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.
Windrose On Hudson
Price was CA $934, price is now CA $662 per person
CA $662
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (133 reviews)
Great location for quiet, serene and beautiful scenery.
Reviewed on May 17, 2026
Sound View Greenport
Price was CA $3,553, price is now CA $2,534 per person
CA $2,534
per person
Aug 6 - Aug 10
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (644 reviews)
Clean rooms, great continental breakfast. Was upgraded to waterfront room!!
Reviewed on May 3, 2026
Dharma Home Suites Hoboken at Novia
Price was CA $2,241, price is now CA $1,668 per person
CA $1,668
per person
Jun 26 - Jun 29
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (289 reviews)
Great room, well equipped with everything you need!
Reviewed on Apr 27, 2026
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 $182 per night from May 31 to Jun 1
CA $182
CA $199 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,022 reviews)
Clean room
Reviewed on May 15, 2026
The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel
700 Main St Stroudsburg PA
Fully refundable
The price is CA $160 per night from May 31 to Jun 1
CA $160
CA $174 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
The hotel was just okay nothing special. The lobby was weirdly dark but the upper levels were Bright in some areas but others had motion sensor lights so it reminded me of the Shining. The one elevator had a moldy musty smell. It’s under construction so that was off putting.
Reviewed on May 17, 2026
Fairfield Inn & Suites Stroudsburg Bartonsville / Poconos
294 Frantz Rd Stroudsburg PA
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from May 31 to Jun 1
CA $182
CA $198 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Ok breakfast Staff was polite and friendly Rooms are clean and comfortable Hot tub and pool is positive convenience
Reviewed on May 9, 2026
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
Private Mount Pocono Observation Air Tour
CA $131
per adult
96% of travellers recommend
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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.
