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 Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $1,665, price is now CA $1,096 per person
CA $1,096
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,652 reviews)
great location. clean room. If there's a microwave it would be even better

Reviewed on Jul 8, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $2,889, price is now CA $1,634 per person
CA $1,634
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on Jul 5, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,887, price is now CA $2,430 per person
CA $2,430
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $1,942, price is now CA $1,254 per person
CA $1,254
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,130 reviews)
La mejor ubicación, desayuno, servicio y comodidades

Reviewed on Jul 8, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,660, price is now CA $1,098 per person
CA $1,098
per person
Aug 19 - Aug 22
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Beautiful, spacious and comfortable room that is in excellent condition. Same with the bathroom. Front desk are knowledgeable, professional, friendly and can anticipate our needs before we even ask for it. Same with the bell staff and the security. Free coffee in the morning. Free water all day (in a giant bucket in the evenings and at the bell station during the day). No pool. Fitness center is available but not the best. ROOM 3501 is AMAZING. The corner room understandable has windows on the north and east side of the buildings. We very much enjoyed the sunrise, morning, afternoon and evening views from our room. Couch pulls out into a bed. Vibe is definitely nice. Location is VERY convenient: It's across the street from Central Park and about 2 blocks from a subway station.

Reviewed on Jul 3, 2026

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Lake Peekskill Hotel Deals

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
400 High Avenue Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Aug 3 to Aug 4
CA $165
CA $228 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,174 reviews)
"Overall, it was a nice, clean hotel with friendly staff and comfortable bed. Couple things could have been better. Bathroom sink didn't drain well, otherwise room was nice. Restaurant: Dinner, her salmon was very good, my burger was ok, very small patty, overcooked and not much flavor. Breakfast, ..."

Reviewed on Jul 6, 2026

Hotel Nyack, a JdV by Hyatt Hotel
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Jul 22 to Jul 23
CA $132
CA $152 total
Jul 22 - Jul 23
includes taxes & fees
8.4/10 Very good! (158 reviews)
"Room is clean, which is important to me. Staff is friendly, breakfast, ok."

Reviewed on Jul 6, 2026

Spark by Hilton Fishkill
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Jul 19 to Jul 20
CA $204
CA $251 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"Service was not provided on time"

Reviewed on Jul 7, 2026

Overlook Lodge at Bear Mountain
See all 694 properties in Lake Peekskill
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.
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Frequently asked questions

How much does a Lake Peekskill vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,096 on Expedia. However, how much your vacation to Lake Peekskill costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Lake Peekskill?
Plan your getaway for the off-peak season and you're likely to score cheap Lake Peekskill vacation packages. Remember that school vacation periods and local events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Lake Peekskill?
You can visit all the top sights in Lake Peekskill in a few days, including the popular Charles Point Pier Park. If you want an extended Lake Peekskill vacation, check out what kind of activities and day trips are available nearby.
How to find the best Lake Peekskill package deals?
Finding a cheap Lake Peekskill package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most economical Lake Peekskill package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Lake Peekskill vacation as a package?
You can enjoy significant savings on your next Lake Peekskill escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
How to plan a trip to Lake Peekskill?

  1. Pick your dates: The things you'd like to do in Lake Peekskill and your favourite season will help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Lake Peekskill.
  3. Decide how many days away: Start by making a list of all the attractions you'd like to get to in Lake Peekskill. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Lake Peekskill vacation package that brings all your bookings together.

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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.