Cold Spring Vacation Packages

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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.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul 31 - Aug 5
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,725 reviews)
Nice and modern hotel, small rooms which make sense for NYC, and great hotel staff. Confusing emails, the parking email had the wrong hotel location, but otherwise it was a good stay.

Reviewed on Jun. 27, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
One of the Best hotel I have ever stayed. Little small, little pricey, but they did everything right.

Reviewed on Jun. 25, 2025

Harpoon House

Harpoon House

3 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.2/10 Very Good! (120 reviews)
Great reception! Raluca was so amazing and thoughtful!

Reviewed on Jun. 20, 2025

Ruschmeyers Hotel

Ruschmeyers Hotel

3 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (43 reviews)
We had a great stay in Montauk. The property has been nicely updated and the staff go above and beyond! Kat and the staff were super friendly and helpful

Reviewed on Jun. 18, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.4/10 Very Good! (528 reviews)
We had an overall great stay and will be back. Especially loved nights out on the beach!

Reviewed on Jun. 22, 2025

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 $130 per night from Jun 30 to Jul 1
CA $130
CA $141 total
Jun 30 - Jul 1
includes taxes & fees
7/10 Good! (235 reviews)
"Dark and dated but otherwise and most importantly it was clean."

Reviewed on Jun. 22, 2025

Countryside Motel
Cold Spring Hotel
Cold Spring Hotel
3 out of 5
124 Main St., Cold Spring, NY
The price is CA $246 per night from Jul 1 to Jul 2
CA $246
CA $287 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (146 reviews)
"Very welcoming and attentive. Look forward to returning."

Reviewed on Jun. 1, 2025

Cold Spring Hotel
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jul 9 to Jul 10
CA $151
CA $176 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"It was very nice, but jacuzzi was closed."

Reviewed on Jun. 26, 2025

Hampton Inn & Suites Poughkeepsie
See all 798 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

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 $1,203 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.

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 $55
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
Beacon: Gourmet Beacon Food Tour

Beacon: Gourmet Beacon Food Tour

CA $182
per adult
Beacon: Gourmet Beacon Food Tour
Cafe and Bakery Tour Explore Peekskill by Foot

Peekskill New York Culture and Food Walking Tour

CA $206
per adult
Peekskill New York Culture and Food Walking Tour
See all activities in Cold Spring
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.