Stroudsburg Vacations from $748
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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.
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View all tripsStay 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.
Mountain View Vineyard
8.2/10 (79 reviews)
This triple-threat estate crafts award-winning wines, beers, and spirits on a 100-acre sustainable farm. Savor handcrafted beverages on the stone patio while enjoying mountain views and weekend live music.
Quiet Valley Living Historical Farm
7.8/10 (47 reviews)
Step back in time at this living history museum showcasing 19th-century Pennsylvania German farm life. Costumed interpreters demonstrate traditional crafts while heritage breed animals roam the authentic rural setting.
Stroud Mall
8.2/10 (153 reviews)
The Poconos' only enclosed mall features shopping, dining, and a 12-screen Cinemark theater under one roof. Explore retailers and boutiques in this climate-controlled destination, perfect for rainy mountain days.
Trout Lake
Commune with nature and explore the great outdoors at Trout Lake during your travels in Stroudsburg. While you're here, you can savor the top-notch restaurants.
RAW Urban Winery & Hard Cidery
The Pocono Mountains' first urban winery offers Napa-style wines and craft ciders in a cozy, artistic space. Enjoy award-winning selections while listening to live music in downtown Stroudsburg.
Cinemark Stroud Mall
This modern cinema in Stroud Mall offers premium XD screenings with state-of-the-art projection and sound. Enjoy comfortable high-back rockers while savoring classic movie treats.
Eagles Rest Cellars
This family-owned vineyard blends traditional and modern winemaking with northern grape varietals suited to Pennsylvania's climate. Enjoy tastings in their rustic room or outdoors with views of sunflower fields.
What to do in Stroudsburg
3 Lap Stock Car Ride Along at Pocono Raceway
$169
per adult
Private Mount Pocono Observation Air Tour
$96
per adult
96% of travellers recommend
6 Lap Stock Car Ride Along at Pocono Raceway
$298
per adult
Stroudsburg Hotel Deals
The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel
700 Main St Stroudsburg PA
Fully refundable
$110 nightly
$120 total
Oct 12 - Oct 13
Total with taxes and fees
Hampton Inn & Suites Stroudsburg Pocono Mountains
700 Commerce Blvd Stroudsburg PA
Fully refundableReserve now, pay when you stay
$129 nightly
$141 total
Sep 28 - Sep 29
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
"I liked the cleanliness and the access to shopping. There were a lot of choices."
Reviewed on Sep 13, 2026
Holiday Inn Express & Suites Stroudsburg-Poconos by IHG
1863 W Main Street Stroudsburg PA
$105 nightly
$114 total
Sep 30 - Oct 1
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Adequate accommodations"
Reviewed on Sep 16, 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.
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 $748 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?
- 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.
- 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.
- 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.
- 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.
- Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right Stroudsburg vacation package for you.
- 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.