Olivebridge Vacations from $483

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The Latest Olivebridge vacation packages

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

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was $776, price is now $483 per person
$483
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (1,813 reviews)
Ive stayed at this hotel a several times over the years. Sadly, I feel like the general up-keep and design asthetic is looking outdated. Service was fine. Location is good if you dont want to deal with crowds in Mid town. Food in restaurant yummy.

Reviewed on Nov 10, 2026

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,725, price is now $1,567 per person
$1,567
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was $1,619, price is now $959 per person
$959
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was $1,639, price is now $1,003 per person
$1,003
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,893, price is now $1,190 per person
$1,190
per person
Dec 23 - Dec 30
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Great for a date night getaway . Staff was kind and helpful. Would definitely stay again.

Reviewed on Nov 11, 2026

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Stay 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.
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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! (64 reviews)
"Clean, cozy, everything I needed for my stay. Loved having the air purifier since I have environmental allergies when the leaves fall. It saved my sleep and allowed me to skip antihistamines! Thank you! The bed is super comfortable, great shower pressure and temp, well-equipped kitchen, and I loved ..."

Reviewed on Oct 18, 2026

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Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $180 total per night from Nov 12 to Nov 13
$180 total
Nov 12 - Nov 13
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"The side entry door for the Townsend rooms does not close properly and lock without some assistance. Staff very help and polite. Room was nice. Town was very quaint and has a few eateries to try."

Reviewed on Nov 10, 2026

Beekman Arms and Delamater Inn
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
$148 nightly
The price is $159 total per night from Nov 22 to Nov 23
$159 total
Nov 22 - Nov 23
Total with taxes and fees
9.2/10 Wonderful! (1,014 reviews)
"Great all-around pet friendly"

Reviewed on Nov 11, 2026

Hunter Lodge, a Bluebird by Lark
See all 1,932 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 $483 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.