Olivebridge Vacations from $554

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The Latest Olivebridge vacation packages

Price found within the past 48 hours. Click for updated prices.
Heritage Hotel

Heritage Hotel

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,080, price is now $554 per person
$554
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,751 reviews)
Clean room, staff were super friendly and helpful. Recommended where to go, and what to do. Let us know what stores/restaurants are nearby. Helped me find my lost watch. Overall was a great stay! 10/10

Reviewed on May 3, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $4,053, price is now $1,696 per person
$1,696
per person
Jul 10 - Jul 13
found 2 days 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

The Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,111, price is now $564 per person
$564
per person
Jul 17 - Jul 20
found 3 hours ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)
6.8/10 (289 reviews)
Hair dryer was broken and no one came to repair it. There was a roach. The black out curtain was stuck so I couldn't adjust it. The gasket seal on the fridge door was faulty. The sink randomly leaked. The person who checked me in was oddly aggressive just because I didn't want to sign a blank receipt. Telling me I don't know how to check into hotels as if I'm not in my late 30s...

Reviewed on Feb 21, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was $1,685, price is now $920 per person
$920
per person
Jun 4 - Jun 9
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,979 reviews)
Excellent position. Very clean. Very good breakfast. Would recommend.

Reviewed on Apr 30, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,107, price is now $612 per person
$612
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,468 reviews)
Loved the location and hotel. Breakfast was decent but not worth the cost. But it was simple and easy.

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! (56 reviews)
Extremely clean and so so so cute and comfy!

Reviewed on Apr 29, 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
$87 nightly
The price is $98 total per night from May 11 to May 12
$98 total
May 11 - May 12
Total with taxes and fees
7.4/10 Good! (1,003 reviews)
Couldn’t check in because there system was down. Had to wait an hour. Finally got in the room. Room was mostly clean, hairs in bathroom. Ew. No hair dryer. Called 3 times till they finally brought us one. Room had an adjacent door where the neighbor was slurring obscenities. Went and talked to front ...

Reviewed on May 1, 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
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $158 total per night from May 13 to May 14
$158 total
May 13 - May 14
Total with taxes and fees
9.2/10 Wonderful! (933 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 1,941 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 $554 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.