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.
Madison Hotel
Price was CA $1,075, price is now CA $796 per person
CA $796
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,004 reviews)
Gorgeous hotel with accommodating staff. Rooms were very spacious and clean
Reviewed on Aug. 23, 2025
Hyatt Regency Jersey City on the Hudson
Downtown Jersey City
Price was CA $1,497, price is now CA $1,013 per person
CA $1,013
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,478 reviews)
I had a small issue with the hotel but hotel manager was very helpful and resolved it as quick as he can. Thank you!!
Reviewed on Aug. 31, 2025
The George
Price was CA $1,513, price is now CA $1,046 per person
CA $1,046
per person
Oct 4 - Oct 8
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (414 reviews)
This is our second time staying at The George. We felt welcomed and safe. We LOVED it the first time so, of course, we had to make another visit. Unfortunately, this trip wasn't the same. Our bathroom smelled wet and as if it wasn't cleaned properly. Some of the towels had a brown stain and a peculiar smell.
Reviewed on Aug. 31, 2025
One Grove
Downtown Jersey City
Price was CA $1,569, price is now CA $1,160 per person
CA $1,160
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (10 reviews)
Liked the property. Especially the touchless check in.
Reviewed on Jul. 17, 2025
Stroudsburg Hotel Deals
Hampton Inn & Suites Stroudsburg Pocono Mountains
700 Commerce Blvd, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Sep 8 to Sep 9
CA $188
CA $205 total
Sep 8 - Sep 9
includes taxes & fees
The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel
700 Main St, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Sep 1 to Sep 2
CA $164
CA $178 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"My 2nd time at Penn Stroud. I am here for my daughter who goes to ESU. The rooms are very clean and allow me comfort when I come here. My bed is always comfortable. The front desk people are very nice & helpful"
Reviewed on Aug. 23, 2025
Red Roof Inn Stroudsburg
100 Park Avenue, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Sep 1 to Sep 2
CA $103
CA $112 total
Sep 1 - Sep 2
includes taxes & fees
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.
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.
What to do in Stroudsburg
10 Mile Stock Car Drive Experience at Pocono Raceway
CA $549
per adult
20 Mile Stock Car Drive Experience at Pocono Raceway
CA $825
per adult
60 Mile Stock Car Drive Experience at Pocono Raceway
CA $2,339
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.