Olivebridge Vacations from $509

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The Latest Olivebridge vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,057, price is now $509 per person
$509
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
6.8/10 (291 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was $4,202, price is now $2,285 per person
$2,285
per person
Jul 18 - Jul 22
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (912 reviews)
Friendly staff, good coffee nearby and a restaurant next to the place. We will be staying again.

Reviewed on May 10, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Save 100% on your flight
Price was $2,735, price is now $1,539 per person
$1,539
per person
Jul 10 - Jul 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,443, price is now $1,453 per person
$1,453
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,004 reviews)
We love 1Hotel. This was our fourth visit. However, this visit was different. From the loud music playing until two oclock in the morning, to the garbage left behind outside the entrance to the nightclub, the vibe was not at all what we experienced previously during our trips to Brooklyn. We sincerely hope the decision to use the upstairs floor as a nightclub is reconsidered. Being kept awake by loud music is not acceptable. Also, there was a bag of trash sitting on top of the trashcan for two days.Such a shame for this beautiful hotel. Attention to detail is what made this hotel so special.

Reviewed on May 10, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,942, price is now $1,195 per person
$1,195
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
Perfect location and clean environment

Reviewed on May 4, 2026

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Olivebridge Hotel Deals

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

Olivebridge NY
10/10 Exceptional! (58 reviews)
Great privacy. Clean surroundings. Hosts gave great insight on where to get food and left a magazine for the guests that list hiking trails, etc.

Reviewed on May 12, 2026

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Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from May 25 to May 26
$105 total
May 25 - May 26
Total with taxes and fees
7.4/10 Good! (1,009 reviews)
The carpet in our room smelled like urine. The staff was friendly however the hotel is very rundown and feels dirty. We spent as little time as possible there

Reviewed on May 10, 2026

Best Western Plus Kingston Hotel And Conference Center
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
$135 nightly
The price is $146 total per night from May 27 to May 28
$146 total
May 27 - May 28
Total with taxes and fees
9.2/10 Wonderful! (938 reviews)
Nice location, clean. Lack of more activities inside the hotel, but overall its a nice hotel

Reviewed on May 3, 2026

Hunter Lodge, a Bluebird by Lark
See all 1,969 properties in Olivebridge
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.

Find the Best Olivebridge Vacation Packages

Olivebridge Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Ulster Performing Arts Center, Mount Tremper Arts and James Cox Gallery

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Frequently asked questions

How much does an Olivebridge vacation package cost?
Offering excellent value package deals from $509 on Expedia, you'll be surprised at how little a vacation to Olivebridge costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Olivebridge?
November, December and January are great times to look for cheap Olivebridge vacation packages. Traveling in quieter months means you can typically find better prices on flights and hotels.
How many days is enough for Olivebridge?
With a well-organized travel plan, you can easily tick off the main Olivebridge sights in a handful of days. But if you prefer to venture off the beaten track or go on day tours, think about booking your Olivebridge vacation for longer.
How to find the best Olivebridge package deals?
Begin your search for an Olivebridge package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Olivebridge package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Olivebridge adventure underway.
Is it cheaper to book an Olivebridge vacation as a package?
You can enjoy significant savings on your Olivebridge retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Olivebridge?
If you're considering a spur-of-the-moment Olivebridge adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Olivebridge vacation packages?
Your Olivebridge getaway is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.