Tarrytown Vacation Packages
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Your Tarrytown Vacation
Choose a Tarrytown vacation package and focus on what matters — having fun. There's no more planning stresses, just lots more time to immerse yourself in what's special about this fascinating city, such as its rich history and spectacular views. You'll want to do some exploring during your trip to Tarrytown. Make time for famous attractions like Westchester County Center, The Westchester Mall and Lyndhurst Mansion. Don't put off exploring this destination any longer. The perfect Tarrytown vacation is just a few clicks away with Expedia.
Top Tarrytown Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Stamford Suites
Downtown Stamford
CA $1,057
per person
Dec 11 - Dec 15
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
6.4/10 (185 reviews)
This property is listed as a 3-star. There is NO WAY this is a 3-star property. It is much a motel or hostel at best. DO NOT STAY HERE. It was so dirty that I did not feel comfortable staying. I left after only a few minutes and they would not process a refund. There were people banging on doors and yelling in the hallway and there were people smoking substances in the parking lot. This is the worst accommodation I've ever booked!
Reviewed on Oct 5, 2026
Ready to book your vacation to Tarrytown?
Tarrytown Hotel Deals
Sleepy Hollow Hotel, a Dolce by Wyndham
455 S Broadway Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $201
CA $230 total
Oct 29 - Oct 30
includes taxes & fees
Westchester Marriott
670 White Plains Rd Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $265
CA $303 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (665 reviews)
"Pretty good overall"
Reviewed on Oct 9, 2026
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
CA $227
CA $295 total
Nov 8 - Nov 9
includes taxes & fees
8.2/10 Very good! (1,340 reviews)
"Beautiful property!"
Reviewed on Oct 10, 2026
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.
Stay near popular Tarrytown attractions
Photo by Jeff White
Lyndhurst Mansion
8.6/10 (130 reviews)
Learn about the local history of Tarrytown with a stop at Lyndhurst Mansion. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
Photo by Bob Westerfield
Tarrytown Lighthouse
8.4/10 (104 reviews)
You can learn about the history of Sleepy Hollow with a stop at Tarrytown Lighthouse. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.
Philipsburg Manor
8.2/10 (40 reviews)
You can find out about the history of Sleepy Hollow with a trip to Philipsburg Manor. Wander the riverfront in this quaint area.
Kykuit
8.0/10 (63 reviews)
You can learn about the history of Pocantico Hills when you stop by Kykuit. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
Old Dutch Church of Sleepy Hollow
8.6/10 (74 reviews)
You can learn about the history of Sleepy Hollow with a trip to Old Dutch Church of Sleepy Hollow. Wander the riverfront in this family-friendly area.
Tarrytown Music Hall
8.4/10 (129 reviews)
Enjoy a performance at Tarrytown Music Hall, a storied theater in Tarrytown. Stroll along the riverfront or experience the entertainment choices in this family-friendly area.
Orange Trailhead
You can take time to visit Orange Trailhead during your travels to Tarrytown. While in this family-friendly area, you can savor the top-notch restaurants.
Rockefeller Archive Center
8.0/10 (32 reviews)
You can study the exhibits at Rockefeller Archive Center, a museum with a storied past, during your trip to Pocantico Hills. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
What to do in Tarrytown
Introductory Helicopter Flight Lesson from Westchester
CA $1,818
per traveller
Frequently asked questions
How much does a Tarrytown vacation package cost?
You'll find cheap prices from CA $771 on Expedia for your Tarrytown getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Tarrytown costs.
What are the cheapest months to go to Tarrytown?
You can typically find reduced prices and better availability in January, February and March. Take a look at our cheap Tarrytown vacation packages and you could score some great off-season discounts.
How many days is enough for Tarrytown?
The ideal length of your Tarrytown vacation depends on what you'd like to do. Typically, a few days to a week will give you time to tick off all the main sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Tarrytown?
It's no wonder a Tarrytown vacation is on the must-do list of many travellers. Popular attractions like Tarrytown Music Hall are just the beginning of things to keep you busy here.
How to find the best Tarrytown package deals?
Use Expedia's handy filters to help you find some tempting Tarrytown package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Tarrytown package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Tarrytown vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Tarrytown vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Tarrytown?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Tarrytown escape.
How to plan a trip to Tarrytown?
- Choose when to go: Check your calendar and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to visit Tarrytown.
- Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and flights. Your accommodations will probably be the largest expense during your trip to Tarrytown.
- Decide your trip length: Consider how much time you want to spend discovering Tarrytown. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Tarrytown 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.
