Stroudsburg Vacations from $352

Sherman Theater

Rating: 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.

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Mountain View Vineyard

Rating: 8.2/10 (79 reviews)

This triple-threat estate crafts award-winning wines, beers, and spirits on a 100-acre sustainable farm. Savor handcrafted beverages on the stone patio while enjoying mountain views and weekend live music.

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Stroud Mall

Rating: 8.2/10 (153 reviews)

The Poconos' only enclosed mall features shopping, dining, and a 12-screen Cinemark theater under one roof. Explore retailers and boutiques in this climate-controlled destination, perfect for rainy mountain days.

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The Renegade Winery

The Pocono's first urban winery crafts premium wines in historic downtown Stroudsburg. Sample handcrafted varieties from crisp Chardonnays to unique Jalapeño Wine while enjoying weekend live music.

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Stroud Mansion

Rating: 7.6/10 (40 reviews)

This 1795 Georgian mansion, built by Stroudsburg's founder, houses four floors of regional history exhibits. Explore the Colonial kitchen and Victorian parlor on a guided tour of this National Historic Place.

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Quiet Valley Living Historical Farm

Rating: 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.

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S&S Speedways

You can take time to visit S&S Speedways during your travels to Stroudsburg. While you're here, you can savor the top-notch restaurants.

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Eagles Rest Cellars

This family-owned vineyard blends traditional and modern winemaking with northern grape varietals suited to Pennsylvania's climate. Enjoy tastings in their rustic room or outdoors with views of sunflower fields.

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Frequently Asked Questions

What is the best time to go to Stroudsburg?

The best time to go for a Stroudsburg vacation depends on your preferred activities. For winter sports, January is typically the snowiest and coldest month, with ice storms and large snowstorms common from December to February, making it ideal for skiing and other snow-related fun.


For warm-weather activities, July is the warmest month and sees peak thunderstorm activity, which aligns with the opening of waterparks and other summer attractions. Travelers seeking outdoor adventures can find suitable conditions across these distinct periods, depending on their interests.

How can I save money on a Stroudsburg vacation package?

When you bundle, you can save up to 30%*. To save money on a Stroudsburg package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for Stroudsburg?

A Stroudsburg vacation package for families could center around a stay at Mountain Springs Lake Resort. This 3.5-star property, rated 9.4 out of 10, offers family rooms, a game room, and a playground, making it ideal for those traveling with children. Travelers frequently praise its facilities. It's located about 8 miles from the Pocono Mountains Visitors Bureau.


For a romantic Stroudsburg getaway, consider a package with accommodations at The Stroudsmoor by Wedgewood Weddings. This 3.5-star hotel, rated 8.2 out of 10, features a bar/lounge, an indoor pool, and a restaurant, creating a pleasant setting for couples. Guests often highlight the friendly staff and lovely pool. It's about 1 mile from the Pocono Mountains Visitors Bureau.


Travelers seeking the best value vacation packages in Stroudsburg might look for a stay at Red Roof Inn Stroudsburg. This hotel costs around $110 per night and includes free breakfast and is pet-friendly, offering a comfortable stay without breaking the bank. Guests often note the friendly staff and well-designed parking. It's about a 10-minute walk from the Pocono Mountains Visitors Bureau.


*Package availability and prices may change depending on dates and demand.

Is Stroudsburg a good choice for a family vacation package?

Stroudsburg is a strong choice for family vacation packages, offering a variety of attractions and accommodations designed for all ages. Many hotels in the area provide amenities like family rooms, game rooms, indoor pools, and playgrounds, providing comfort and entertainment for children.


Families can enjoy thrilling days at Camelbeach Mountain Waterpark, located about 18 miles from central Stroudsburg, or explore the slides and attractions at Great Wolf Lodge Waterpark, about 14 miles away. These options make a Stroudsburg vacation package appealing for a fun-filled family getaway.

What's included in a Stroudsburg ski vacation package?

Stroudsburg ski vacation packages typically bundle flights with lodging, offering a convenient way to plan your trip to this ski destination. While the core of a Stroudsburg vacation package includes your flight and hotel, additional elements like lift tickets, equipment rentals, or lessons are usually separate unless specifically detailed in your chosen package. For your stay, consider options like The Stroudsmoor by Wedgewood Weddings, a 3.5-star property rated 8.2 out of 10, which offers an indoor pool and restaurant, with travelers often praising its delicious food and friendly staff. Another strong choice is Mountain Springs Lake Resort, also 3.5-star and rated 9.4 out of 10, featuring family rooms and kitchenettes, where guests frequently highlight their love for its facilities. Your Stroudsburg vacation package can be customized around these lodging options.

What are the top things to do in Stroudsburg?

A Stroudsburg vacation can combine outdoor adventures with cultural experiences, making it a versatile destination:


Browse and book things to do in Stroudsburg on Expedia.

Do you need to rent a car in Stroudsburg, or is public transport enough?

For a Stroudsburg vacation package, renting a car is highly recommended to fully explore the area. While a local bus system operates, primarily on weekdays with some Saturday service, many of Stroudsburg's attractions and natural areas are spread out, making a car essential for flexibility and convenience.


Stroudsburg is served by several major airports, including Newark Liberty Intl. Airport (EWR) and John F. Kennedy Intl. Airport (JFK), which is about 76 to 86 miles from Stroudsburg. Having your own vehicle allows you to easily reach ski areas, waterparks, and state parks, maximizing your Stroudsburg vacation packages with flights.

Are Stroudsburg vacation package hotels conveniently located?

Stroudsburg vacation package hotels offer a range of locations, from properties right in the heart of town to those nestled further out in the surrounding natural areas.


For instance, The Penn Strouds, Stroudsburg - Poconos, an Ascend Collection Hotel is conveniently located about a 5-minute walk from central Stroudsburg, placing you close to local attractions. A bit further out, Cherry Valley Manor Luxury Bed and Breakfast sits about 2 miles from the center, offering a more secluded feel. For a true escape into nature, Mountain Springs Lake Resort is about 8 miles from central Stroudsburg, providing a tranquil setting. Your choice depends on whether you prefer easy access to town amenities or a more remote, scenic experience.

Can I change or cancel my Stroudsburg vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Stroudsburg vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Stroudsburg vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Stroudsburg vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Stroudsburg?

To find last-minute vacation packages to Stroudsburg, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Stroudsburg vacation packages?

Free cancellation on a Stroudsburg vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Stroudsburg vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Stroudsburg getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Stroudsburg vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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