Tarrytown Holidays

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Top hotels in Tarrytown

Tarrytown House Estate

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
S$263
21 Sept - 22 Sept
includes taxes & fees
8.2/10 Very good! (1,302 reviews)
"Everyone was very nice. The outside was beautiful and slightly misleading. The interior was dated, difficult to navigate and disappointing considering the price. Free WiFi was nice though. We got stuck in a first floor room but had to take two flights of stairs and an elevator to get there. Room ..."

Reviewed on 14 Sept, 2026

Tarrytown House Estate
Westchester Marriott

Westchester Marriott

670 White Plains Rd Tarrytown NY
Fully refundableReserve now, pay when you stay
S$283
20 Sept - 21 Sept
includes taxes & fees
Westchester Marriott
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

455 S Broadway Tarrytown NY
Fully refundableReserve now, pay when you stay
S$199
14 Oct - 15 Oct
includes taxes & fees
7/10 Good! (1,007 reviews)
"Hotel lobby was beautiful. Rooms were nice but dated. Parking was an absolute nightmare. No clear direction of where to park to get to your room. Really need to do a better job."

Reviewed on 15 Sept, 2026

Sleepy Hollow Hotel, a Dolce by Wyndham
See all 2,274 properties in Tarrytown
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

A large, historic stone building with multiple chimneys and arched windows.
Photo by Jeff White

Lyndhurst Mansion

8.6/10 (130 reviews)
This Gothic Revival masterpiece on the Hudson River showcases America's Gilded Age with original furnishings and art. Explore the mansion's 16 ornate rooms and stroll through manicured gardens with river views.
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A lighthouse and a large bridge with construction cranes.
Photo by Gary Burke

Tarrytown Lighthouse

8.4/10 (104 reviews)
This historic 1883 beacon on the Hudson River showcases a unique caisson design and maritime heritage. Climb its five stories to enjoy panoramic river views and glimpse the fascinating life of lighthouse keepers past.
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A historic stone building with a tower and a black iron fence.

Old Dutch Church of Sleepy Hollow

8.6/10 (74 reviews)
This 1685 stone church inspired Washington Irving's "The Legend of Sleepy Hollow" and remains New York's oldest. Wander among historic gravestones where characters from Irving's tale may have found their final rest.
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A classical fountain with a statue in a park with autumn foliage.

Kykuit

8.0/10 (63 reviews)
The historic Rockefeller estate showcases four generations of wealth through remarkable art collections and sculpted gardens. Tour the mansion's main floor and wander among masterpieces with sweeping Hudson River views.
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A white house with a wooden deck and a wooden bridge over a river.

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.
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Tarrytown Music Hall

8.4/10 (129 reviews)
This 1885 theatre enchants visitors with its vintage architecture and exceptional acoustics. Experience world-class performances in Westchester County's oldest and most intimate performance venue.
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Rockefeller Archive Center

8.0/10 (32 reviews)
This prestigious archive houses Rockefeller family and philanthropic records, serving as a vital research resource. Scholars must schedule appointments at least three days in advance.
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Orange Trailhead

You can take time to visit Orange Trailhead during your travels to Tarrytown. While in this family-friendly area, you can savour the top-notch restaurants.
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What to do in Tarrytown

Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

S$895
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Tarrytown

Frequently asked questions

How much does a Tarrytown holiday package cost?
You'll find cheap prices on Expedia for your Tarrytown break. However, factors like the length of stay, hotel choice and season will determine how much your holiday to Tarrytown costs.
What are the cheapest months to go to Tarrytown?
If you'd like to snag a cheap Tarrytown holiday package, consider travelling in January, February and March. You'll generally find lower rates on hotels and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Tarrytown?
With a well-planned itinerary, you can easily tick off the top Tarrytown sights in a handful of days. But if you prefer to discover hidden gems or go on day tours, consider booking your Tarrytown holiday for longer.
Is it worth booking a holiday package to Tarrytown?
It's no wonder a Tarrytown holiday is on the to-do list of many travellers. Leading attractions like Tarrytown Music Hall are just the start of things to see and do here.
How to find the best Tarrytown package deals?
Finding a cheap Tarrytown package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most economical Tarrytown package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Tarrytown holiday as a package?
You can enjoy significant savings on your next Tarrytown escape by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Tarrytown?
If you've got your Tarrytown holiday dates confirmed, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Tarrytown?
  1. Choose when to go: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to holiday in Tarrytown.
  2. Budget wisely: As well as the cost of your accommodation, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may come up during your trip to Tarrytown.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to get to in Tarrytown. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Tarrytown holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.