Pillar Point Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Your Pillar Point Vacation

Our Pillar Point vacation packages give you countless opportunities to indulge in new sights, sounds and activities. And with all your travel plans taken care of, you'll be free to enjoy your city adventure without a worry in the world. If sightseeing is on your list of things to do during your trip to Pillar Point, stop by famous attractions like Farmhouse Maple. That dream Pillar Point vacation is only clicks away. Explore airfares, hotels and more on Expedia for a getaway that's tailored just for you.

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Pillar Point Hotel Deals

Black Bay Chalet- Spectacular lake front location

Black Bay Chalet- Spectacular lake front location

Dexter
9.8/10 Exceptional! (17 reviews)
Relaxing week away
"We loved staying here! The home is beautiful, clean and updated. It is centrally located to many Thousand island towns, which we visited. We loved relaxing on the deck and the rocks for the waves, sunsets, and fishing. There was only one bad part having to leave! A grill, firepit and a raft would ..."

Reviewed on Jun. 25, 2025

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Black Bay Chalet- Spectacular lake front location
Ramada by Wyndham Watertown/Thousand Islands NY

Ramada by Wyndham Watertown/Thousand Islands NY

2.5 out of 5
21000 NY State Rt 3, Watertown, NY
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Aug 24 to Aug 25
CA $101
CA $112 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,004 reviews)
Clean & Comfortable.
"Great location near many restaurants."

Reviewed on Aug. 1, 2025

Ramada by Wyndham Watertown/Thousand Islands NY
Comfort Inn & Suites Watertown - 1000 Islands

Comfort Inn & Suites Watertown - 1000 Islands

2.5 out of 5
110 Commerce Park Drive, Watertown, NY
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Aug 11 to Aug 12
CA $145
CA $161 total
Aug 11 - Aug 12
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"."

Reviewed on Aug. 1, 2025

Comfort Inn & Suites Watertown - 1000 Islands
See all 276 properties in Pillar Point
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

Frequently asked questions

How much does a Pillar Point vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Pillar Point from just . And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to Pillar Point?
Bundling your flight and hotel with Expedia won't just save valuable time — it'll save you dollars too. A Pillar Point vacation package makes it simple to put together your dream adventure. With more than 550 airlines all over the world to select from, finding convenient flights that fit your schedule won't be a problem. On top of that, we've got over 1,000,000 hotel options globally to choose from. Talk about choice! No matter who you are, Expedia brings the world within your reach.
How far in advance should I book my Pillar Point vacation?
To bag cheap prices, book nice and early. Air carriers generally advertise flight tickets, along with some of the lowest fares, nearly a year prior to departure. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway in Pillar Point, there are always lots of great deals to be had on Expedia. Book your escape today!
What does an Expedia Pillar Point travel package include?
Rental cars, hotels and flights, or any combination of them — it's totally up to you. Whether you're venturing to Pillar Point with the entire family or enjoying a solo break, there's a bundle to match your budget and style. Once you've made your booking, why not add on a couple of tours and experiences?
What should I know before booking a Pillar Point travel package?
Booking all the parts of your escape together is an excellent way to save. Bundle your flights, car rentals and hotels into a tidy little package. But you're not limited to hotels. Expedia offers all sorts of properties, including vacation rentals like beachfront villas and spacious residences. Your choices are almost endless!
Can I choose my airline with a Pillar Point Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the freedom to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Pillar Point vacation package?
Because we understand life is full of surprises, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Pillar Point vacation package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.