Chestnut Ridge Vacations from $895

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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.

The Latest Chestnut Ridge vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,521, price is now $895 per person
$895
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,979 reviews)
El desayuno ESPECTACULAR!! Muy variado! Recomendado 100%

Reviewed on May 5, 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,228, price is now $1,194 per person
$1,194
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.6/10 Excellent! (2,532 reviews)
Almost everything was fine! My only concern was a very laud night during my stay, coming from a party. Everything else was great! Coming back for sure.

Reviewed on May 6, 2026

Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $2,750, price is now $1,491 per person
$1,491
per person
Jul 21 - Jul 25
just found
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on Nov 4, 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,525, price is now $1,376 per person
$1,376
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
The location is fabulous! And the staff were lovely.

Reviewed on May 5, 2026

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

2 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $5,668, price is now $3,261 per person
$3,261
per person
Jun 26 - Jul 1
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
8/10 Very Good! (1 review)
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Discover the most popular places to visit in Chestnut Ridge

Golf Course in upstate New York

New York Country Club

Enjoy a round of golf in New Hempstead at New York Country Club. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.

New York Country Club

Sunbridge Institute

Explore the campus of Sunbridge Institute during your stay in Chestnut Ridge. Attend a sporting event while in this quaint area or simply enjoy the top-notch restaurants.

Sunbridge Institute

Holocaust Museum and Study Center

You can spend an afternoon browsing the exhibits at Holocaust Museum and Study Center during your travels in Spring Valley. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Holocaust Museum and Study Center

What to do in Chestnut Ridge

Self Guided Audio Ghost Tour of Sleepy Hollow

Sleepy Hollow Ghost Tour

$10
per adult
Sleepy Hollow Ghost Tour
Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

$55
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Chestnut Ridge

Chestnut Ridge Hotel Deals

Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $95 total per night from May 11 to May 12
$95 total
May 11 - May 12
Total with taxes and fees
9.2/10 Wonderful! (4,238 reviews)
Very friendly & helpful staff. The breakfast was also very tasty!

Reviewed on May 6, 2026

Highbridge Hotel
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
$122 nightly
The price is $140 total per night from May 25 to May 26
$140 total
May 25 - May 26
Total with taxes and fees
8.4/10 Very Good! (3,260 reviews)
Free parking with plenty of spots. Staff is friendly and helpful.

Reviewed on May 7, 2026

La Quinta Inn & Suites by Wyndham Clifton/Rutherford
Meadowlands Plaza Hotel

Meadowlands Plaza Hotel

2.5 out of 5
40 Wood Avenue Secaucus NJ
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $137 total per night from May 11 to May 12
$137 total
May 11 - May 12
Total with taxes and fees
8.8/10 Excellent! (2,277 reviews)
The shower was amazing, the rest of the hotel was dingy.

Reviewed on May 6, 2026

Meadowlands Plaza Hotel
See all 1,890 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.

Find the Best Chestnut Ridge Vacation Packages

Chestnut Ridge Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Liberty Intl. Airport (EWR)
Population
8,200
Top Sights
New York Country Club, St. Pauls Episcopal Church and Sunbridge Institute

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Frequently asked questions

How much does a Chestnut Ridge vacation package cost?
You'll find cheap prices from $895 on Expedia for your Chestnut Ridge getaway. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Chestnut Ridge costs.
What are the cheapest months to go to Chestnut Ridge?
You're likely to find lower prices and better availability in January, February and May. Check out our cheap Chestnut Ridge vacation packages and you could get some great off-season deals.
How many days is enough for Chestnut Ridge?
The ideal duration for your Chestnut Ridge vacation depends on what you'd like to do. Generally, a few days to a week will give you time to hit all the leading sights and discover some hidden spots along the way.
How to find the best Chestnut Ridge package deals?
Bagging a cheap Chestnut Ridge package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Chestnut Ridge package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Chestnut Ridge vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can customize your Chestnut Ridge escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Chestnut Ridge?
If you have your Chestnut Ridge vacation dates confirmed, book early to bag some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Chestnut Ridge vacation packages?
If you're like us, you love going away but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Chestnut Ridge break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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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.