Montgomery County Vacations & Trips from $311

Book a Hotel + Flight or Car together to unlock savings

Photo by Allison Thayer
  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Montgomery County Vacation

Leave the planning up to us with a Montgomery County vacation package. With everything organized before you head off, the only thing left for you to do is relax and enjoy this destination's culture and charm. Not sure where to stay? Waynetown is one of the most popular cities to explore during a trip to Montgomery County. Expedia has flights, hotels, car rentals and more to help you curate your own customized Montgomery County vacation today.

Top destinations in Montgomery County

The Latest Montgomery County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn Indianapolis East
Conrad Indianapolis
InterContinental Indianapolis by IHG
Holiday Inn Indianapolis Airport by IHG
Hampton Inn Indianapolis Northwest - Park 100

Find the Best Montgomery County Vacation Packages

Montgomery County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Indianapolis Intl. Airport (IND)

Montgomery County Hotel Deals

Hampton Inn & Suites Crawfordsville

Hampton Inn & Suites Crawfordsville

2.5 out of 5
2895 Gandhi Drive Crawfordsville IN
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $109 total per night from Dec 14 to Dec 15
$109 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (801 reviews)
We stopped here to avoid bad road conditions during a snow storm. The place was warm and welcoming, nicely decorated, and there was even a crock pot of soup for the guests. Above and beyond service! And while the bed was firmer than I like, my husband loved it, so kudos and huzzahs all around!

Reviewed on Nov 30, 2025

Hampton Inn & Suites Crawfordsville
Best Western Plus Crawfordsville Hotel

Best Western Plus Crawfordsville Hotel

2.5 out of 5
2600 Industrial Blvd Crawfordsville IN
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $105 total per night from Dec 15 to Dec 16
$105 total
Dec 15 - Dec 16
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Friendly, helpful staff Large, comfortable room/ bed Many choices for breakfast

Reviewed on Dec 1, 2025

Best Western Plus Crawfordsville Hotel
Comfort Inn

Comfort Inn

2.5 out of 5
2991 N. Gandhi St. Crawfordsville IN
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $107 total per night from Dec 25 to Dec 26
$107 total
Dec 25 - Dec 26
Total with taxes and fees
8.6/10 Excellent! (766 reviews)
Yes snd yes. Need a fruit dish

Reviewed on Nov 9, 2025

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