Ossining Holidays
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Ossining Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
San Carlos Hotel
Manhattan
Save 100% on your flight
Price was S$1,635, price is now S$964 per person
S$964
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Boston (BOS) to New York (JFK)
9.4/10 Exceptional! (1,831 reviews)
This was our 2nd time staying at the San Carlos as didn’t disappoint. Location perfect for walking to Central Park, Grand Central. Located near subway station.
Room was very spacious, clean with tv & air con. Staff very pleasant and helpful.
Reviewed on 22 Jun, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was S$1,924, price is now S$1,158 per person
S$1,158
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Boston (BOS) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,080 reviews)
Breakfast was excellent
Reviewed on 26 Jun, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was S$1,806, price is now S$1,095 per person
S$1,095
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Boston (BOS) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,636 reviews)
Everything is perfect
Reviewed on 27 Jun, 2026
The Lombardy Hotel
Manhattan
Save 100% on your flight
Price was S$1,582, price is now S$1,043 per person
S$1,043
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Boston (BOS) to New York (JFK)
9/10 Wonderful! (1,525 reviews)
Love staying at the Lombardy
Would love if they had more outdoor spaces/ balconies. It’s a beautiful, quaint upper east side stay .
Reviewed on 27 Jun, 2026
Top hotels in Ossining
Windrose On Hudson
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is S$284 per night from 1 Jul to 2 Jul
S$284
1 Jul - 2 Jul
includes taxes & fees
8.6/10 Excellent! (174 reviews)
"Great place. Beautiful grounds. Definitely stay again."
Reviewed on 25 Jun, 2026
Armoni Inn & Suites
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is S$101 per night from 30 Jun to 1 Jul
S$101
30 Jun - 1 Jul
includes taxes & fees
6/10 (2,261 reviews)
"C pas propre c'est dégueulasse les tapis son sale pas de micro-ondes dans les chambres le lit te donne mal au dos J'ai regretter mon séjour"
Reviewed on 27 Jun, 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is S$205 per night from 12 Jul to 13 Jul
S$205
12 Jul - 13 Jul
includes taxes & fees
8.4/10 Very good! (1,721 reviews)
"The property was in a great location for me, we were checked in with ease, and your front desk person was very helpful with our questions. The facility was clean and well maintained as we walked through. The room was updated and clean and overall plenty comfortable for us. We will be back again."
Reviewed on 27 Jun, 2026
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 Ossining attractions
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
