Stroudsburg Vacation Packages

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Your Stroudsburg Vacation

Experience the unique personality of Stroudsburg with a tailor-made Stroudsburg vacation package. From its rich history to its spectacular views, you'll never have a boring moment in this city. Any trip to Stroudsburg needs a well-designed itinerary. Fill yours with major attractions like Sherman Theater, East Stroudsburg University and Shawnee Golf Resort. A few clicks is all it takes to craft your ideal Stroudsburg vacation on Expedia.

Top Stroudsburg Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Short Hills

Hilton Short Hills

4 out of 5
Price was CA $926, price is now CA $685 per person
CA $685
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,004 reviews)
The room was fine. But the service was very unfriendly, uncooperative, just not what you would expect from a Hilton. We accidentally left a cell phone in the room and staff would not let us retrieve it, just 10 minutes after checking out. We waited almost 45 minutes to get the phone. Staff were generally not helpful. Parking garage is immense with Very poor signage. Many other guests having problems with the parking. And they charge $24 for this. Altogether Disappointing.

Reviewed on Aug. 15, 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 $1,425, price is now CA $933 per person
CA $933
per person
Oct 24 - Oct 27
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,466 reviews)
The food is really good, the view is amazing...

Reviewed on Aug. 18, 2025

The Asbury Hotel

The Asbury Hotel

3.5 out of 5
Price was CA $1,276, price is now CA $907 per person
CA $907
per person
Oct 24 - Oct 27
found 22 hours ago
Roundtrip flight included
Montreal (YUL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,001 reviews)
Loved staying here! It’s trendy and near the boardwalk. Would I stay here again? YES

Reviewed on Aug. 20, 2025

Harmony Suites

Harmony Suites

3 out of 5
Price was CA $1,311, price is now CA $955 per person
CA $955
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (3,161 reviews)
Nice property enjoy my stay

Reviewed on Aug. 17, 2025

Madison Hotel

Madison Hotel

4 out of 5
Price was CA $1,264, price is now CA $922 per person
CA $922
per person
Oct 5 - Oct 9
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Had a great experience. The room was nice and clean.

Reviewed on Aug. 14, 2025

Ready to book your vacation to Stroudsburg?

 

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Stroudsburg Hotel Deals

Hampton Inn & Suites Stroudsburg Pocono Mountains

Hampton Inn & Suites Stroudsburg Pocono Mountains

3 out of 5
700 Commerce Blvd, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Sep 1 to Sep 2
CA $190
CA $207 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Rooms were clean. Staff was very polite"

Reviewed on Aug. 16, 2025

Hampton Inn & Suites Stroudsburg Pocono Mountains
The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection

The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection

3.5 out of 5
700 Main St, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Sep 1 to Sep 2
CA $165
CA $180 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Stay was just fine I will say that I feel it is overpriced I stayed Thursday and Friday night asked about extending an extra night they quoted me $340 for the extra night. Were talking about stroudsburg, pa folks."

Reviewed on Aug. 17, 2025

The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection
Red Roof Inn Stroudsburg

Red Roof Inn Stroudsburg

2 out of 5
100 Park Avenue, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Aug 24 to Aug 25
CA $107
CA $116 total
Aug 24 - Aug 25
includes taxes & fees
6.6/10 (888 reviews)
"Great desk personnel and perfect location off the highway and very close to downtown main Street!"

Reviewed on Aug. 11, 2025

Red Roof Inn Stroudsburg
See all 5,214 properties in Stroudsburg
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
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Discover the most popular places to visit in Stroudsburg

Sherman Theater

You can get tickets for a performance at Sherman Theater during your trip to Stroudsburg. Discover the area's mountain views, or seek out its hiking trails.

Sherman Theater

What to do in Stroudsburg

10 Mile Stock Car Drive Experience at Pocono Raceway

10 Mile Stock Car Drive Experience at Pocono Raceway

CA $549
per adult
10 Mile Stock Car Drive Experience at Pocono Raceway
20 Mile Stock Car Drive Experience at Pocono Raceway

20 Mile Stock Car Drive Experience at Pocono Raceway

CA $825
per adult
20 Mile Stock Car Drive Experience at Pocono Raceway
Drive NASCAR style Stock Cars At Pocono Raceway!

60 Mile Stock Car Drive Experience at Pocono Raceway

CA $2,339
per adult
60 Mile Stock Car Drive Experience at Pocono Raceway
See all activities in Stroudsburg

Frequently asked questions

How much does a Stroudsburg vacation package cost?
You'll find cheap prices from CA $685 on Expedia for your Stroudsburg break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Stroudsburg costs.
What are the cheapest months to go to Stroudsburg?
March, April and November are the best times to search for cheap Stroudsburg vacation packages. Travelling in quieter periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Stroudsburg?
When planning your Stroudsburg vacation, a few days will be enough to tour the top spots. Make sure to check out Country Kettle — it's one of the most popular sights in this destination. If you're looking for more adventure, think about basing yourself here and going on some tours from Stroudsburg.
Is it worth booking a vacation package to Stroudsburg?
Stroudsburg is a good vacation destination with attractions like Stroud Mansion among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Stroudsburg vacation promises fun for everyone.
How to find the best Stroudsburg package deals?
Begin your search for a Stroudsburg package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Stroudsburg package deal straight away, simply 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 Stroudsburg escape off to a flying start.
Is it cheaper to book a Stroudsburg vacation as a package?
You can enjoy significant savings on your next Stroudsburg retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Stroudsburg?
If you've got your Stroudsburg travel dates finalized, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Stroudsburg?

  1. Choose when to go: Check your schedule and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to escape to Stroudsburg.
  2. Plan your budget wisely: On top of the cost of your hotel, you should factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Stroudsburg.
  3. Decide how long to go for: Now that you're more familiar with Stroudsburg, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Stroudsburg 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.