Stroudsburg Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Stroudsburg
The Penn Stroud, Stroudsburg - Poconos, an Ascend Collection Hotel
700 Main St Stroudsburg PA
Fully refundableReserve now, pay when you stay
S$153
19 Oct - 20 Oct
includes taxes & fees
Hampton Inn & Suites Stroudsburg Pocono Mountains
700 Commerce Blvd Stroudsburg PA
Fully refundableReserve now, pay when you stay
S$200
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Spent the weekend with my Awesome wife on a little getaway. We had an excellent time. The room was great, very spacious and very comfortable. We just had a really great experience on our stay. I would definitely stay there again."
Reviewed on 26 Sept, 2026
Holiday Inn Express & Suites Stroudsburg-Poconos by IHG
1863 W Main Street Stroudsburg PA
S$138
26 Oct - 27 Oct
includes taxes & fees
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.
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.
Mountain View Vineyard
8.2/10 (79 reviews)
This triple-threat estate crafts award-winning wines, beers, and spirits on a 100-acre sustainable farm. Savour handcrafted drinks on the stone patio while enjoying mountain views and weekend live music.
Stroud Mall
8.2/10 (153 reviews)
The Poconos' only enclosed mall features shopping, dining, and a 12-screen Cinemark theatre under one roof. Explore retailers and boutiques in this climate-controlled destination, perfect for rainy mountain days.
Quiet Valley Living Historical Farm
7.8/10 (47 reviews)
Step back in time at this living history museum showcasing 19th-century Pennsylvania German farm life. Costumed interpreters demonstrate traditional crafts while heritage breed animals roam the authentic rural setting.
Trout Lake
Commune with nature and explore the great outdoors at Trout Lake during your travels in Stroudsburg. While you're here, you can savour the top-notch restaurants.
Cinemark Stroud Mall
This modern cinema in Stroud Mall offers premium XD screenings with state-of-the-art projection and sound. Enjoy comfortable high-back rockers while savouring classic film treats.
The Renegade Winery
The Pocono's first urban winery crafts premium wines in historic city centre Stroudsburg. Sample handcrafted varieties from crisp Chardonnays to unique Jalapeño Wine while enjoying weekend live music.
RAW Urban Winery & Hard Cidery
The Pocono Mountains' first urban winery offers Napa-style wines and craft ciders in a cosy, artistic space. Enjoy award-winning selections while listening to live music in city centre Stroudsburg.
What to do in Stroudsburg
6 Lap Stock Car Ride Along at Pocono Raceway
S$380
per adult
3 Lap Stock Car Ride Along at Pocono Raceway
S$216
per adult
10 Mile Stock Car Drive Experience at Pocono Raceway
S$573
per adult
Frequently asked questions
How much does a Stroudsburg holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday packages and you could land some great off-season discounts.
How many days is enough for Stroudsburg?
When planning your Stroudsburg holiday, 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 holiday package to Stroudsburg?
Stroudsburg has everything you need for a wonderful getaway. Begin your Stroudsburg holiday 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 holiday as a package?
You can enjoy significant savings on your Stroudsburg escape by booking a customised holiday 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 holiday package to Stroudsburg?
If you've got your Stroudsburg holiday 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?
- Choose when to go: Check your calendar and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to holiday in Stroudsburg.
- 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.
- 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.
- Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the right Stroudsburg holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
