Stroudsburg Vacations from $435

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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.

The Latest Stroudsburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Pocono Inn & Banquet

Pocono Inn & Banquet

3 out of 5
Price was $475, price is now $435 per person
$435
per person
Sep 21 - Sep 26
found 22 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Allentown (ABE)
8/10 Very Good! (410 reviews)
This is a no frills hotel, however if you are looking for a place to stay at a reasonable price, the rooms are clean, the beds are comfortable, the internet is fast, and the showers are hot.

Reviewed on Jul 25, 2026

Countryside Cottages

Countryside Cottages

3 out of 5
Price was $823, price is now $668 per person
$668
per person
Sep 21 - Sep 26
found 22 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Allentown (ABE)
9.6/10 Exceptional! (40 reviews)
Is excellent place

Reviewed on Jul 24, 2026

The Shawnee Inn and Golf Resort

The Shawnee Inn and Golf Resort

3 out of 5
Price was $549, price is now $465 per person
$465
per person
Oct 9 - Oct 11
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Allentown (ABE)
7.8/10 Good! (1,005 reviews)

Chateau Resort & Conference Center

Chateau Resort & Conference Center

3 out of 5
Price was $575, price is now $494 per person
$494
per person
Sep 21 - Sep 26
found 22 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Allentown (ABE)
7.4/10 Good! (1,083 reviews)
For 4 stinky golfers it was good for the 7 hours we spent there. Place needs a total gut job and the duck tape holding the stairs together was a nice touch. But others seemed to enjoy the pool area until late at night and the water level was too low for the filter system to actually work. The smell of low budget weed while taking in the view from the 70’s era chairs on the balcony was perfect. Beds were comfortable

Reviewed on Jul 31, 2026

Baymont by Wyndham Bartonsville Poconos

Baymont by Wyndham Bartonsville Poconos

2.5 out of 5
Price was $575, price is now $498 per person
$498
per person
Sep 21 - Sep 26
found 22 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Allentown (ABE)
8.2/10 Very Good! (1,601 reviews)

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Stay near popular Stroudsburg attractions

Sherman Theater

8.2/10 (111 reviews)
This historic 1929 venue brings world-class performances to the Poconos. Experience concerts and theatrical productions with state-of-the-art sound in an intimate setting that blends vintage charm with modern amenities.
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What to do in Stroudsburg

Straight Up Magic in Tannersville Pennsylvania

Straight Up Magic in Tannersville Pennsylvania

$45
per adult
Straight Up Magic in Tannersville Pennsylvania
160 MPH Ride Of A Lifetime!

3 Lap Stock Car Ride Along at Pocono Raceway

$169
per adult
3 Lap Stock Car Ride Along at Pocono Raceway
Private Mount Pocono Observation Air Tour

Private Mount Pocono Observation Air Tour

$96
per adult
96% of travellers recommend
Private Mount Pocono Observation Air Tour
See all activities in Stroudsburg

Stroudsburg Hotel Deals

The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel

The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel

3.5 out of 5
700 Main St Stroudsburg PA
Fully refundable
$114 nightly
The price is $125 total per night from Sep 1 to Sep 2
$125 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"Room was very clean. Breakfast was well done and also very clean around that area Hotel staff was extremely friendly and helpful,"

Reviewed on Jul 31, 2026

The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel
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
$122 nightly
The price is $133 total per night from Aug 30 to Aug 31
$133 total
Aug 30 - Aug 31
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Great place"

Reviewed on Aug 1, 2026

Hampton Inn & Suites Stroudsburg Pocono Mountains
The Stroudsmoor by Wedgewood Weddings

The Stroudsmoor by Wedgewood Weddings

3.5 out of 5
257 Stroudsmoor Road Stroudsburg PA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $166 total per night from Aug 3 to Aug 4
$166 total
Aug 3 - Aug 4
Total with taxes and fees
8.6/10 Excellent! (989 reviews)
"Nice place to stay the pool was great for laps. The hot tub was nice and warm lounge chairs were very comfortable. There was a nice hiking trail 1 mile round-trip. It was a great nature. Walk seems to be a great place to get married with five or six wedding venues. The breakfast that was included ..."

Reviewed on Jul 31, 2026

The Stroudsmoor by Wedgewood Weddings
See all 5,055 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.

Find the Best Stroudsburg Vacation Packages

Stroudsburg Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lehigh Valley Intl. Airport (ABE)
Population
5,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Shawnee Mountain Ski Area, Sherman Theater and Mountain View Vineyard

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Frequently asked questions

How much does a Stroudsburg vacation package cost?
You can pick up a vacation package to this popular destination from $435 on Expedia. However, how much your vacation to Stroudsburg costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Stroudsburg?
You're likely to find lower prices and greater availability in March, October and December. Check out our cheap Stroudsburg vacation packages and you could land some excellent off-season deals.
How many days is enough for Stroudsburg?
Typically, a handful of days is great for a Stroudsburg vacation. With a detailed itinerary, you can check out all the popular attractions such as Stroud Mansion, as well as explore some hidden gems along the way.
Is it worth booking a vacation package to Stroudsburg?
Stroudsburg is a good vacation destination with attractions like Sherman Theater among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Stroudsburg vacation promises a good time for everyone.
How to find the best Stroudsburg package deals?
Begin your search for a Stroudsburg package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Stroudsburg package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Stroudsburg adventure underway.
Is it cheaper to book a Stroudsburg vacation as a package?
You can enjoy significant savings on your Stroudsburg escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Stroudsburg?
If you've got your Stroudsburg vacation dates confirmed, book early to bag some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. 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 calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to visit Stroudsburg.
  2. Set your budget: Factor in costs such as flights, meals and transportation when working out how much to save for your trip to Stroudsburg. Then, select a hotel that matches your budget, whether that's a low-cost stay or a lavish retreat.
  3. Explore Stroudsburg using our trip planning tool: Gain insights into the top attractions and best properties for your trip to Stroudsburg. You can also save your favorite locations, collaborate with friends and family and manage your plans in one place.
  4. Decide how many days away: Start by listing all the activities and attractions you want to get to in Stroudsburg. Then, estimate how long you'll need at each, including any travel time.
  5. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right Stroudsburg vacation package for you.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a day trip in nature, you won't have to worry about missing out on Stroudsburg's highlights. Find all the incredible things to do in Stroudsburg in Stroudsburg with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Stroudsburg vacation packages?
Your Stroudsburg break should be a relaxing escape from your daily routine, not a source of money worries. So to give you a little more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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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.