Chestnut Ridge Vacations from $395
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
- Newark Hansbury Multi Level House
Jan 20 - Jan 24Newark Hansbury Multi Level House + Flight
Weequahic4 nights2.0 star property6.8/10 - (5 reviews)"nice"Reviewed September 10, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - EWR • Nonstop LGA - ATL • Nonstop$665$395found 1 day agoper traveler - JW Marriott Essex House New York
Jan 1 - Jan 5JW Marriott Essex House New York + Flight
Manhattan4 nights4.5 star property8.8/10 - Excellent (1,000 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop EWR - ATL • Nonstop$1,828$994found 2 days agoper traveler - The St. Regis New York
Jan 26 - Jan 28The St. Regis New York + Flight
Manhattan2 nights5.0 star property9.2/10 - Wonderful (295 reviews)"The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"Reviewed November 6, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop - Candlewood Suites New York City-Times Square by IHG
Jan 1 - Jan 5Candlewood Suites New York City-Times Square by IHG + Flight
Manhattan4 nights2.5 star property8.6/10 - Excellent (2,316 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop EWR - ATL • Nonstop$973$608found 2 days agoper traveler - Paradise Stream Resort
Jan 21 - Jan 27Paradise Stream Resort + Flight
Cresco6 nights3.5 star property8.0/10 - Very good (1,180 reviews)"Overall, I enjoyed my stay at Paradise Dream Resort. The beautiful scenery and excellent accommodations made the experience worthwhile, the leaves were all over it should have been blown away from the entrances of the rooms. However, improving the food selection and adding more variety to the daily menu would make the resort experience much better. Keep the beautiful surroundings and excellent rooms, but give guests more choices when it comes to dining."Reviewed November 6, 2026Roundtrip • San Juan (SJU) - New York (JFK)SJU - JFK • Nonstop JFK - SJU • Nonstop$1,587$999found 1 day agoper traveler
Chestnut Ridge Hotel Deals
DoubleTree by Hilton Hotel Nanuet
DoubleTree by Hilton Hotel Nanuet
Courtyard by Marriott Montvale
Courtyard by Marriott Montvale"I was charged $500 for “smoking” in my room when I don’t smoke. When I disputed the charge with the manager, he would not remove the charge and would not provide any documentation to support the charge. I would NEVER stay at this location again."
Element by Marriott Spring Valley
Element by Marriott Spring Valley"Delicious breakfast, clean room, nice gym!"
"Great weekend stay. We enjoyed it!"
"I loved the room. It felt like a little apartment that I did not want to leave. Loved the bathroom and the suite was modernized."
Crowne Plaza Suffern - Mahwah by IHG
Crowne Plaza Suffern - Mahwah by IHG"We didn’t have a great experience at this property. Alarm went off at 4am and had to go out in the freezing cold in the middle of the night with my toddler in arms. Apparently it has happened multiple times in the past at 4am. We checked out right away after this experience and didn’t even use any facilities. Stay away if you want to have a good experience."
Frequently Asked Questions
How much does a Chestnut Ridge vacation package cost?
You'll find cheap prices from $395 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.