Cold Spring Vacation Packages

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    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.
The Prince Kitano New York

The Prince Kitano New York

4.5 out of 5
Manhattan
Price was CA $1,777, price is now CA $1,155 per person
CA $1,155
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (2,275 reviews)
Very clean friendly staff

Reviewed on Jul 3, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $14,781, price is now CA $9,288 per person
CA $9,288
per person
Aug 16 - Aug 22
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,489, price is now CA $1,590 per person
CA $1,590
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,652 reviews)
Good place to stay

Reviewed on Jul 4, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,487, price is now CA $1,593 per person
CA $1,593
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,130 reviews)
perfect location when visiting the city. Affordable price. Great staff service

Reviewed on Jul 3, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,885, price is now CA $1,221 per person
CA $1,221
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Muy centrico, cuartos que miran hacia la calle son muy ruidosos.

Reviewed on Jul 4, 2026

Ready to book your vacation to Cold Spring?

 

Choose your dates

Cold Spring Hotel Deals

Countryside Motel

Countryside Motel

2 out of 5
3577 Route 9 Cold Spring NY
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 8 to Jul 9
CA $135
CA $146 total
Jul 8 - Jul 9
includes taxes & fees
7.2/10 Good! (278 reviews)
"It was adequate for our needs"

Reviewed on Jul 1, 2026

Countryside Motel
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Jul 12 to Jul 13
CA $183
CA $213 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"AMAZING HOTEL!! if you need a place to stay for a night or two definitely choose this one! clean, nice quality, spacious affordable room, nice bathroom, nice indoor pool a& gym and inclusive breakfast! I often go back and forth to this area so I will be back!"

Reviewed on Jun 30, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jul 5 to Jul 6
CA $194
CA $239 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"Fabulous stay on our way to Maine!"

Reviewed on Jul 2, 2026

Overlook Lodge at Bear Mountain
See all 867 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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.
See properties

What to do in Cold Spring

Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

CA $76
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Cold Spring

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 $1,155 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.