Pawling Vacation Packages

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Your Pawling Vacation

Our vacation packages to Pawling give you countless opportunities to immerse yourself in new sights, sounds and flavors. And with all the travel planning taken care of, you can chill out and enjoy your city getaway in the way that you deserve. Love to explore your surroundings? Thunder Ridge Ski Resort, Whaley Lake and Lake Dutchess are just three of the top-rated places to visit during your trip to Pawling. Whoever you're taking time off with and whatever your bank balance, your dream Pawling vacation is just a few clicks away with Expedia.

Top Pawling Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands
Sound View Greenport
The Harbor Front Inn
1 Hotel Brooklyn Bridge
Night Hotel Broadway

Ready to book your vacation to Pawling?

 

Choose your dates

Pawling Hotel Deals

Station Inn Pawling
Station Inn Pawling
3 out of 5
7 Memorial Avenue, Pawling, NY
The price is CA $294 per night from Aug 12 to Aug 13
CA $294
CA $333 total
Aug 12 - Aug 13
includes taxes & fees
9/10 Wonderful! (172 reviews)
"Very clean."

Reviewed on Jul. 4, 2025

Station Inn Pawling
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jul 27 to Jul 28
CA $212
CA $244 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"I was disappointed that there was no coffee in the room…only tea."

Reviewed on Jul. 13, 2025

Hotel Zero Degrees Danbury
Microtel Inn & Suites by Wyndham Bethel/Danbury
Microtel Inn & Suites by Wyndham Bethel/Danbury
2 out of 5
80 Benedict Rd, Bethel, CT
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 27 to Jul 28
CA $122
CA $140 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"It was a rainy dark night when I arrived but everything went perfect at the motel and as soon as I opened the door to my room it smelled fresh and was very clean"

Reviewed on Jul. 9, 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
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.

Discover the most popular places to visit in Pawling

Frequently asked questions

How much does a Pawling vacation package cost?
You'll find cheap prices from CA $698 on Expedia for your Pawling escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Pawling costs.
What are the cheapest months to go to Pawling?
The off-season is the best time to head to Pawling if you're on a budget. Another tip for scoring cheap Pawling vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Pawling?
For a Pawling vacation, a few days will be enough to tour the best spots. Be sure to stop by Lake Dutchess --- it's one of the main sights in this destination. If you're looking for more activities, think about basing yourself here and setting off on some trips from Pawling.
How to find the best Pawling package deals?
Use Expedia's filter tool to find some of the best Pawling package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Pawling package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Pawling vacation as a package?
You can enjoy significant savings on your Pawling getaway by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Pawling?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Pawling adventure.
How to plan a trip to Pawling?

  1. Pick your dates: What you want to do in Pawling and your favourite season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to experiences and flights. Your accommodations will probably be the largest expense during your trip to Pawling.
  3. Decide how long to go for: Now that you're more familiar with Pawling, you can work out the right length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: After you've settled on your travel dates and duration, book the perfect Pawling vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.