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.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,617, price is now CA $1,017 per person
CA $1,017
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,805 reviews)
Clean and room big enough. No microwave and refrigerator

Reviewed on Oct 28, 2026

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was CA $5,063, price is now CA $3,151 per person
CA $3,151
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to White Plains (HPN)
3/10 (4 reviews)

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $6,819, price is now CA $4,245 per person
CA $4,245
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
9.2/10 Wonderful! (713 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,919, price is now CA $3,202 per person
CA $3,202
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,370, price is now CA $1,545 per person
CA $1,545
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,536 reviews)

Ready to book your vacation to Lake Peekskill?

 

Choose your dates

Lake Peekskill Hotel Deals

West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Nov 9 to Nov 10
CA $139
CA $159 total
Nov 9 - Nov 10
includes taxes & fees
West Gate Inn Nyack
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
The price is CA $147 per night from Nov 2 to Nov 3
CA $147
CA $173 total
Nov 2 - Nov 3
includes taxes & fees
8.4/10 Very good! (1,010 reviews)
"Great place, but was super crowded."

Reviewed on Oct 27, 2026

Overlook Lodge at Bear Mountain
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
400 High Avenue Nyack NY
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! (1,321 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

Hotel Nyack, a JdV by Hyatt Hotel
See all 664 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 $1,017 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.