Stroudsburg Vacations from $499

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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.

The Latest Stroudsburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Chateau Resort & Conference Center

Chateau Resort & Conference Center

3 out of 5
Price was $652, price is now $499 per person
$499
per person
Dec 30 - Jan 3
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Allentown (ABE)
7.4/10 Good! (1,112 reviews)
Everything was great

Reviewed on Oct 29, 2026

Countryside Cottages

Countryside Cottages

3 out of 5
Price was $856, price is now $622 per person
$622
per person
Dec 30 - Jan 3
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Allentown (ABE)
9.6/10 Exceptional! (44 reviews)
Absolutely one of the best!!! I can not say enough about how wonderful this place is.

Reviewed on Oct 12, 2026

The Shawnee Inn and Golf Resort

The Shawnee Inn and Golf Resort

3 out of 5
Price was $773, price is now $563 per person
$563
per person
Dec 30 - Jan 3
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Allentown (ABE)
7.8/10 Good! (1,002 reviews)
This is a beautiful historic inn, and the setting is exquisite. Staff were very helpful. There are some structural peculiarities which make an evening here more interesting, and the experience was well worth it. Thank you.

Reviewed on Oct 28, 2026

Sunbird Lodge by Avantstay Gated Community + Indoor Pool Access + Fitness Center + Tennis Court

Sunbird Lodge by Avantstay Gated Community + Indoor Pool Access + Fitness Center + Tennis Court

3 out of 5
Price was $1,790, price is now $1,317 per person
$1,317
per person
Dec 31 - Jan 4
just found
Roundtrip flight included
Orlando (MCO) to Allentown (ABE)
10/10 Exceptional! (1 review)
It's very clean in nice

Reviewed on Aug 21, 2026

Timberline Retreat by Avantstay Forest Views & Minutes to Camelback Resort

Timberline Retreat by Avantstay Forest Views & Minutes to Camelback Resort

3 out of 5
Save 100% on your flight
Price was $2,072, price is now $1,583 per person
$1,583
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Allentown (ABE)
8.8/10 Excellent! (5 reviews)

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Stay near popular Stroudsburg attractions

Sherman Theater

8.2/10 (111 reviews)
This historic 1929 venue brings world-class performances to the Poconos. Experience concerts and theatrical productions with state-of-the-art sound in an intimate setting that blends vintage charm with modern amenities.
See properties

What to do in Stroudsburg

Camelback Ski Resort

Private Mount Pocono Observation Air Tour

$96
per adult
96% of travellers recommend
Private Mount Pocono Observation Air Tour
Delaware Water Gap view from the sky

Delaware Water Gap Air Tour

$195
per adult
100% of travellers recommend
Delaware Water Gap Air Tour
See all activities in Stroudsburg

Stroudsburg Hotel Deals

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
$120 nightly
The price is $131 total per night from Nov 10 to Nov 11
$131 total
Nov 10 - Nov 11
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"I reserve through Expedia king bedroom suite weeks in advance. When I arrived, they said the only thing I had available was a bedroom suite for someone with disabilities. When I asked to change my room, they said they had no other rooms available. We have stayed there before and had a beautiful king ..."

Reviewed on Oct 29, 2026

Hampton Inn & Suites Stroudsburg Pocono Mountains
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
$118 nightly
The price is $129 total per night from Nov 19 to Nov 20
$129 total
Nov 19 - Nov 20
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
"We loved this hotel. Clean, spacious and right in town."

Reviewed on Oct 29, 2026

The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel
Mountain Springs Lake Resort

Mountain Springs Lake Resort

3.5 out of 5
1246 Mountain Springs Drive Stroudsburg PA
$262 nightly
The price is $285 total per night from Nov 30 to Dec 1
$285 total
Nov 30 - Dec 1
Total with taxes and fees
Mountain Springs Lake Resort
See all 5,116 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.

Find the Best Stroudsburg Vacation Packages

Stroudsburg Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lehigh Valley Intl. Airport (ABE)
Population
5,400
Max Temp Winter
35ĀŗF
Max Temp Summer
80ĀŗF
Top Sights
Shawnee Mountain Ski Area, Sherman Theater and Mountain View Vineyard

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Frequently asked questions

How much does a Stroudsburg vacation package cost?
You can pick up a vacation package to this popular destination from $499 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 greater availability in March, October and December. Check out our cheap Stroudsburg vacation packages and you could land some excellent off-season deals.
How many days is enough for Stroudsburg?
Typically, a handful of days is great for a Stroudsburg vacation. With a detailed itinerary, you can check out all the popular attractions such as Stroud Mansion, as well as explore some hidden gems along the way.
Is it worth booking a vacation package to Stroudsburg?
Stroudsburg is a good vacation destination with attractions like Sherman Theater among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Stroudsburg vacation promises a good time for everyone.
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 get your bags packed. Your preferred season and the activities on offer will also help you decide when to visit Stroudsburg.
  2. Set your budget: Factor in costs such as flights, meals and transportation when working out how much to save for your trip to Stroudsburg. Then, select a hotel that matches your budget, whether that's a low-cost stay or a lavish retreat.
  3. Explore Stroudsburg using our trip planning tool: Gain insights into the top attractions and best properties for your trip to Stroudsburg. You can also save your favorite locations, collaborate with friends and family and manage your plans in one place.
  4. Decide how many days away: Start by listing all the activities and attractions you want to get to in Stroudsburg. Then, estimate how long you'll need at each, including any travel time.
  5. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right Stroudsburg vacation package for you.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a day trip in nature, you won't have to worry about missing out on Stroudsburg's highlights. Find all the incredible things to do in Stroudsburg in Stroudsburg with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Stroudsburg vacation packages?
Your Stroudsburg break should be a relaxing escape from your daily routine, not a source of money worries. So to give you a little more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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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.