Tarrytown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking

2 out of 5
Price was CA $818, price is now CA $625 per person
CA $625
per person
Aug 13 - Aug 16
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
No reviews

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Price was CA $1,892, price is now CA $1,417 per person
CA $1,417
per person
Aug 22 - Aug 25
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9.4/10 Exceptional! (992 reviews)
Valet parking is a good feature - but it was to find a valet. Had to find our own car twice. Again a welcome chocolate bar is nice, but really 1 small bar for 2 large adults. At $600 a night , I think you can spring for 2.

Reviewed on Jul 7, 2026

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was CA $1,398, price is now CA $1,087 per person
CA $1,087
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to White Plains (HPN)
8.2/10 Very good! (1,131 reviews)
The room was perfect. There is a nice gym. Coffee always available in the lobby

Reviewed on Jul 10, 2026

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was CA $904, price is now CA $714 per person
CA $714
per person
Aug 13 - Aug 16
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
6.4/10 (134 reviews)
This hotel is a disaster ! It was a false advertisement on how the hotel really looks . The room was very very outdated and the air conditioner did not work in the bedroom . The smell was overbearing with roach spray ….. We went up to the room and attempted to stay but we were unable to make it work . The front desk said they had another room but my wife said absolutely not ! The receptionist said he was going to cancel the reservation and not to worry that the charges were going to be removed !! Now I am having to do the leg work because they lied to me and are still attempting to charge me for a room I never used . My credit card has an investigation in the works also . Beware of this hotel and what they are about !!!!!

Reviewed on Jul 4, 2026

The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Ridgeway-Bullshead
Price was CA $1,379, price is now CA $1,093 per person
CA $1,093
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to White Plains (HPN)
7.8/10 Good! (843 reviews)
Very clean!

Reviewed on Jul 7, 2026

Ready to book your vacation to Tarrytown?

 

Choose your dates

Tarrytown Hotel Deals

Westchester Marriott

Westchester Marriott

4.5 out of 5
670 White Plains Rd Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $324 per night from Jul 12 to Jul 13
CA $324
CA $371 total
Jul 12 - Jul 13
includes taxes & fees
8.8/10 Excellent! (573 reviews)
"We were hardly at the hotel so I believe it was ok for us"

Reviewed on Jul 11, 2026

Westchester Marriott
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Jul 12 to Jul 13
CA $157
CA $215 total
Jul 12 - Jul 13
includes taxes & fees
8.2/10 Very good! (1,162 reviews)
"The room was perfect. There is a nice gym. Coffee always available in the lobby"

Reviewed on Jul 10, 2026

Tarrytown House Estate
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
455 S Broadway Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $200 per night from Jul 23 to Jul 24
CA $200
CA $229 total
Jul 23 - Jul 24
includes taxes & fees
7/10 Good! (1,009 reviews)
"Great place, well located and just what I needed! Highly recommended."

Reviewed on Jul 9, 2026

Sleepy Hollow Hotel, a Dolce by Wyndham
See all 2,334 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Tarrytown attractions

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

What to do in Tarrytown

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

CA $43
per adult
88% of travellers recommend
LEGOLAND® Discovery Center Westchester Tickets
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

CA $1,844
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Tarrytown

Frequently asked questions

How much does a Tarrytown vacation package cost?
You'll find cheap prices from CA $625 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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.