Town of Yorktown Vacation Packages

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

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Top Town of Yorktown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $1,449, price is now CA $883 per person
CA $883
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,435 reviews)

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,580, price is now CA $2,201 per person
CA $2,201
per person
Dec 31 - Jan 4
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,872, price is now CA $3,028 per person
CA $3,028
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (293 reviews)

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,302, price is now CA $1,442 per person
CA $1,442
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,125 reviews)
Little difficult to find but incredible stay and view! Great place especially for the price

Reviewed on Oct 29, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,004, price is now CA $2,588 per person
CA $2,588
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
We had an incredible stay at the Essex House last week with our two kids (one is 7 and the other turned 4 on our trip). We booked the king suite, thinking that even though it's NYC and the room will likely be small, it would be the best option for a family of 4. We were SHOCKED at the size of the suite! Not only was it enough room for all of us, it was downright roomy! We had plenty of space for our stay. The amenities and cleanliness of the hotel are superior, room service was delicious (if expensive), and best of all...the guest relations team sent a special surprise gift to our room for our 4 year olds birthday. They sent him balloons, two pieces of cake, and a bag full of stuffies and goodies. He was THRILLED and we were so touched by the thoughtfulness. Both of our kids have already asked if - not only can we go back to New York - but can we stay at the Essex House again! The location was incredible and overall the Essex House played a big part in how wonderful and effortless our trip was. Already looking at dates in the Spring to visit again! Thank you Essex House and your wonderful staff!

Reviewed on Oct 19, 2026

Town of Yorktown Hotel Deals

Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Nov 8 to Nov 9
CA $159
CA $194 total
Nov 8 - Nov 9
includes taxes & fees
8.6/10 Excellent! (2,872 reviews)
"Excellent breakfast. Helpful staff."

Reviewed on Oct 29, 2026

Royal Regency Hotel
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 $236 per night from Nov 1 to Nov 2
CA $236
CA $305 total
Nov 1 - Nov 2
includes taxes & fees
8.2/10 Very good! (1,390 reviews)
"Love this place! The pool, the restaurant and the front loan!"

Reviewed on Oct 28, 2026

Tarrytown House Estate
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Nov 15 to Nov 16
CA $142
CA $163 total
Nov 15 - Nov 16
includes taxes & fees
7.4/10 Good! (1,505 reviews)
"No Wifi, Breakfast ran. out of bland food, noisy next to 287"

Reviewed on Oct 29, 2026

West Gate Inn Nyack
See all 1,286 properties in Town of Yorktown
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.
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Frequently asked questions

How much does a Town of Yorktown vacation package cost?
From as little as CA $883. Yes, you read that right. Our Town of Yorktown packages are the best way to stretch your budget. Bundle your hotels, flights and rental car and discover this top destination.
How do I get a cheap travel package to Town of Yorktown?
Bundle your hotels and flights with Expedia to save big bucks on your next adventure. With more than 550 airlines and 1,000,000 hotel options across the world, your Town of Yorktown vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not add a few fun activities and tours? It's an easy way to unlock even more bargains. That vacation you've always dreamed of in Town of Yorktown is closer than you thought!
Where should I stay in Town of Yorktown?
With fascinating attractions like Franklin D. Roosevelt State Park and Jefferson Valley Mall in this neighborhood, see if you can find a hotel near either of them. Mohansic Golf Course is another sight that draws in the crowds.
What are the top hotels in Town of Yorktown?
One of the top places to stay in Town of Yorktown is Adorable Cottage Ny Minutes From Train To City, in the neighborhood of Crompond. Explore the city by day and then rest up in this comfortable hotel at night.
How far in advance should I book my Town of Yorktown vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. Most air carriers advertise prices up to 12 months prior to departure dates. This is generally the cheapest time to book. If circumstances have left you booking late, incredible deals to Town of Yorktown sometimes emerge a few weeks before departure.
What does an Expedia Town of Yorktown travel package include?
It comes down to what you're looking for. If you're traveling solo, you might decide to combine hotels and flights. Bringing the whole family to Town of Yorktown? A travel package including hotels, rental cars and flights might be a better fit. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Town of Yorktown travel package?
A travel package can be customized for your circumstances and is a simple way to stretch your hard-earned dollars. What you include is completely up to you. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with a Town of Yorktown Expedia vacation package?
With a vacation package, you're always in charge. Whether you want to fly to Town of Yorktown in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners around the world.
If I'm not able to travel, can I cancel my Town of Yorktown vacation package?
If your vacation plans in Town of Yorktown have been upended, it's comforting to know that it's possible to amend or cancel your booking. If you booked in the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. To learn more, check our Customer Service Portal.

Stay near popular Town of Yorktown attractions

A dam with a reservoir, surrounded by autumn foliage and hills.

Travelers Rest

After visiting Travelers Rest, make a plan to see the other sights and activities in Ossining. Amble around the area's parks or visit its monuments.
See properties

What to do in Town of Yorktown

Bear Mountain Full-Day Oktoberfest Scenic Cruise

Bear Mountain Full-Day Oktoberfest Scenic Cruise

CA $116
per adult
84% of travellers recommend
Bear Mountain Full-Day Oktoberfest Scenic Cruise
Hudson Valley: Craft Brewery Bike Tour

Hudson Valley: Craft Brewery Bike Tour

CA $239
per adult
Hudson Valley: Craft Brewery Bike Tour
See all activities in Town of Yorktown
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.