
Pillar Point Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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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 $97 per night from Sep 3 to Sep 4
CA $97
CA $108 total
Sep 3 - Sep 4
includes taxes & fees
7.8/10 Good! (1,030 reviews)
"Excel"
Reviewed on Aug. 20, 2025

Days Inn by Wyndham Watertown Fort Drum
25940 US Route 11, Calcium, NY
Fully refundableReserve now, pay when you stay
The price is CA $91 per night from Sep 1 to Sep 2
CA $91
CA $101 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"The staff and facility were wonderful. The breakfast left much to be desired"
Reviewed on Aug. 21, 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.