Carlisle Vacations

Book a Hotel + Flight or Car together to unlock savings

Where to stay in and around Carlisle

Explore the vibrant midwest in Carlisle, Indiana, where outdoor adventures and scenic beauty await. Discover charming hilltop getaways and family-friendly attractions in the Carlisle area, perfect for creating lasting memories on your vacation. Enjoy a blend of romance and adventure in this delightful destination.

Palestine

Discover Palestine, a charming destination perfect for family and adventure travelers who will appreciate its array of outdoor activities and budget-friendly options. With attractions like Washington Park and Sullivan City Park offering beautiful green spaces, alongside the historic Sullivan County Courthouse, there’s plenty to explore. Located about 12 miles from Carlisle, Palestine provides an ideal base for those looking to enjoy a mix of recreation and local culture, making it a smart choice for your stay.

Sullivan

Experience the charm of Sullivan, a perfect hub for travelers seeking a blend of outdoor adventure, family fun, and romantic getaways. With nearby attractions like the Sullivan County Courthouse, Sullivan County Park, and Sullivan City Park, you’ll find plenty to explore. Sullivan’s appeal remains steady throughout the year, particularly from March to April and in July, making it an inviting destination. Located about 9 miles from Carlisle, Sullivan is a smart choice for your next vacation stay.

Linton

Families and budget-conscious travelers will love Linton, known for its inviting outdoor scenery and recreational activities. Situated near attractions like the stunning Sullivan County Park and the historic Sullivan County Courthouse, Linton offers a variety of experiences for those looking to connect with nature or enjoy a romantic getaway. With Linton being about 14 miles from Carlisle, it's an excellent choice for your stay, making it easy to explore the charm of this vibrant city.

Oaktown

Immerse yourself in Oaktown, where families and outdoor enthusiasts can easily access a range of attractions. Enjoy the serene beauty of HillCrest Park and Chippekokee Park for leisurely strolls, or visit the Red Skelton Performing Arts Center for a taste of local culture. With visitor numbers peaking in July to August and October, Oaktown offers a welcoming atmosphere year-round. Located about 7 miles from Carlisle, Oaktown is an ideal choice for a memorable stay.

Pleasantville

Looking for the perfect spot? Pleasantville is an ideal base for families and weekend getaways, offering access to enjoyable outdoor activities and charming city experiences. Visitors can explore the historic Sullivan County Courthouse, unwind at Sullivan City Park, and take in the beauty of Sullivan County Park. Nestled in Carlisle, Pleasantville provides a seamless travel experience with its convenient access to local attractions. Choosing Pleasantville for your stay ensures a delightful blend of relaxation and adventure.

Carlisle Hotel Deals

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.

Frequently Asked Questions

How much does a Carlisle vacation package cost?

You'll find cheap prices on Expedia for your Carlisle getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Carlisle costs.

What are the cheapest months to go to Carlisle?

You can usually find lower rates and better availability in June, October and December. Browse our cheap Carlisle vacation packages and you could land some great off-season deals.

How many days is enough for Carlisle?

Usually, a handful of days is enough to go to the major sights during your Carlisle vacation. However, if you'd like to have more time to unwind or take day trips, think about extending your trip.

How to find the best Carlisle package deals?

Bagging a cheap Carlisle package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Carlisle package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.

Is it cheaper to book a Carlisle vacation as a package?

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Carlisle vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Carlisle?

If you're planning a spontaneous Carlisle getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.

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

Your Carlisle break should be a relaxing escape from your busy life, not a source of money worries. So to give you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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