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.
Hilton Parsippany

Hilton Parsippany

4 out of 5
per person
May 17 - May 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,002 reviews)
Walls seem to be thin, heard people talking (not even shouting) when they were walking down the hall. Bathroom was a bit too small. But, room was great, bed was fabulous, shower was great.

Reviewed on Mar. 18, 2025

Hilton Newark Airport

Hilton Newark Airport

3.5 out of 5
Save 100% on your flight
per person
Jun. 13 - Jun. 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,264 reviews)
Nicest hotel I've ever been in. 5 stars.

Reviewed on Apr. 2, 2025

The George

The George

4 out of 5
Save 100% on your flight
per person
Jun. 16 - Jun. 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (369 reviews)
Loved the decor, the library, and breakfast.

Reviewed on Feb. 28, 2025

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

3 out of 5
Save 100% on your flight
per person
May 17 - May 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (1,889 reviews)
Property needs renovation

Reviewed on Apr. 10, 2025

Madison Hotel

Madison Hotel

4 out of 5
Save 100% on your flight
per person
Jun. 16 - Jun. 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
This property is so cool. Very Old World feel on the outside but updated on the inside. The staff was fabulous, the room was great and the breakfast was top tier continental breakfast.

Reviewed on Apr. 1, 2025

Ready to book your vacation to Stroudsburg?

 

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Stroudsburg Hotel Deals

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
The price is CA $164 per night from Apr. 20 to Apr. 21
CA $164
CA $178 total
includes taxes & fees
Apr 20 - Apr 21
7.8/10 Good! (1,001 reviews)
Great little hotel
"Staff here makes all the difference. They are incredibly helpful and friendly. The room was clean and well maintained. As for breakfast, the variety is well above the average breakfast, with a mix of eggs, sausage, breads, cereals, yogurts, fruits, and danish."

Reviewed on Apr. 9, 2025

Holiday Inn Express & Suites Stroudsburg-Poconos by IHG
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
The price is CA $179 per night from Apr. 21 to Apr. 22
CA $179
CA $195 total
includes taxes & fees
Apr 21 - Apr 22
9/10 Wonderful! (1,001 reviews)
"Tina was so good to our family. This hotel is truly a gem. Five stars"

Reviewed on Apr. 9, 2025

Hampton Inn & Suites Stroudsburg Pocono Mountains
The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection
The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection
3.5 out of 5
700 Main St, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Apr. 14 to Apr. 15
CA $168
CA $183 total
includes taxes & fees
Apr 14 - Apr 15
9.2/10 Wonderful! (1,001 reviews)
"Very nice hotel! Close to everything in town. Front Desk was very nice and helpful. I only wish the free breakfast had more hot options."

Reviewed on Apr. 4, 2025

The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection
See all 5,096 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Stroudsburg vacation package cost?
You can pick up a vacation package to this popular destination from CA $549 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 better availability in March, April and November. Take a look at our cheap Stroudsburg vacation packages and you could land some great off-season discounts.
How many days is enough for Stroudsburg?
When planning your Stroudsburg vacation, a few days will be enough to tour the best spots. Be sure to check out Stroud Mansion — it’s one of the leading attractions in this destination. If you’re looking for more activities, consider basing yourself here and heading off on some tours from Stroudsburg.
Is it worth booking a vacation package to Stroudsburg?
Stroudsburg has everything you need for a wonderful getaway. Begin your Stroudsburg vacation on a high note by visiting popular attractions like Stroud Mansion.
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 pack your bags. Your favorite time of year and the type of activities on offer will also help you decide when to vacation in Stroudsburg.
  2. Set your budget: Consider expenses like flights, transportation and food when working out how much to put aside for your trip to Stroudsburg. Then, pick a property that fits your budget, whether that’s a low-cost option or a lavish retreat.
  3. Determine how many days away: Start by compiling a list of the activities and sights you want to experience in Stroudsburg. Then, estimate how long you’ll need at each, including any travel time.
  4. Bundle your accommodations and airfare: Once you’ve nailed down your travel dates and duration, book the right Stroudsburg vacation package for you.

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.

Sherman Theater

What to do in Stroudsburg

Private Mount Pocono Observation Air Tour

Private Mount Pocono Observation Air Tour

CA $112
per adult
96% of travellers recommend
Private Mount Pocono Observation Air Tour
See all activities in Stroudsburg
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.