Carlisle Vacations from $555

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The Latest Carlisle vacation packages

Price found within the past 48 hours. Click for updated prices.
Simply Home Inn & Suites

Simply Home Inn & Suites

2.5 out of 5
Price was $602, price is now $555 per person
$555
per person
May 19 - May 23
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
No reviews
Holiday Inn Express Princeton by IHG

Holiday Inn Express Princeton by IHG

2.5 out of 5
Price was $716, price is now $634 per person
$634
per person
May 19 - May 23
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
8/10 Very Good! (348 reviews)
Hand towel was dirty and unfolded and the remote wasnt able to do anything for the tv but turn it off or on. The air conditioner barely worked and there was no laundry bag or ice bag. I wouldn't recommend this hotel to anyone unless you just want to sleep then run.

Reviewed on Mar 16, 2026

Holiday Inn Express Washington by IHG

Holiday Inn Express Washington by IHG

2.5 out of 5
Price was $801, price is now $715 per person
$715
per person
May 19 - May 23
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
8.4/10 Very Good! (102 reviews)
Breakfast was fresh and good. Staff was very responsibke and understanding. Room vwry clean

Reviewed on Apr 4, 2026

Holiday Inn Express & Suites Evansville North by IHG

Holiday Inn Express & Suites Evansville North by IHG

2.5 out of 5
Price was $659, price is now $601 per person
$601
per person
May 19 - May 23
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
8.6/10 Excellent! (611 reviews)
Clean room and excellent staff

Reviewed on Mar 25, 2026

Baymont by Wyndham Washington

Baymont by Wyndham Washington

2.5 out of 5
Price was $693, price is now $640 per person
$640
per person
May 19 - May 23
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
8.2/10 Very Good! (676 reviews)
Easy check-in, plenty of parking.

Reviewed on Mar 29, 2026

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Carlisle Hotel Deals

Comfort Suites Vincennes

Comfort Suites Vincennes

2.5 out of 5
2555 Hart St Vincennes IN
Fully refundable
$119 nightly
The price is $137 total per night from May 3 to May 4
$137 total
May 3 - May 4
Total with taxes and fees
8.4/10 Very Good! (563 reviews)
The staff was very accommodating to our needs as we had 15+ family members staying here to attend a family member’s funeral.

Reviewed on Mar 15, 2026

Comfort Suites Vincennes
Hampton Inn Vincennes

Hampton Inn Vincennes

2.5 out of 5
2863 Ford Rd Vincennes IN
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $150 total per night from Apr 12 to Apr 13
$150 total
Apr 12 - Apr 13
Total with taxes and fees
9/10 Wonderful! (365 reviews)
Staff is very friendly, rooms are clean, property is clean. They could have better seating for outdoors or a fire pit like some of their other properties. Breakfast is low quality. Used to be good but now eggs are watery no bacon just sausage links that taste like rubber

Reviewed on Apr 1, 2026

Hampton Inn Vincennes
Days Inn by Wyndham Sullivan

Days Inn by Wyndham Sullivan

2 out of 5
907 W Sr 154 Hwy 41 And 154 Sullivan IN
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $112 total per night from May 3 to May 4
$112 total
May 3 - May 4
Total with taxes and fees
7.6/10 Good! (432 reviews)
parking was easy and breakfast was good

Reviewed on Apr 1, 2026

Days Inn by Wyndham Sullivan
See all 97 properties in Carlisle
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 Carlisle Vacation Packages

Carlisle Essential Information

Language
English
Currency
U.S dollars
Population
690
Max Temp Winter
40ºF
Max Temp Summer
80ºF
Top Sights
Elks Country Club and Sullivan County Courthouse

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Frequently asked questions

How much does a Carlisle vacation package cost?
You'll find cheap prices from $555 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.

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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.