Deals on vacations and trips to Carlisle

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Carlisle flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was $659, price is now $591 per person
$591
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $732, price is now $615 per person
$615
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a snack bar/deli are also offered.
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was $808, price is now $716 per person
$716
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-out, and dry cleaning are also on offer.
Beautiful House in Nicholasville

Beautiful House in Nicholasville

2 out of 5
Price was $2,197, price is now $1,960 per person
$1,960
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
Free WiFi in public areas is available at this vacation home.
Springhill Suites by Marriott Lexington Fritz Farm

Springhill Suites by Marriott Lexington Fritz Farm

3 out of 5
Price was $712, price is now $638 per person
$638
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Carlisle hotels deals

Blue Licks Battlefield State Resort Park

Blue Licks Battlefield State Resort Park

3.5 out of 5
10299 Maysville Rd Carlisle KY
$108 nightly
The price is $119 total per night
$119 total
Oct 14 - Oct 15
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Guests will appreciate free perks like free self parking and WiFi in public areas.
Pet friendly
Parking included
Marvelous 3-bedroom second floor apartment in Carlisle with lots of history

Marvelous 3-bedroom second floor apartment in Carlisle with lots of history

Carlisle KY
$254 nightly
The price is $272 total per night
$272 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this apartment in Carlisle. Enjoy free WiFi, an in-room coffeemaker, and housekeeping. Popular attraction Lake Carnico is located nearby.
Kitchen
Free WiFi
Charming Apartment in the Heart of Carlisle

Charming Apartment in the Heart of Carlisle

Carlisle KY
$243 nightly
The price is $260 total per night
$260 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this apartment in Carlisle. Enjoy free WiFi, an in-room coffeemaker, and housekeeping. Popular attraction Lake Carnico is located nearby.
Kitchen
Free WiFi
Hilltop Farmhouse with 3 sunrise- sunrise porches overlooking hills and holler

Hilltop Farmhouse with 3 sunrise- sunrise porches overlooking hills and holler

Carlisle KY
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Comfort Inn Winchester

Comfort Inn Winchester

2.5 out of 5
5250 Revilo Rd Winchester KY
Free Cancellation
$78 nightly
The price is $86 total per night
$86 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's dry cleaning and multilingual staff can provide around-the-clock assistance.
Parking included
Free WiFi
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
1307 W Lexington Ave Winchester KY
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $110 total per night
$110 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A seasonal outdoor pool and a computer station are also provided.
Pool
Breakfast included
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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.

Stay near popular Carlisle attractions

Lake Carnico

9.0/10 (4 reviews)
Commune with nature and explore the great outdoors at Lake Carnico during your travels in Carlisle. While you're in the area, wander around the forests.
See properties

Frequently asked questions

How much are vacation packages to Carlisle?
Starting at just $591, hotel and flight packages are a superb way to make your travel budget stretch further. Carlisle, here you come!
How long should my Carlisle vacation be?
Your Carlisle escape can be as short or as long as you would like it to be, but many travelers stay roughly 2 nights. Want to venture out and uncover some lesser-known sights? Stay a few extra nights and see a different side of this destination.
Where can I get the best vacation package deals for Carlisle?
It's simple — browse Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, it's easy to put together a Carlisle package deal that ticks all your boxes.
Why should I purchase my Carlisle vacation package via Travelocity?
From amazing destinations to fun experiences, we have everything you need to satisfy your travel desires. Our 24/7 customer support will also make sure you're being well taken care of during your trip. And don't fret if you spot a better price on your reservation, we'll match it. That's our Price Match Guarantee.
Can I save on my Carlisle car rental if I book it with a hotel or flight?
With a Carlisle vacation package, you can bundle your car, hotel and flight bookings and save a whole lot. If you're eager to explore the best of this exciting area, why not check out Churchill Downs? This well-known sight is 95 mi from Carlisle. With a rental car, you'll be there before you know it.
Which airport is best for Carlisle?
Cincinnati - Northern Kentucky Intl. Airport (CVG) is the starting point of your Carlisle getaway. Around 60 mi northwest of Carlisle, it welcomes travelers from all over every day. Another excellent option is Blue Grass Airport (LEX), 35 mi away from central Carlisle.
What is there to do in Carlisle?
Lake Carnico deserves a spot on your travel schedule. Once you've crossed off this popular attraction, simply roam through the streets of Carlisle and learn what really makes this cool place tick.
Where should I stay when visiting Carlisle?
Many visitors opt to hit the hay at the Forest Retreat. It's a great base for your Carlisle getaway.

Photos of local treasures

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