Chestnut Ridge Vacation Packages

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Your Chestnut Ridge Vacation

The adventure-packed city of Chestnut Ridge is calling. Uncover both its hidden gems and highlights with a Chestnut Ridge vacation package that's tailored to you. Ready to explore your surroundings? New York Country Club, Sunbridge Institute and St. Pauls Episcopal Church are a few of the most popular places to visit during your trip to Chestnut Ridge. Don't put off visiting this destination any longer. The perfect Chestnut Ridge vacation is a few clicks away with Expedia.

Top Chestnut Ridge Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express New York City Times Square by IHG

Holiday Inn Express New York City Times Square by IHG

3 out of 5
Manhattan
Price was CA $1,454, price is now CA $898 per person
CA $898
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (2,787 reviews)
Good location

Reviewed on Jul 9, 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $3,721, price is now CA $1,910 per person
CA $1,910
per person
Sep 18 - Sep 25
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.4/10 Good! (3,239 reviews)
The room was clean the air conditioning was perfect at 60 degrees and the heater (hubby is anemic)was perfect at H2. The front desk staff was courteous, polite and professional. The eateries in the area McDonald's, the Chinese Restaurant and the Pizzeria are over priced and the food was not that good. There is a deli on the corner of 93rd Street is reasonably priced and the sandwiches and salads were delicious. I can't comment on parking because we took a taxi and public transportation. Overall we had a good time and a nice experience.

Reviewed on Jul 9, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $3,038, price is now CA $1,807 per person
CA $1,807
per person
Aug 27 - Aug 30
found 6 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on Jul 5, 2026

The Wall Street Inn

The Wall Street Inn

3 out of 5
Manhattan
Price was CA $1,612, price is now CA $1,007 per person
CA $1,007
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Lovely spot convenient to the activities we were doing. Very friendly and helpful stuff.

Reviewed on Jul 5, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,685, price is now CA $2,932 per person
CA $2,932
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Ottawa (YOW) 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

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Chestnut Ridge Hotel Deals

Crowne Plaza Englewood by IHG

Crowne Plaza Englewood by IHG

3.5 out of 5
401 S Van Brunt St Englewood NJ
Fully refundable
The price is CA $161 per night from Aug 3 to Aug 4
CA $161
CA $185 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very good! (1,394 reviews)
"En general todo estuvo muy bien es muy agradable es cerca a muchos lugares"

Reviewed on Jul 9, 2026

Crowne Plaza Englewood by IHG
Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $89 per night from Jul 26 to Jul 27
CA $89
CA $107 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (4,297 reviews)
"The room was clean and the bed was very comfortable, the staff were very friendly and professional."

Reviewed on Jul 9, 2026

Highbridge Hotel
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 12 to Jul 13
CA $122
CA $136 total
Jul 12 - Jul 13
includes taxes & fees
6/10 (2,287 reviews)
"There are bed bugs in my room I woke up with something biting me in the middle of the night and I had bumps all over my legs and on my back. I also saw a small bug that might have been a bed bug crawling on my sheets. They need an exterminator pronto or else they're going to start losing customers. ..."

Reviewed on Jul 9, 2026

Armoni Inn & Suites
See all 1,899 properties in Chestnut Ridge
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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What to do in Chestnut Ridge

Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

CA $78
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Chestnut Ridge

Frequently asked questions

How much does a Chestnut Ridge vacation package cost?
You'll find cheap prices from CA $898 on Expedia for your Chestnut Ridge break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Chestnut Ridge costs.
What are the cheapest months to go to Chestnut Ridge?
If you're looking to score a cheap Chestnut Ridge vacation package, consider planning a trip in January, February and March. You'll generally find lower rates on flights and accommodations during these quieter months — perfect for a budget-friendly break.
How many days is enough for Chestnut Ridge?
The ideal length of your Chestnut Ridge vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you time to go to all the main sights and explore some hidden treasures along the way.
How to find the best Chestnut Ridge package deals?
Finding a cheap Chestnut Ridge package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Chestnut Ridge package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Chestnut Ridge vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still have the freedom to create a tailored Chestnut Ridge vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Chestnut Ridge?
If you've got your Chestnut Ridge travel dates confirmed, book early to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Chestnut Ridge?

  1. Choose when to get away: Check your schedule and get packing. Your preferred season and the available activities will also help you decide when to vacation in Chestnut Ridge.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your accommodations will probably be the largest expense during your trip to Chestnut Ridge.
  3. Decide your trip length: Think about how long you'd like to spend discovering Chestnut Ridge. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Chestnut Ridge 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.