Stroudsburg Vacations from $739

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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.
Hampton Inn Madison Square Garden Area Hotel

Hampton Inn Madison Square Garden Area Hotel

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,173, price is now $739 per person
$739
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,514 reviews)
Nice overall. Staff and breakfast was great. Room looking a bit dated with pealing wallpaper. Only disappointment was the charger and outlet between beds did not work. But liked it enough I would stay again.

Reviewed on Jun 28, 2026

Hilton Garden Inn New York/Times Square Central

Hilton Garden Inn New York/Times Square Central

3 out of 5
Manhattan
Price was $1,828, price is now $928 per person
$928
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,941 reviews)
I’ve had better , I’ve had worse , bit overpriced and the room was very small

Reviewed on Jun 28, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,620, price is now $897 per person
$897
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,636 reviews)
Very nice place to stay in the heart of Times Square! Staff was very helpful and friendly Would recommend

Reviewed on Jun 28, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,518, price is now $855 per person
$855
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,080 reviews)
Great staff, Great service, Great location in NYC.

Reviewed on Jun 28, 2026

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,345, price is now $849 per person
$849
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,010 reviews)
Very great place to stay right off Times Square. Very close to the subway entrances, easy to get around. Rooms are spacious for a New York hotel. Would stay again.

Reviewed on Jun 28, 2026

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Stay near popular Stroudsburg attractions

Mountain View Vineyard

8.2/5 (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.
See properties

What to do in Stroudsburg

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
Straight Up Magic in Tannersville Pennsylvania

Straight Up Magic in Tannersville Pennsylvania

$45
per adult
Straight Up Magic in Tannersville Pennsylvania
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
$118 nightly
The price is $129 total per night from Jul 2 to Jul 3
$129 total
Jul 2 - Jul 3
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"Hotel was under construction. The mattresses are horrible and breakfast wasn’t even considered. A continental breakfast. The rooms are clean other than that not worth the rating"

Reviewed on Jun 28, 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
$128 nightly
The price is $139 total per night from Jul 2 to Jul 3
$139 total
Jul 2 - Jul 3
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Thank you very much for your service.The Representatives was very Courteous and Professional and the rooms were very clean. Thanks again."

Reviewed on Jun 25, 2026

Hampton Inn & Suites Stroudsburg Pocono Mountains
Holiday Inn Express & Suites Stroudsburg-Poconos by IHG

Holiday Inn Express & Suites Stroudsburg-Poconos by IHG

2.5 out of 5
1863 W Main Street Stroudsburg PA
Fully refundable
$118 nightly
The price is $129 total per night from Jul 27 to Jul 28
$129 total
Jul 27 - Jul 28
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"Our overnight stay here was very good. Checking in was easy with a very friendly staff member. The room was clean and quiet. Breakfast was very good with a wide variety of choices."

Reviewed on Jun 29, 2026

Holiday Inn Express & Suites Stroudsburg-Poconos by IHG
See all 5,044 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 $739 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.