
Pillar Point Vacation Packages
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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.
Pillar Point Hotel Deals

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

Ramada by Wyndham Watertown/Thousand Islands NY
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

Comfort Inn & Suites Watertown - 1000 Islands
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)
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Reviewed on Aug. 1, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.