Carlisle Vacations from $510

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The Latest Carlisle vacation packages

Price found within the past 48 hours. Click for updated prices.
PT6 INN

PT6 INN

2.5 out of 5
Price was $541, price is now $510 per person
$510
per person
May 21 - May 24
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Evansville (EVV)
4.4/10 (101 reviews)
Staff was nice and friendly

Reviewed on Nov 12, 2025

Fairfield Inn By Marriott Evansville East

Fairfield Inn By Marriott Evansville East

3 out of 5
Price was $615, price is now $572 per person
$572
per person
May 21 - May 24
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Evansville (EVV)
8.8/10 Excellent! (471 reviews)
Clean room and friendly staff. Older building but well maintained. Breakfast is the same pre-packaged eggs and meats as other hotel chains. It would be nice to see some fresh options available

Reviewed on Mar 4, 2026

Holiday Inn Express Princeton by IHG

Holiday Inn Express Princeton by IHG

2.5 out of 5
Price was $708, price is now $660 per person
$660
per person
May 21 - May 24
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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

Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $617, price is now $581 per person
$581
per person
May 21 - May 24
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Evansville (EVV)
8/10 Very Good! (291 reviews)
Cleanliest room I've been in for years! Plenty of Fast food to choose from.

Reviewed on Mar 17, 2026

Holiday Inn Express Evansville West by IHG

Holiday Inn Express Evansville West by IHG

2.5 out of 5
Price was $693, price is now $658 per person
$658
per person
May 21 - May 24
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Evansville (EVV)
8.6/10 Excellent! (550 reviews)
Friendly staff. Easy check in. Clean overall except hair on bathroom floor and toilet seat. Breakfast was edible.

Reviewed on Mar 1, 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
$124 nightly
The price is $143 total per night from Mar 29 to Mar 30
$143 total
Mar 29 - Mar 30
Total with taxes and fees
8.4/10 Very Good! (556 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
$147 nightly
The price is $169 total per night from Apr 4 to Apr 5
$169 total
Apr 4 - Apr 5
Total with taxes and fees
9/10 Wonderful! (363 reviews)
Clean room and very friendly staff

Reviewed on Mar 9, 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 Mar 19 to Mar 20
$112 total
Mar 19 - Mar 20
Total with taxes and fees
7.6/10 Good! (427 reviews)
We've stayed there 3 consecutive weekends and the carpet has been dirty in the rooms. It's the only hotel within 40 minutes of where we need to be, so we don't have a choice.

Reviewed on Mar 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 $510 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.