Chestnut Ridge Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $1,825, price is now CA $1,102 per person
CA $1,102
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8/10 Very good! (1,000 reviews)
Cons: Air conditioning never really worked well. Thankfully opening the window helped. It's kind of set up like an apartment so there isn't an ice machine on the floor. The TV was tiny and hard to watch. Breakfast wasn't complimentary ($19 per person). IDK for $2200 I expected a higher caliber of service and amenities. Pros: The staff was always helpful. The location is convenient especially for things downtown close the the financial district.

Reviewed on Nov 3, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $2,033, price is now CA $1,114 per person
CA $1,114
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $2,738, price is now CA $1,620 per person
CA $1,620
per person
Jan 10 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
9.4/10 Exceptional! (555 reviews)

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was CA $2,262, price is now CA $1,386 per person
CA $1,386
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Clean and comfortable

Reviewed on Nov 2, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $5,180, price is now CA $3,334 per person
CA $3,334
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
Excellent stay

Reviewed on Oct 26, 2026

Ready to book your vacation to Chestnut Ridge?

 

Choose your dates

Chestnut Ridge Hotel Deals

La Quinta Inn & Suites by Wyndham Clifton/Rutherford

La Quinta Inn & Suites by Wyndham Clifton/Rutherford

3 out of 5
265 Route 3 East Clifton NJ
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Nov 23 to Nov 24
CA $165
CA $189 total
Nov 23 - Nov 24
includes taxes & fees
8.4/10 Very good! (3,741 reviews)
"Very clean and the staff were very polite and helpful."

Reviewed on Nov 6, 2026

La Quinta Inn & Suites by Wyndham Clifton/Rutherford
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Nov 8 to Nov 9
CA $198
CA $270 total
Nov 8 - Nov 9
includes taxes & fees
Radio Hotel
World of Blue

World of Blue

4 out of 5
2 Meadowlands Plaza East Rutherford NJ
Fully refundableReserve now, pay when you stay
The price is CA $238 per night from Nov 16 to Nov 17
CA $238
CA $280 total
Nov 16 - Nov 17
includes taxes & fees
World of Blue
See all 1,809 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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Frequently asked questions

How much does a Chestnut Ridge vacation package cost?
You'll find cheap prices from CA $1,102 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.

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