Peapack and Gladstone Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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Your Peapack and Gladstone Vacation

Our Peapack and Gladstone vacation packages provide countless opportunities to immerse yourself in new sights, sounds and tastes. And with all your travel plans taken care of, you can breathe easy and enjoy your city break without a worry in the world. If your trip to Peapack and Gladstone includes a little sightseeing, drop by renowned attractions like Fiddlers Elbow Country Club, Natirar Park and Hacklebarney State Park. Browse Expedia's wide range of travel options and book your ideal vacation to Peapack and Gladstone today.

Top Peapack and Gladstone Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The High Line Hotel

The High Line Hotel

Manhattan
Save 100% on your flight
CA $1,412
per person
Nov 26 - Nov 30
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,006 reviews)
Old but not in a charming way. Antique furnishings but not restored so just worn and ugly. No water bottles in room, no coffee maker, nothing really accommodating at all.

Reviewed on Oct 14, 2026

The Evelyn Hotel

The Evelyn Hotel

Manhattan
Save 100% on your flight
CA $2,118
per person
Dec 3 - Dec 7
found 2 days ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,391 reviews)
The staff and hotel manager were excellent. We appreciate all they did to make our stay comfortable.

Reviewed on Oct 15, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
CA $2,117
per person
Jan 4 - Jan 9
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
My room had great views and was clean and fun.

Reviewed on Oct 15, 2026

Placemakr Wall Street

Placemakr Wall Street

Manhattan
Save 100% on your flight
CA $1,820
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,080 reviews)
Super easy stay. Well appointed room with comfortable bed and bedding. I will stay again!

Reviewed on Oct 15, 2026

Ready to book your vacation to Peapack and Gladstone?

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Peapack and Gladstone Hotel Deals

Dolce by Wyndham Parsippany

Dolce by Wyndham Parsippany

199 Smith Rd Parsippany NJ
Fully refundableReserve now, pay when you stay
CA $156
CA $179 total
Nov 1 - Nov 2
includes taxes & fees
Dolce by Wyndham Parsippany
Hotel Troy, Trademark Collection by Wyndham

Hotel Troy, Trademark Collection by Wyndham

8 WOOD HOLLOW RD Parsippany NJ
Fully refundableReserve now, pay when you stay
CA $150
CA $172 total
Oct 25 - Oct 26
includes taxes & fees
9.2/10 Wonderful! (225 reviews)
"Room was very small, didn't even have a chair to sit on. A/C didn't work well and although there was in room coffee, there wasn't any sugar or creamer to go with it."

Reviewed on Oct 16, 2026

Hotel Troy, Trademark Collection by Wyndham
Madison Hotel

Madison Hotel

1 Convent Rd Morristown NJ
Fully refundable
CA $193
CA $261 total
Oct 25 - Oct 26
includes taxes & fees
Madison Hotel
See all 436 properties in Peapack and Gladstone
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.

Frequently asked questions

How much does a Peapack and Gladstone vacation package cost?
You'll find cheap prices from CA $1,412 on Expedia for your Peapack and Gladstone break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Peapack and Gladstone costs.
What are the cheapest months to go to Peapack and Gladstone?
You can generally find lower prices and greater availability in January, February and November. Browse our cheap Peapack and Gladstone vacation packages and you could get some great off-season discounts.
How many days is enough for Peapack and Gladstone?
Usually, a handful of days is enough to see the main sights during your Peapack and Gladstone vacation. However, if you prefer to have more time to unwind or go on day trips, consider extending your trip.
How to find the best Peapack and Gladstone package deals?
Use Expedia's handy filters to find some unbeatable Peapack and Gladstone 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 Peapack and Gladstone package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Peapack and Gladstone vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component separately. And you'll still have the freedom to create a tailored Peapack and Gladstone vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Peapack and Gladstone?
Land fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Peapack and Gladstone escape.
How to plan a trip to Peapack and Gladstone?
  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Peapack and Gladstone.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and flights. Your accommodations will likely be the biggest expense during your trip to Peapack and Gladstone.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to experience in Peapack and Gladstone. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Peapack and Gladstone vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.