Olivebridge Vacations from $423
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The Latest Olivebridge vacation packages
Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport
Manhattan
$573
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
We had a wonderful stay at 33 Hotel! We stayed in the Brooklyn Bridge Premier King Terrace and absolutely loved the view of the bridge and private terrace. The location was perfect for us. Quiet and charming, but still within walking distance of so much. The room was comfortable and the staff was friendly and welcoming. Would definitely stay here again!
Reviewed on Sep 25, 2026
Log Comfort 3
Lower Vailsburg
$429
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8/10 Very Good! (1 review)
The host was wonderful and very responsive. She even offers extended check out which was great. The listing could be a bit more detailed on the apartment. It appears to be a place to rent rooms but the whole apartment was offered. There is a camera IN the apartment which was very uncomfortable as I felt like I could not get comfortable for the time I was there and being watched I could not enjoy the living room. Other than that I have no complaints.
Reviewed on Aug 3, 2026
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See all available trips from Columbus to Olivebridge
View all tripsStay near popular Olivebridge 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.
Olivebridge Hotel Deals
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Olivebridge NY
10/10 Exceptional! (63 reviews)
"Beautiful little cottage and lovely private yard. Very clean and a comfortable . We would recommend to anyone for a stay. Owners very pleasant. We loved it!"
Reviewed on Aug 30, 2026
Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$166 nightly
$180 total
Oct 26 - Oct 27
Total with taxes and fees
9.2/10 Wonderful! (1,017 reviews)
"Just for starters, our room was very very clean and very nice. Lots of room comfortable, bed. I guess some of the problems were with the outside areas. We noticed outside our patio, a pile of cigarette butts and roaches, and some chipping paint that didn’t appear to have been cleaned up for a while. ..."
Reviewed on Sep 26, 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$152 nightly
$172 total
Sep 28 - Sep 29
Total with taxes and fees
8.2/10 Very Good! (1,007 reviews)
"The bartender she is excellent"
Reviewed on Sep 26, 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.
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 $423 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.