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.
The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Price was CA $1,342, price is now CA $882 per person
CA $882
per person
Aug 1 - Aug 4
just found
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (178 reviews)
Pros: Great location and a very friendly and helpful staff. Cons: The public spaces downstairs are public, noisy and always full of people. Sometimes it was even difficult to reach the room because of the crowd at the hotel's main entrance.

Reviewed on Jun 20, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,423, price is now CA $1,533 per person
CA $1,533
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,632 reviews)
amazing staff - perfect location

Reviewed on Jul 2, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,445, price is now CA $1,549 per person
CA $1,549
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,099 reviews)
Wonderful property. Small room but modern and clean. Great location. It would be nice if rooms had a microwave. Worst part was there are no ice machines and bar and coffee shop were reluctant to provide. Water in room was scalding hot. It literally melted a plastic cup. I’m glad our grandkids weren’t with us. Breakfast was excellent. Very busy but restaurant staff was quick and friendly. Coffee choice was limited. They wouldn’t let me take in a coffee from their own coffee shop. A laundry room would be excellent.

Reviewed on Jul 2, 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
Price was CA $1,865, price is now CA $1,288 per person
CA $1,288
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,010 reviews)
Great location! Place was clean and felt like a home away from home!

Reviewed on Jul 1, 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was CA $1,439, price is now CA $997 per person
CA $997
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (940 reviews)
Amazing location, fabulous Roos and great staff. Fantastic value for money would thoroughly recommend

Reviewed on Jul 1, 2026

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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
The price is CA $168 per night from Jul 20 to Jul 21
CA $168
CA $183 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"I really enjoyed my visit here! Very nice and clean room. Staff was excellent. Breakfast excellent. Parking was very easy."

Reviewed on Jul 1, 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
The price is CA $196 per night from Aug 2 to Aug 3
CA $196
CA $214 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Only stayed oned night. Room was clean. Property in a well lit area. Breakfast was sufficient. Only took off one star due to hairsbeing found in the bathroom upon entering room."

Reviewed on Jun 30, 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
The price is CA $168 per night from Jul 13 to Jul 14
CA $168
CA $183 total
Jul 13 - Jul 14
includes taxes & fees
8/10 Very good! (1,001 reviews)
"Staff here are great! They are the reason I keep coming back to this particular hotel. The rooms are clean, the staff helpful, and they always make the extra effort."

Reviewed on Jul 1, 2026

Holiday Inn Express & Suites Stroudsburg-Poconos by IHG
See all 5,047 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.
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Stay near popular Stroudsburg attractions

Pocono Mountains Visitors Bureau

8.6/10 (285 reviews)
After visiting Pocono Mountains Visitors Bureau, make a plan to see the other sights and activities in Stroudsburg. Wander the riverfront or discover the area's mountain views.
See properties

What to do in Stroudsburg

Private Mount Pocono Observation Air Tour

Private Mount Pocono Observation Air Tour

CA $133
per adult
96% of travellers recommend
Private Mount Pocono Observation Air Tour
160 MPH Ride Of A Lifetime!

3 Lap Stock Car Ride Along at Pocono Raceway

CA $231
per adult
3 Lap Stock Car Ride Along at Pocono Raceway
10 Mile Stock Car Drive Experience at Pocono Raceway

10 Mile Stock Car Drive Experience at Pocono Raceway

CA $612
per adult
10 Mile Stock Car Drive Experience at Pocono Raceway
See all activities in Stroudsburg

Frequently asked questions

How much does a Stroudsburg vacation package cost?
You'll find cheap prices from CA $882 on Expedia for your Stroudsburg break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Stroudsburg costs.
What are the cheapest months to go to Stroudsburg?
March, April and November are the best times to search for cheap Stroudsburg vacation packages. Travelling in quieter periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Stroudsburg?
When planning your Stroudsburg vacation, a few days will be enough to tour the top spots. Make sure to check out Country Kettle — it's one of the most popular sights in this destination. If you're looking for more adventure, think about basing yourself here and going on some tours from Stroudsburg.
Is it worth booking a vacation package to Stroudsburg?
Stroudsburg is a good vacation destination with attractions like Stroud Mansion among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Stroudsburg vacation promises fun for everyone.
How to find the best Stroudsburg package deals?
Begin your search for a Stroudsburg package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Stroudsburg package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Stroudsburg escape off to a flying start.
Is it cheaper to book a Stroudsburg vacation as a package?
You can enjoy significant savings on your next Stroudsburg retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Stroudsburg?
If you've got your Stroudsburg travel dates finalized, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. 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 schedule and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to escape to Stroudsburg.
  2. Plan your budget wisely: On top of the cost of your hotel, you should factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Stroudsburg.
  3. Decide how long to go for: Now that you're more familiar with Stroudsburg, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Stroudsburg vacation package that brings all your bookings together.

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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.