Lake Peekskill Vacation Packages
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Your Lake Peekskill Vacation
Planning your next exciting escape is a walk in the park with a Lake Peekskill vacation package. The neighborhood of Montrose, which is good for walking, makes a superb base to uncover the treasures of this vibrant city. Want to venture out and explore? Oscawana Lake, Boscobel House and Gardens and Graymoor - The Holy Mountain are three of the most popular places to visit during a trip to Lake Peekskill. Expedia will help you escape the everyday. Tailor your vacation to Lake Peekskill to suit your travel style, whatever that may be!
Top Lake Peekskill Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was CA $2,176, price is now CA $1,383 per person
CA $1,383
per person
Dec 9 - Dec 11
found 23 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,435 reviews)
Very nice and clean hotel. The staff were friendly.
Reviewed on Oct 26, 2026
JW Marriott Essex House New York
Manhattan
Save 100% on your flight
Price was CA $3,968, price is now CA $2,615 per person
CA $2,615
per person
Jan 11 - Jan 15
found 2 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
We had an incredible stay at the Essex House last week with our two kids (one is 7 and the other turned 4 on our trip). We booked the king suite, thinking that even though it's NYC and the room will likely be small, it would be the best option for a family of 4. We were SHOCKED at the size of the suite! Not only was it enough room for all of us, it was downright roomy! We had plenty of space for our stay. The amenities and cleanliness of the hotel are superior, room service was delicious (if expensive), and best of all...the guest relations team sent a special surprise gift to our room for our 4 year olds birthday. They sent him balloons, two pieces of cake, and a bag full of stuffies and goodies. He was THRILLED and we were so touched by the thoughtfulness. Both of our kids have already asked if - not only can we go back to New York - but can we stay at the Essex House again! The location was incredible and overall the Essex House played a big part in how wonderful and effortless our trip was. Already looking at dates in the Spring to visit again! Thank you Essex House and your wonderful staff!
Reviewed on Oct 19, 2026
Eurostars Wall Street
Manhattan
Price was CA $1,808, price is now CA $1,199 per person
CA $1,199
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,000 reviews)
It is definitely older, Only 1 elevator was working, The fan was not working in the bathroom. The floors in the rooms need replacing as the vinyl flooring was peeling up. The bedding and heating was fine. But definitely not worth the 732.00 per night I paid.
Reviewed on Oct 24, 2026
San Carlos Hotel
Manhattan
Save 100% on your flight
Price was CA $2,147, price is now CA $1,435 per person
CA $1,435
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,823 reviews)
Great location and very spacious room.
Reviewed on Oct 26, 2026
Lake Peekskill Hotel Deals
West Gate Inn Nyack
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Nov 11 to Nov 12
CA $139
CA $159 total
Nov 11 - Nov 12
includes taxes & fees
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Nov 8 to Nov 9
CA $147
CA $173 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"The hotel was about 80% empty, yet they gave us a non view second floor (NO ELEVATOR) room that, get this, SHARED A DOOR WITH THE ROOM NEXT DOOR! We heard every word of their conversations, phone calls, Tv etc. and they were up at 5am making noise. All unnecessary if they spaced the guests out for ..."
Reviewed on Oct 26, 2026
Hotel Nyack, a JdV by Hyatt Hotel
400 High Avenue Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Nov 22 to Nov 23
CA $149
CA $208 total
Nov 22 - Nov 23
includes taxes & fees
8.6/10 Excellent! (1,322 reviews)
"After a long day, I returned to my room only to find the door ajar. Concerned about the security of my belongings, I inquired about the possibility of reviewing the surveillance footage to identify who had accessed my room. Unfortunately, I was informed that this could not be accommodated. When I ..."
Reviewed on Oct 26, 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
