhattan
$876
per person
Oct 22 - Oct 27
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.
Hotel Riu Plaza New York Times Square
Manhattan
$1,261
per person
Oct 22 - Oct 27
found 16 hours 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.
Hotel Riu Plaza Manhattan Times Square
Manhattan
$1,216
per person
Oct 22 - Oct 27
found 16 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Very nice property great location.
Reviewed on Aug 16, 2026
NobleDEN Hotel
Manhattan
$1,207
per person
Oct 22 - Oct 27
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
We love the NobleDen! Staff is really friendly. Rooms are clean and big and have been very reasonably priced both times we have stayed there. Great for a mother / teenage daughter weekend hangout. Will stay there again for absolute sure!!!
Reviewed on Aug 16, 2026
Club Quarters Hotel, World Trade Center
Manhattan
$877
per person
Oct 22 - Oct 27
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, 2 restaurants, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wall Street and Brooklyn Bridge are located nearby.
Eurostars Wall Street
Manhattan
$967
per person
Oct 22 - Oct 27
found 16 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Location is great if you need to be in Wall St area. Hotel and room are dated - pretty obviously in need of updates. Only one elevator working for an 8-story building. Depending on price you pay per night, just okay.
Reviewed on Aug 14, 2026
Top Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
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 ...
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
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. ...
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
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. ...
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
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 ...
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
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 ...
AutoCamp Catskills
882 NY-212 Saugerties NY
Book a stay at this luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Americas Best Value Inn New Paltz
7 Terwilliger Ln New Paltz NY
Book a stay at this business-friendly motel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Wildflower Farms, Auberge Collection
2702 Main St Gardiner NY
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery ...
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
25 OLD VINEYARD PLACE Hyde Park NY
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Quality Inn Hyde Park Poughkeepsie North
4142 Albany Post Rd Hyde Park NY
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 ...
Hampton Inn by Hilton New Paltz
4 South Putt Corners Road New Paltz NY
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Emerson Resort & Spa
5340 NY-28 Mount Tremper NY
Book a stay at this spa hotel in Mount Tremper. Enjoy an outdoor pool, a full-service spa, and breakfast (surcharge). Popular attractions Emerson Place Kaleidoscope ...
Courtyard by Marriott Kingston
500 Frank Sottile Blvd Kingston NY
Book a stay at this business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Residence Inn by Marriott Kingston
800 Frank Sottile Boulevard Kingston NY
Book a stay at this business-friendly hotel in Kingston. 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.
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$173
Roundtrip
found 4 days ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$178
Roundtrip
found 4 days ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$183
Roundtrip
found 6 days ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$188
Roundtrip
found 2 days ago
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