Pittstown Vacation Packages

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Your Pittstown Vacation

The adventure-filled city of Pittstown is calling. Immerse yourself in everything it has to offer with a Pittstown vacation package that's custom made for you. Like to get out and explore? Beneduce Vineyards, Red Mill Museum Village and Spruce Run Recreation Area are a few of the best places to visit during your trip to Pittstown. Your perfect Pittstown vacation is just a few clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your travel style.

Top Pittstown 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 $1,165, price is now CA $686 per person
CA $686
per person
Oct 20 - Oct 23
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.

Reviewed on Aug. 28, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,014, price is now CA $2,589 per person
CA $2,589
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
My second time at 1 Hotel Brooklyn Bridge and I'll be back. Very urban, cool, attentive hotel. And the views! Chef's kiss.

Reviewed on Aug. 28, 2025

The Luxury Collection Hotel Manhattan Midtown

The Luxury Collection Hotel Manhattan Midtown

5 out of 5
Manhattan
Price was CA $1,823, price is now CA $1,135 per person
CA $1,135
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Great location, complimentary water which saved us a lot of money on bottled water! Front desk hooked us up with an upgrade. We requested to have all snacks and drinks removed from our son's room and they didn't do it. He got into the snacks and we were charged $160 super annoying, we knew he would get into the snacks and would have appreciated them doing us a solid by removing the $20 gummy bears

Reviewed on Aug. 17, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $2,990, price is now CA $1,871 per person
CA $1,871
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (129 reviews)
Love the hotel especially the design and decor. Staff is so nice and professional. Room service food is excellent. The only negative is the lack of an in-house gym. Would stay again.

Reviewed on Aug. 22, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was CA $1,352, price is now CA $855 per person
CA $855
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,466 reviews)
A great location and property -

Reviewed on Aug. 28, 2025

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Pittstown Hotel Deals

Historic Country Estate with Fabulous Pool & Pool House!

Historic Country Estate with Fabulous Pool & Pool House!

Union Township
10/10 Exceptional! (37 reviews)
"The house was very clean, well taken care of, and stocked with everything we needed. (In the main house there were a few more stairs than we were aware of, and a few very narrow and steep staircases which made it a bit more difficult for one of our family members who recently had broken a few ribs ..."

Reviewed on Aug. 13, 2025

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Historic Country Estate with Fabulous Pool & Pool House!
Wind Creek Bethlehem

Wind Creek Bethlehem

4 out of 5
77 Wind Creek Blvd, Bethlehem, PA
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Sep 1 to Sep 2
CA $193
CA $213 total
Sep 1 - Sep 2
includes taxes & fees
Wind Creek Bethlehem
The View Inn & Suites

The View Inn & Suites

2.5 out of 5
3191 Highfield Drive, Bethlehem, PA
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Sep 23 to Sep 24
CA $92
CA $101 total
Sep 23 - Sep 24
includes taxes & fees
The View Inn & Suites
See all 427 properties in Pittstown
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
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Frequently asked questions

How much does a Pittstown vacation package cost?
Offering excellent value package deals from CA $686 on Expedia, you'll be thrilled with how little a vacation to Pittstown costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Pittstown?
If you'd like to score a cheap Pittstown vacation package, consider planning a trip in January, February and November. You'll generally find lower rates on accommodations and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Pittstown?
Generally, a handful of days is enough to tick off the top sights during your Pittstown vacation. However, if you'd like to have more time to kick back or go on day tours, think about extending your itinerary.
How to find the best Pittstown package deals?
Use Expedia's filter tool to help you find some great Pittstown package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Pittstown package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Pittstown vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized Pittstown vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Pittstown?
If you're planning a spontaneous Pittstown trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Pittstown?

  1. Choose when to go: Check your diary and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to escape to Pittstown.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will likely be the largest expense during your trip to Pittstown.
  3. Work out your trip length: Consider how much time you want to spend exploring Pittstown. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Pittstown vacation package.

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