Cold Spring Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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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 Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $882, price is now CA $560 per person
CA $560
per person
Oct 7 - Oct 9
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug. 12, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $6,783, price is now CA $3,371 per person
CA $3,371
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was CA $1,953, price is now CA $1,164 per person
CA $1,164
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,271 reviews)
Wonderful property, accesible to multiple subway stations. Walkable distance to plenty of sites and attractions. Great costumer service!

Reviewed on Aug. 20, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was CA $1,062, price is now CA $693 per person
CA $693
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (6,194 reviews)
Wow, right on times square!! So cute! Vintage! Not extravagant, but for the location, I would definitely stay there again!

Reviewed on Aug. 21, 2025

Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Price was CA $2,164, price is now CA $1,415 per person
CA $1,415
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,945 reviews)
We had a comfy stay!

Reviewed on Aug. 18, 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 $132 per night from Aug 24 to Aug 25
CA $132
CA $143 total
Aug 24 - Aug 25
includes taxes & fees
7/10 Good! (244 reviews)
"Basic room for a short stay."

Reviewed on Jul. 29, 2025

Countryside Motel
Cold Spring Hotel

Cold Spring Hotel

3 out of 5
124 Main St., Cold Spring, NY
The price is CA $225 per night from Sep 8 to Sep 9
CA $225
CA $264 total
Sep 8 - Sep 9
includes taxes & fees
8.6/10 Excellent! (149 reviews)
Main Street hotel
"Comfortable room on the second floor, up some steep steps from the street. No lobby, but the host runs the cafe and seems to be there all day. Very convenient location for exploring Cold Spring and local hiking trails."

Reviewed on Jul. 20, 2025

Cold Spring Hotel
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $132 per night from Sep 2 to Sep 3
CA $132
CA $156 total
Sep 2 - Sep 3
includes taxes & fees
7.2/10 Good! (520 reviews)
"Had a good time there"

Reviewed on Aug. 18, 2025

The Crossroads Hotel, Newburgh
See all 800 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

What to do in Cold Spring

New York Thift, Outlet, and Consignment Shopping Tour

NY Thrift Shopping & Wine Tour

CA $549
per adult
NY Thrift Shopping & Wine Tour
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 $560 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.