A stone bridge over a stream surrounded by autumn foliage.

Briarcliff Manor Vacations from $395

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Your Briarcliff Manor Vacation

Get ready to experience Briarcliff Manor your way with a custom Briarcliff Manor vacation package! Uncovering the treasures of this city is simpler with a base in a neighborhood such as Montrose, which is great for walking, among many other things. You'll want to do some exploring during your trip to Briarcliff Manor. Carve out some time for top attractions such as Lyndhurst Mansion, Tarrytown Music Hall and Van Cortlandt Manor. Don't put off exploring this destination any longer. Your dream Briarcliff Manor vacation is a couple of clicks away with Expedia.

The Latest Briarcliff Manor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 20 - Jan 24

    Newark Hansbury Multi Level House + Flight

    Weequahic
    4 nights
    2.0 star property
    6.8/10 - (5 reviews)
    "nice"
    Reviewed September 10, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - EWR • Nonstop LGA - ATL • Nonstop
    $665
    $395
    per traveler
    found 1 day ago
    Newark Hansbury Multi Level House
  • Jan 1 - Jan 5

    JW Marriott Essex House New York + Flight

    Manhattan
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop EWR - ATL • Nonstop
    $1,828
    $994
    per traveler
    found 2 days ago
    JW Marriott Essex House New York
  • Jan 26 - Jan 28

    The St. Regis New York + Flight

    Manhattan
    2 nights
    5.0 star property
    9.2/10 - 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, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    Save 100% on your flight
    $1,844
    $1,125
    per traveler
    found 1 day ago
    The St. Regis New York
  • Jan 1 - Jan 5

    Candlewood Suites New York City-Times Square by IHG + Flight

    Manhattan
    4 nights
    2.5 star property
    8.6/10 - Excellent (2,316 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop EWR - ATL • Nonstop
    $973
    $608
    per traveler
    found 2 days ago
    Candlewood Suites New York City-Times Square by IHG
  • Jan 21 - Jan 27

    Paradise Stream Resort + Flight

    Cresco
    6 nights
    3.5 star property
    8.0/10 - 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, 2026
    Roundtrip • San Juan (SJU) - New York (JFK)
    SJU - JFK • Nonstop JFK - SJU • Nonstop
    $1,587
    $999
    per traveler
    found 1 day ago
    Paradise Stream Resort

Where to stay near Briarcliff Manor

Explore the charming Briarcliff Manor in New York, where family-friendly vibes meet outdoor adventures. Discover its inviting districts and enjoy various travel options during the high season for a memorable getaway. Experience the perfect blend of relaxation and romance in this delightful destination.

Ossining

Discover Ossining, a charming city that caters to travelers seeking a blend of outdoor adventures and cultural experiences. This vibrant destination offers easy access to historic sites like Van Cortlandt Manor and the intriguing Sing Sing Correctional Facility, alongside the scenic beauty of local parks and lakes. Just about 2 miles away from Briarcliff Manor by car, Ossining makes for a smart choice for a memorable stay, ensuring visitors enjoy both relaxation and exploration.

Pleasantville

Experience the charm of Pleasantville, a fantastic hub for families and weekend getaway travelers eager to explore nearby attractions. Just a short drive from Briarcliff Manor, guests can enjoy the vibrant local arts scene at the Westchester County Center, delve into history at Van Cortlandt Manor, or unwind in the natural beauty of Rockefeller State Park Preserve. With its appealing mix of outdoor activities and cultural experiences, Pleasantville is a smart choice for your next hotel booking.

Maryknoll

If you are a traveler with an affinity for culture and nature, look no further than Maryknoll, which features a rich blend of historic sites and outdoor activities. Explore the captivating Van Cortlandt Manor, immerse yourself in the significant architecture, or visit the nearby Westchester County Center for arts events. Situated about 3 miles from Briarcliff Manor, Maryknoll offers an inviting atmosphere year-round, making it a smart choice for a memorable stay.

Pocantico Hills

Immerse yourself in Pocantico Hills, where families and nature lovers can easily access a vibrant blend of culture and outdoor activities. This charming village is a gateway to the historic Lyndhurst Mansion, the artistic Westchester County Center, and the scenic Governor Mario M. Cuomo Bridge, making it perfect for those seeking both relaxation and exploration. With its proximity—about 3 miles—from Briarcliff Manor, Pocantico Hills is an ideal choice for your next vacation getaway.

Hawthorne

Travelers visiting the area often choose Hawthorne, especially those seeking a blend of business and leisure experiences. This vibrant city offers a variety of attractions, including the Westchester County Center for arts enthusiasts, the historic Lyndhurst Mansion for a taste of local history, and the educational charm of New York Medical College. Located about 3 miles by car from Briarcliff Manor, Hawthorne serves as an excellent base for exploring the region's cultural and recreational opportunities, making it a smart choice for your stay.

Discover the most popular places to visit in Briarcliff Manor

What to do in Briarcliff Manor

Briarcliff Manor Hotel Deals

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.

Frequently Asked Questions

How much does a Briarcliff Manor vacation package cost?

Offering great value package deals from $395 on Expedia, you'll be thrilled with how little a vacation to Briarcliff Manor costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to Briarcliff Manor?

If you'd like to snag a cheap Briarcliff Manor vacation package, consider planning a trip in December, January and February. You'll usually find lower prices on accommodations and flights during these months — ideal for a budget-friendly break.

How many days is enough for Briarcliff Manor?

You can easily visit all the top attractions in Briarcliff Manor within a few days, including the must-see Hardscrabble Wilderness Area. If you want a longer Briarcliff Manor vacation, check out what kind of excursions and activities are available in the area.

Is it worth booking a vacation package to Briarcliff Manor?

Briarcliff Manor has everything you need for an unforgettable escape. Get your Briarcliff Manor vacation off to a flying start by exploring popular attractions like Rockwood Hall Park.

How to find the best Briarcliff Manor package deals?

Finding a cheap Briarcliff Manor package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most affordable Briarcliff Manor package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.

Is it cheaper to book a Briarcliff Manor vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Briarcliff Manor vacation by choosing your favorite airline, accommodation type and car class.

When to book a vacation package to Briarcliff Manor?

If you're planning a spur-of-the-moment Briarcliff Manor adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking well in advance.

How to plan a trip to Briarcliff Manor?

  1. Choose your dates: What you want to do in Briarcliff Manor and your favorite season will help you decide when to get away.
  2. Budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Briarcliff Manor.
  3. Organize your Briarcliff Manor escape with our trip planning tool: Search for and book stays and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Briarcliff Manor together.
  4. Decide how long to go for: Now that you know more about Briarcliff Manor, you can work out the right length of your vacation. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  5. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, book the ideal Briarcliff Manor vacation package for you.
  6. Book experiences or activities ahead of time: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on Briarcliff Manor's highlights. Find all the fun things to do in Briarcliff Manor in Briarcliff Manor with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Briarcliff Manor vacation packages?

If you're anything like us, you love traveling the world 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 overall cost of your Briarcliff Manor vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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