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Town of Olive flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,572, price is now CA $1,599 per person
CA $1,599
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
5th & 55th Residence Club

5th & 55th Residence Club

5 out of 5
Manhattan
Price was CA $8,971, price is now CA $5,119 per person
CA $5,119
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $4,996, price is now CA $3,008 per person
CA $3,008
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $3,775, price is now CA $2,333 per person
CA $2,333
per person
Oct 31 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was CA $2,611, price is now CA $1,666 per person
CA $1,666
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Stay at this hotel in Westhampton Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shock Ice Cream and Westhampton Beach Performing Arts Center are located nearby.

Top Town of Olive hotels deals

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Free cancellation
Reserve now, pay when you stay
The price is CA $223 per night
CA $223
CA $252 total
Sep 28 - Sep 29
includes taxes & fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Starr Library and Dutchess County Fairgrounds are located nearby.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Free cancellation
Reserve now, pay when you stay
The price is CA $177 per night
CA $177
CA $221 total
Sep 13 - Sep 14
includes taxes & fees
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and H Ski Lift are located nearby.
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Free cancellation
Reserve now, pay when you stay
The price is CA $124 per night
CA $124
CA $138 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berean Park Beach and McCann Arena are located nearby.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Free cancellation
Reserve now, pay when you stay
The price is CA $199 per night
CA $199
CA $278 total
Sep 17 - Sep 18
includes taxes & fees
Book a stay at this luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Opus 40 and Saugerties Town Hall are located nearby.
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
The price is CA $1,700 per night
CA $1,700
CA $1,978 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery are located nearby.
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
4142 Albany Post Rd Hyde Park NY
Free cancellation
The price is CA $112 per night
CA $112
CA $127 total
Sep 17 - Sep 18
includes taxes & fees
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Franklin D. Roosevelt Presidential Library and Museum and Home of Franklin D. Roosevelt National Historic Site are located nearby.
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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.

Stay near popular Town of Olive attractions

Brown's Station

Explore the great outdoors at Brown's Station, a lovely green space in Olivebridge. Amble around the area's forest or experience its entertainment venues.
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Photos of local treasures

Browse Town of Olive vacation photos for more inspiration

A mountainous landscape with autumn foliage.

Frequently asked questions

How much are vacation packages to Town of Olive?
Travelocity offers great package deals to Town of Olive, as well as flights and hotels, starting at just CA $1,599. With all that extra money, you could include some awesome tours or maybe even add on some extra days to your adventure.
Where can I get the best vacation package deals for Town of Olive?
No matter your style, Travelocity can help you get your hands on the best Town of Olive package deal. All you need to do is pick and choose between our 400 airlines and 1,000,000 worldwide properties.
Why should I book my Town of Olive vacation bundle with Travelocity?
Because you'll never wander alone if you book your vacation through us, and we offer 24/7 customer support and superb service to boot. Add to that our Price Match Guarantee and a massive range of experiences to select from. It's our job to make your daydreams a reality.
Can I save on my Town of Olive car rental if I book it with my hotel or flight?
You certainly can — and if you also add a tour or an experience to your Town of Olive vacation package, you'll pick up even greater savings. With an affordable package from Travelocity, you can find things to do around the region that are just right for you. Then, hop in your rental car and work your way through the list. Times Square is one must-see sight to key into your GPS. You'll find it 137 kilometers from Town of Olive.