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.
Werry'S Cottages Motel & Pub By OYO East Stroudsburg Poconos

Werry'S Cottages Motel & Pub By OYO East Stroudsburg Poconos

2.5 out of 5
per person
Jul. 9 - Jul. 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark (EWR)
7.6/10 Good! (4 reviews)
The staff was wonderful and the pub outstanding but the room was absolutely deplorable. The fridge and heat did not work the sheets were filthy the towels grimy the whole room dirty and the noise was ridiculous b

Reviewed on Apr. 7, 2024

Pocono Mountain Villas by Exploria Resorts

Pocono Mountain Villas by Exploria Resorts

3.5 out of 5
per person
Jul. 9 - Jul. 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark (EWR)
8.6/10 Excellent! (373 reviews)
Such a Beautiful place! Love every minute of it. Except that the pools were renovating but other then that we loved our stay the whole time.

Reviewed on May 20, 2024

Sonesta Simply Suites Jersey City

Sonesta Simply Suites Jersey City

2.5 out of 5
Downtown Jersey City
per person
Jul. 24 - Jul. 28
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Newark (EWR)
8.6/10 Excellent! (1,001 reviews)
Sonesta made my work trip convenient and comfortable! I loved how walkable the area is and located just a block away from the Hudson Riverwalk. Great area to bike, easy access to LightRail and PATH. Will book again and recommend to colleagues.

Reviewed on May 22, 2024

Days Inn by Wyndham Iselin / Woodbridge

Days Inn by Wyndham Iselin / Woodbridge

2 out of 5
per person
Jul. 16 - Jul. 22
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark (EWR)
6.2/10 (990 reviews)
Room was clean, bare bones basic

Reviewed on Apr. 28, 2024

Microtel Inn & Suites by Wyndham Hamburg

Microtel Inn & Suites by Wyndham Hamburg

2 out of 5
per person
Jul. 9 - Jul. 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Allentown (ABE)
7.8/10 Good! (1,000 reviews)
Its a safe area with a lot of places to eat and shop. Staff is very friendly

Reviewed on May 22, 2024

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 $150 per night from Jun. 5 to Jun. 6
CA $150
CA $163 total
includes taxes & fees
Jun 5 - Jun 6
9.2/10 Wonderful! (900 reviews)
CLEAN!
"We arrived late in the day, super supportive front desk person, very clean lobby, elevator, hallway, and the room, immaculate. My one quibble was the room lighting, which I imagine was LED (eco-friendly, yay) but almost florescent in tone, which wasn't so comfortable."

Reviewed on May 21, 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 $191 per night from Jun. 16 to Jun. 17
CA $191
CA $208 total
includes taxes & fees
Jun 16 - Jun 17
9/10 Wonderful! (1,001 reviews)
"This place is very safe, clean and walkable."

Reviewed on May 21, 2024

Hampton Inn & Suites Stroudsburg Pocono Mountains
Holiday Inn Express & Suites Stroudsburg-Poconos
Holiday Inn Express & Suites Stroudsburg-Poconos
2.5 out of 5
1863 W Main Street, Stroudsburg, PA
Fully refundable
The price is CA $137 per night from May 27 to May 28
CA $137
CA $150 total
includes taxes & fees
May 27 - May 28
7.6/10 Good! (1,000 reviews)
"The staff were very accommodating. It was a comfortable atmosphere, very enjoyable."

Reviewed on May 18, 2024

Holiday Inn Express & Suites Stroudsburg-Poconos
See all 5,247 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

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Frequently asked questions

How much does a Stroudsburg vacation package cost?
Perhaps less than you might think — from a tempting CA $626, 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

Image for Pocono Mountains Visitors Bureau

Pocono Mountains Visitors Bureau

4.5/5(3 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.

Pocono Mountains Visitors Bureau
Image for Sherman Theater

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
Image for Mountain View Vineyard

Mountain View Vineyard

You can enjoy a tasting or tour at Mountain View Vineyard during your travels to Stroudsburg. Discover the mountain views in this family-friendly area, or enjoy its hiking trails.

Mountain View Vineyard

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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.