Cold Spring Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Bibek Magar
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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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Your Cold Spring Vacation

Experience the buzz and excitement of Cold Spring with a customized Cold Spring vacation package. From its rich history to its spectacular views, you'll never have a dull moment in this city. Hudson Highlands State Park, Oscawana Lake and Boscobel House and Gardens are just some of the many sights you'll want to see during your trip to Cold Spring. Stop daydreaming and start doing. Explore the many options on Expedia today and put your Cold Spring vacation plans into gear!

Top Cold Spring Vacation Deals

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

Night Hotel Broadway

Manhattan
Save 100% on your flight
CA $1,170
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,714 reviews)
Pendry Natirar

Pendry Natirar

Save 100% on your flight
CA $2,328
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (21 reviews)
Lotte New York Palace

Lotte New York Palace

Manhattan
Save 100% on your flight
CA $1,829
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (2,282 reviews)
Unfortunately, there was not a bar per se only a cocktail bar which was very overpriced and as such there was nowhere else to have a drink in the hotel

Reviewed on Oct 9, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
Save 100% on your flight
CA $1,906
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,389 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
CA $1,795
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,007 reviews)

Ready to book your vacation to Cold Spring?

Choose your dates

Cold Spring Hotel Deals

Countryside Motel

Countryside Motel

3577 Route 9 Cold Spring NY
Fully refundableReserve now, pay when you stay
CA $135
CA $146 total
Oct 11 - Oct 12
includes taxes & fees
Countryside Motel
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
CA $151
CA $178 total
Nov 2 - Nov 3
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"A+"

Reviewed on Oct 7, 2026

Overlook Lodge at Bear Mountain
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $134
CA $155 total
Nov 8 - Nov 9
includes taxes & fees
9/10 Wonderful! (1,110 reviews)
"The room was spotless, the bathroom was spotless and extremely well appointed. The blackout shade in the room did its job perfectly. The bed and bedding were perfect. We liked the fact that the back door was locked regardless of the time of day and had to use your room key to get in. The coffee and ..."

Reviewed on Oct 8, 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 852 properties in Cold Spring
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 Cold Spring attractions

A river winding through a green landscape with hills in the background.

Boscobel House and Gardens

8.8/10 (5 reviews)
You can spend time exploring the galleries in Boscobel House and Gardens during your trip to Philipstown. Stroll along the riverfront or discover the area's mountain views.
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A calm lake with a rocky shoreline, surrounded by dense green trees and mountains in the background.

Little Stony Point Park

8.0/10 (3 reviews)
Enjoy the mountain views and explore Little Stony Point Park, a lovely green space in Philipstown. Amble around the area's riverfront or attend a sporting event.
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A house with a glass conservatory by a pond surrounded by trees.
Photo by louann ohora

Stonecrop Gardens

4.0/10 (1 review)
Enjoy the mountain views and explore Stonecrop Gardens, a lovely green space in Philipstown. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
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West Point Foundry Preserve

9.6/10 (7 reviews)
Learn about the local history of Philipstown when you take a trip to West Point Foundry Preserve. Stroll along the riverfront or attend a sporting event in the area.
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Chapel Restoration

8.0/10 (2 reviews)
You can learn about the history of Philipstown with a visit to Chapel Restoration. Stroll along the riverfront or discover the area's mountain views.
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Putnam History Museum

4.0/10 (1 review)
You can study the exhibits at Putnam History Museum, a museum with a story of its own, during your travels to Philipstown. Wander the riverfront or discover the area's mountain views.
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Constitution Marsh Audubon Center and Sanctuary

7.0/10 (2 reviews)
Enjoy the collegiate vibe when you visit Constitution Marsh Audubon Center and Sanctuary, during your travels in Philipstown. Stroll along the riverfront or attend a sporting event in the area.
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Constitution Island

4.0/10 (1 review)
Enjoy the mountain views and explore Constitution Island, a lovely green space in Philipstown. Amble around the area's riverfront or attend a sporting event.
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Frequently asked questions

How much does a Cold Spring vacation package cost?
You can pick up a vacation package to this top destination from CA $1,170 on Expedia. But how much your vacation to Cold Spring costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Cold Spring?
January, February and March are great times to search for cheap Cold Spring vacation packages. Opting to travel in less busy periods means you can typically find reduced prices on flights and accommodations.
How many days is enough for Cold Spring?
Dedicate at least 2 days for your Cold Spring vacation to really immerse yourself in all that makes this destination unique. Stroll around popular neighbourhoods, including Vails Gate and Firthcliffe. Then check out top sights such as Oscawana Lake and Boscobel House and Gardens. With a good itinerary, you can keep busy with room for some me-time too. Want to travel outside of Cold Spring? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Cold Spring?
Popular for its history, nature and hiking, a Cold Spring vacation is a hit with all kinds of visitors. Be sure to check out key sights like Boscobel House and Gardens and West Point Foundry Preserve, and consider renting a set of wheels for day trips to explore even more.
How to find the best Cold Spring package deals?
Start your search for a Cold Spring package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Cold Spring package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cold Spring adventure off to a flying start.
Is it cheaper to book a Cold Spring vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can customize your Cold Spring trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Cold Spring?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Cold Spring vacation.
How to plan a trip to Cold Spring?
  1. Choose when to go: Check your calendar and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Cold Spring.
  2. Set your budget: Factor in expenses such as flights, food and transportation when calculating how much to put aside for your trip to Cold Spring. Then, pick a property that fits your budget, whether that's an economical stay or a swankier getaway.
  3. Decide how long to go for: Now that you know more about Cold Spring, you can figure out the right length of your vacation. Put together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your accommodations and airfare: After you've settled on your dates and duration, book the right Cold Spring vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.