Nelsonville 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 Nelsonville Vacation

Book a custom vacation package to Nelsonville and get ready to experience this fascinating city on your own terms. Consider spending time in the neighborhood of Montrose, which is great for walking and a whole lot more. Eager to explore your surroundings? Hudson Highlands State Park, Boscobel House and Gardens and Stonecrop Gardens are among the top places to visit during your trip to Nelsonville. A couple of quick clicks is all it takes to craft a customized Nelsonville vacation on Expedia.

Top Nelsonville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wall Street Inn

The Wall Street Inn

3 out of 5
Manhattan
Price was CA $1,948, price is now CA $1,252 per person
CA $1,252
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,002 reviews)
This inn is in a convenient location to restaurants, attractions, whole food market, and transportation. The staff was pleasant, and the decor is tastefully done in old world style. Had comfortable bed and roomy bathroom.

Reviewed on Oct 28, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,580, price is now CA $2,201 per person
CA $2,201
per person
Dec 31 - Jan 4
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $7,212, price is now CA $4,595 per person
CA $4,595
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (293 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,919, price is now CA $3,202 per person
CA $3,202
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
This hotel is directly on Times Square - great location. Couldn’t have asked for anything more

Reviewed on Oct 28, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,905, price is now CA $1,897 per person
CA $1,897
per person
Dec 31 - Jan 4
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
wonderful stay and well located.....

Reviewed on Oct 28, 2026

Ready to book your vacation to Nelsonville?

 

Choose your dates

Nelsonville Hotel Deals

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 $147 per night from Nov 29 to Nov 30
CA $147
CA $173 total
Nov 29 - Nov 30
includes taxes & fees
Overlook Lodge at Bear Mountain
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 $132 per night from Nov 29 to Nov 30
CA $132
CA $153 total
Nov 29 - Nov 30
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 1 to Nov 2
CA $122
CA $144 total
Nov 1 - Nov 2
includes taxes & fees
Ramada by Wyndham Newburgh/West Point
See all 675 properties in Nelsonville
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 Nelsonville

Bear Mountain Full-Day Oktoberfest Scenic Cruise

Bear Mountain Full-Day Oktoberfest Scenic Cruise

CA $116
per adult
84% of travellers recommend
Bear Mountain Full-Day Oktoberfest Scenic Cruise
See all activities in Nelsonville

Frequently asked questions

How much does a Nelsonville vacation package cost?
You'll find cheap prices from CA $1,252 on Expedia for your Nelsonville break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Nelsonville costs.
What are the cheapest months to go to Nelsonville?
January, February and March are the best times to look for cheap Nelsonville vacation packages. Travelling in quieter months means you can usually find reduced prices on hotels and flights.
How many days is enough for Nelsonville?
The ideal length of your Nelsonville vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to tick off all the top attractions and explore some hidden gems along the way.
How to find the best Nelsonville package deals?
Landing a cheap Nelsonville package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Nelsonville package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Nelsonville vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can customize your Nelsonville getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Nelsonville?
If you have your Nelsonville vacation dates finalized, book as soon as you can to bag some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Nelsonville?

  1. Choose when to get away: Check your schedule and get your bags packed. Your favourite time of year and the activities available will also help you decide when to vacation in Nelsonville.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to airfares and activities. Your hotel will probably be the biggest expense during your trip to Nelsonville.
  3. Work out your trip length: Think about how long you'd like to spend exploring Nelsonville. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Nelsonville vacation package.

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