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 St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was CA $1,071, price is now CA $716 per person
CA $716
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (6,194 reviews)
Muy lindo lugar, limpio y accesible, está muy cerca de todo. Lo recomiendo

Reviewed on Aug. 18, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,753, price is now CA $2,071 per person
CA $2,071
per person
Oct 28 - Oct 31
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Rooms are so nice and spacious. Plenty of room to enjoy indoor time. Lots of outdoor options on and near the property. Highly recommend. Beautiful views of the bridges and the city.

Reviewed on Aug. 19, 2025

Waldorf Astoria New York

Waldorf Astoria New York

5 out of 5
Manhattan
Price was CA $9,148, price is now CA $5,807 per person
CA $5,807
per person
Sep 26 - Oct 1
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
No reviews
Allegria Hotel

Allegria Hotel

4 out of 5
Price was CA $1,892, price is now CA $1,238 per person
CA $1,238
per person
Oct 31 - Nov 7
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.8/10 Good! (1,195 reviews)
Good food very clean

Reviewed on Aug. 18, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,213, price is now CA $796 per person
CA $796
per person
Nov 7 - Nov 9
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug. 12, 2025

Ready to book your vacation to Lake Peekskill?

 

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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 $124 per night from Sep 17 to Sep 18
CA $124
CA $142 total
Sep 17 - Sep 18
includes taxes & fees
7.2/10 Good! (1,013 reviews)
"Nice breakfast buffet. Easy to get to and park. Within distance to shops and food options."

Reviewed on Aug. 13, 2025

West Gate Inn Nyack
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
455 S Broadway, Tarrytown, NY
The price is CA $257 per night from Sep 7 to Sep 8
CA $257
CA $294 total
Sep 7 - Sep 8
includes taxes & fees
6.6/10 (1,007 reviews)
"The staff was very very helpful/kind/responsive!!!"

Reviewed on Aug. 18, 2025

Sleepy Hollow Hotel
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $130 per night from Sep 3 to Sep 4
CA $130
CA $154 total
Sep 3 - Sep 4
includes taxes & fees
7.2/10 Good! (514 reviews)
"Very cute hotel. Lobby is beautiful. Room was clean and bed was very comfortable. Bathroom was clean too. A little small though. I'd definitely stay again."

Reviewed on Aug. 15, 2025

The Crossroads Hotel, Newburgh
See all 622 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 $716 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.