
Town of Olive Vacation Packages
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Top Town of Olive Vacation Deals
Price found within the past 48 hours. Click for updated prices.

New York Marriott Marquis
Manhattan
Price was CA $2,558, price is now CA $1,421 per person
CA $1,421
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,367 reviews)
I absolutely love this hotel, especially for its excellent location and the strong sense of safety it provides. Being in such a convenient area makes it easy to get around the city and enjoy everything New York has to offer. I also truly appreciate how secure and comfortable I feel every time I stay here. The staff is always attentive, and the overall atmosphere is welcoming and reliable. Because of all these reasons, this hotel has become my go-to place whenever I visit New York—I wouldn’t choose to stay anywhere else.
Reviewed on Apr 29, 2026

1 Hotel Brooklyn Bridge
Price was CA $3,973, price is now CA $2,214 per person
CA $2,214
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Perfect hotel for Brooklyn enjoyed every moment the staff was outstanding and the food was excellent
The decor and amenities were lovely
Reviewed on Apr 28, 2026

Topping Rose House
Price was CA $5,502, price is now CA $3,159 per person
CA $3,159
per person
Jul 19 - Jul 22
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (149 reviews)
Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower.
But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker.
Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door.
It’s little odd things that just made it not feel like a luxury stay.
And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use.
The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh.
Reviewed on Mar 24, 2026

1 Hotel Central Park
Manhattan
Price was CA $5,277, price is now CA $3,095 per person
CA $3,095
per person
Jun 7 - Jun 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Laid back, cool vibe. Great size and perfect location.
Reviewed on Apr 24, 2026

The Pierre, A Taj Hotel, New York
Manhattan
Price was CA $6,623, price is now CA $4,034 per person
CA $4,034
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (1,007 reviews)
The staff is the kindest, brightened our day!
Reviewed on Apr 28, 2026
Town of Olive Hotel Deals

Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from May 14 to May 15
CA $119
CA $134 total
May 14 - May 15
includes taxes & fees
7.6/10 Good! (1,005 reviews)
Chambre propre. Par contre, le sèche cheveux était défectueux on a dû attendre 45min avant d’avoir un nouveau. Le déjeuner, 15$ US pour quelques fruits et un bols de céréales!?!?
Reviewed on Apr 27, 2026

Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from May 12 to May 13
CA $185
CA $229 total
May 12 - May 13
includes taxes & fees
9.2/10 Wonderful! (926 reviews)
A perfect getaway for my husband and I. What a cool place with cozy nooks and friendly staff. Highly recommend.
Reviewed on Apr 27, 2026

Wildflower Farms, Auberge Collection
2702 Main St Gardiner NY
The price is CA $1,697 per night from May 26 to May 27
CA $1,697
CA $1,974 total
May 26 - May 27
includes taxes & fees
9.4/10 Exceptional! (64 reviews)
Everything was incredible!!!
Reviewed on Apr 29, 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







