Stroudsburg Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
DoubleTree by Hilton Hotel Newark Airport

DoubleTree by Hilton Hotel Newark Airport

4 out of 5
per person
Mar. 14 - Mar. 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (2,551 reviews)
Cleanliness of the bathroom and the bathtub is the reason i gave one star. If the bathroom were clean enough i would give the cleanliness to 3 stars.

Reviewed on Jan. 29, 2025

Newark Liberty International Airport Marriott

Newark Liberty International Airport Marriott

4 out of 5
per person
Apr. 26 - Apr. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,002 reviews)
Was good to be so close to airport. Good stay.

Reviewed on Jan. 25, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Save 100% on your flight
per person
Mar. 22 - Mar. 28
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,327 reviews)
It is old and under construction.

Reviewed on Jan. 31, 2025

Canopy by Hilton Jersey City Arts District

Canopy by Hilton Jersey City Arts District

4 out of 5
Downtown Jersey City
per person
Mar. 22 - Mar. 28
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (752 reviews)
Staff was very friendly and helpful, great atmosphere and good location for spending the day in Manhattan.

Reviewed on Jan. 13, 2025

Residence Inn by Marriott Jersey City

Residence Inn by Marriott Jersey City

3 out of 5
Downtown Jersey City
per person
Apr. 24 - Apr. 27
found 14 hours ago
Roundtrip flight included
Toronto (YTZ) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (845 reviews)
Good location, ease of access to good eateries

Reviewed on Jan. 22, 2025

Ready to book your vacation to Stroudsburg?

 

Choose your dates

Stroudsburg Hotel Deals

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 $173 per night from Mar. 3 to Mar. 4
CA $173
CA $189 total
includes taxes & fees
Mar 3 - Mar 4
9.2/10 Wonderful! (1,004 reviews)
"Sink was broken, no water coming out. Moved our room but didn’t offer anything beyond that"

Reviewed on Jan. 29, 2025

The Penn Stroud, Stroudsburg - Poconos, Ascend Hotel Collection
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 $184 per night from Feb. 23 to Feb. 24
CA $184
CA $310 total
includes taxes & fees
Feb 23 - Feb 24
9/10 Wonderful! (1,001 reviews)
"The hotel is in a very convenient location to the Casino and shopping area."

Reviewed on Jan. 26, 2025

Hampton Inn & Suites Stroudsburg Pocono Mountains
Hampton Inn Stroudsburg/Poconos
Hampton Inn Stroudsburg/Poconos
3 out of 5
114 S 8th St, Stroudsburg, PA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Feb. 9 to Feb. 10
CA $147
CA $160 total
includes taxes & fees
Feb 9 - Feb 10
8.4/10 Very Good! (1,001 reviews)
"1"

Reviewed on Jan. 25, 2025

Hampton Inn Stroudsburg/Poconos
See all 5,152 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 $702 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.