
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.
Top Pillar Point Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Travel Inn
Price was CA $1,353, price is now CA $1,230 per person
CA $1,230
per person
Jul 12 - Jul 18
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Watertown (ART)
6.6/10 (18 reviews)
Very helpful staff. They are renovating some areas, but there is no construction debris lying around like you usually see with hotel renovations.
Room was clean. Everything was in good working condition.
Lots of hot water. Extra blanket in the closet if needed, which is rare these days. There were decent toiletries in the bathroom, which was nice since I left mine in the car & didn't feel like going back out.
I do like that the place is pet-friendly for folks traveling with a pet, but the only downside was there was a dog in a nearby room that barked for about 10 minutes straight late at night & woke us up.
We will stay again when in the area.
Reviewed on May 22, 2026

Quality Inn & Suites Watertown Fort Drum
Price was CA $1,615, price is now CA $1,438 per person
CA $1,438
per person
Jul 12 - Jul 18
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Watertown (ART)
8.2/10 Very Good! (1,007 reviews)
Good location to visit Ft. Drum. Nice stay, only down is the very limited breakfast. Would stay there again.
Reviewed on May 21, 2026

Hilton Garden Inn Watertown/Thousand Islands
Price was CA $2,755, price is now CA $2,454 per person
CA $2,454
per person
Jul 12 - Jul 18
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Watertown (ART)
9.2/10 Wonderful! (1,001 reviews)
We did have an issue with noise and lumpy bed but the staff was great and got us a new room that resolved those issues. The rooms were clean and well kept. The lobby was lovely. We didn’t get a chance to use the pool or hot tub.
Reviewed on May 25, 2026

Hotel Watertown
Price was CA $4,503, price is now CA $4,039 per person
CA $4,039
per person
Jul 12 - Jul 18
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Watertown (ART)
7.2/10 Good! (11 reviews)
It was under construction but it was still nice and room was clean
Reviewed on Jan 24, 2026

Hampton Inn Watertown
Price was CA $2,202, price is now CA $1,995 per person
CA $1,995
per person
Jul 12 - Jul 18
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Watertown (ART)
9/10 Wonderful! (1,004 reviews)
Property very nice and very clean. Staff kind and helpful. My whole family enjoyed their stay.
Reviewed on May 27, 2026
Pillar Point Hotel Deals

Black Bay Chalet- Lake front home with magnificent views
Dexter NY
10/10 Exceptional! (22 reviews)
"Lake view. Loons in the morning.Very very quiet."
Reviewed on May 25, 2026

Modern Lakeside Retreat on Lake Ontario 4 bedroom/3 bath
Dexter NY

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 $93 per night from Jun 11 to Jun 12
CA $93
CA $104 total
Jun 11 - Jun 12
includes taxes & fees
8/10 Very Good! (1,032 reviews)
"Hotel was pretty clean but very outdated. Cold water in bathroom sink would not even turn on. Breakfast choices were lacking. Hotel staff was great. Overall we would not stay here again."
Reviewed on May 31, 2026
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.







