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.
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
per person
Dec. 23 - Dec. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,000 reviews)
This property has so much potential but rooms are very outdated.

Reviewed on Nov. 18, 2024

Simply Shores by Avantstay Private Beach + Dock Lake Overlook

Simply Shores by Avantstay Private Beach + Dock Lake Overlook

3 out of 5
Save 100% on your flight
per person
Dec. 23 - Dec. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
No reviews
Deer Haven Cabin by Avantstay Waterfront Dock + Firepit

Deer Haven Cabin by Avantstay Waterfront Dock + Firepit

3 out of 5
Save 100% on your flight
per person
Dec. 23 - Dec. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
No reviews
Pocono Paradise by Avantstay Lakeside Retreat, Hot Tub, Game Room, Near Beach

Pocono Paradise by Avantstay Lakeside Retreat, Hot Tub, Game Room, Near Beach

3 out of 5
Towamensing Trails
Save 100% on your flight
per person
Dec. 23 - Dec. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
No reviews
Trail House by Avantstay Walk to Creek + Deck

Trail House by Avantstay Walk to Creek + Deck

3 out of 5
Towamensing Trails
Save 100% on your flight
per person
Dec. 23 - Dec. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
No reviews
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Ready to book your vacation to Stroudsburg?

 

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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 $166 per night from Dec. 1 to Dec. 2
CA $166
CA $181 total
includes taxes & fees
Dec 1 - Dec 2
9.2/10 Wonderful! (1,000 reviews)
"Great stay, great service! Location cant be beat, near restaurants and the historic Sherman Theater."

Reviewed on Nov. 17, 2024

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 $177 per night from Dec. 22 to Dec. 23
CA $177
CA $235 total
includes taxes & fees
Dec 22 - Dec 23
9/10 Wonderful! (1,007 reviews)
"The staff was courteous and helpful. They even suggested places to dinne and visit."

Reviewed on Nov. 18, 2024

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 $141 per night from Dec. 3 to Dec. 4
CA $141
CA $154 total
includes taxes & fees
Dec 3 - Dec 4
8.4/10 Very Good! (1,000 reviews)
Nice stay
"Front desk was helpful and courteous"

Reviewed on Nov. 17, 2024

Hampton Inn Stroudsburg/Poconos
See all 5,100 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?
Perhaps less than you might think — from a tempting CA $1,508, in fact! By combining hotels, flights and car rentals into a custom-made package, your getaway to Stroudsburg is only clicks away.
How do I get a cheap travel package to Stroudsburg?
Creating your own Stroudsburg vacation package with Expedia is a simple way to save. We offer more than 550 air carriers and 1,000,000 properties across the globe. With such a huge range to pick from, you’ll have no issues creating your ideal escape.
Where should I stay in Stroudsburg?
With fascinating attractions such as Pocono Mountains Visitors Bureau and East Stroudsburg University in this area, try to find a hotel situated near either one. Sherman Theater is another sight in Stroudsburg that people flock to.
What are the top hotels in Stroudsburg?
Get your trip off to a good start by reserving a room at Delightful Vacation Home. It’s one of most sought-after hotels in Stroudsburg. Another leading option is Flower Field Inn & Cottages.
How far in advance should I book my Stroudsburg vacation?
Search Expedia to compare international flights as soon as possible. In most cases, you can purchase a ticket up to 12 months prior to departure. If you don’t see your preferred air carrier, or you’ve left things to the last minute, don’t stress. Cheap tickets to Stroudsburg sometimes emerge within weeks of departure.
What does an Expedia Stroudsburg travel package include?
That depends entirely on you. You can pick from a range of Stroudsburg bundles, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a rental car with a flight. Once you’ve made your booking, you can add the fun stuff like activities and experiences. Whatever your Stroudsburg getaway looks like, you’re sure to save!
What should I know before booking a Stroudsburg travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and be rewarded with fabulous discounts. You’re not limited to hotels, however. Book with us and choose from island resorts, cabins in the mountains and just about everything in between!
Can I choose my airline with a Stroudsburg Expedia vacation package?
You can, and with more than 550 airlines to choose from globally, it’s all about choice. Search the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Stroudsburg vacation package?
Yes you can, and we’ll help you every step of the way. You may be able to cancel or amend your Stroudsburg vacation package for free within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, visit our Customer Service Portal for more information.

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 $109
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.