Montgomery County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $1,096 when you book a flight and hotel together*
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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 Montgomery County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Seymour

Days Inn by Wyndham Seymour

2 out of 5
per person
Sep 12 - Sep 16
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
5/10 (188 reviews)
Outdoor pool, not exactly clear water, lots of bugs in the water.

Reviewed on Jul. 28, 2025

Marriott Indianapolis Downtown

Marriott Indianapolis Downtown

4 out of 5
Downtown Indianapolis
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
9/10 Wonderful! (1,010 reviews)
Beautiful and updated

Reviewed on Jul. 29, 2025

Super 8 by Wyndham Bedford

Super 8 by Wyndham Bedford

2 out of 5
per person
Sep 12 - Sep 16
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
7/10 Good! (633 reviews)
Great place to stay!!

Reviewed on Jul. 8, 2025

Travelodge by Wyndham Seymour

Travelodge by Wyndham Seymour

2 out of 5
per person
Sep 12 - Sep 16
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
6.8/10 (233 reviews)
The ac unit was very noisy.

Reviewed on Jun. 10, 2025

Quality Inn & Suites Bedford West

Quality Inn & Suites Bedford West

2.5 out of 5
per person
Sep 12 - Sep 16
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
6.8/10 (717 reviews)
Great place to stay!!

Reviewed on Jul. 24, 2025

Montgomery County Hotel Deals

Holiday Inn Express Hotel & Suites Crawfordsville by IHG

Holiday Inn Express Hotel & Suites Crawfordsville by IHG

2.5 out of 5
2506 N. Lafayette Road, Crawfordsville, IN
The price is CA $191 per night from Aug 3 to Aug 4
CA $191
CA $211 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (870 reviews)
"Clean rooms, friendly staff and good breakfast."

Reviewed on Jul. 25, 2025

Holiday Inn Express Hotel & Suites Crawfordsville by IHG
Hampton Inn & Suites Crawfordsville

Hampton Inn & Suites Crawfordsville

2.5 out of 5
2895 Gandhi Drive, Crawfordsville, IN
The price is CA $160 per night from Aug 24 to Aug 25
CA $160
CA $176 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (750 reviews)
"Breakfast was good. Coffee at breakfast was sometimes good and other times very weak. A traveling baseball team was also visiting and we had issues with noise in the room above us two nights in a row. We had to call the front desk 4 total times including at 12:15 am on night two… The room above us ..."

Reviewed on Jul. 28, 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
The price is CA $133 per night from Aug 26 to Aug 27
CA $133
CA $147 total
Aug 26 - Aug 27
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Clean room. Good breakfast options"

Reviewed on Jul. 26, 2025

Best Western Plus Crawfordsville Hotel
See all 317 properties in Montgomery County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Montgomery County vacation package cost?
Live it up in Montgomery County from just CA $841. We offer a wonderful selection of rental cars, hotels and flights to suit every budget and style. Land even more discounts when you add some activities or tours to your vacation package.
How do I get a cheap travel package to Montgomery County?
Bundle your flights and hotels with Expedia to save big on your next exciting adventure. With over 550 airlines and 1,000,000 hotel options around the globe, your Montgomery County vacation package can be customized exactly to suit your budget. With all those extra dollars, why not throw in a few interesting experiences and tours? It's an easy way to unlock even more savings. Your dream vacation in Montgomery County is closer than you thought!
What are the top hotels in Montgomery County?
Best Western Plus Crawfordsville Hotel and Holiday Inn Express Hotel & Suites Crawfordsville, an IHG Hotel know how to make their guests feel at home in Waveland. If you also plan to get to Waynetown, take a look at Comfort Inn and Super 8 by Wyndham Crawfordsville. Both are popular with travelers.
How far in advance should I book my Montgomery County vacation?
It all depends on the air carrier, but it's usually possible to compare international flights on Expedia nearly a year in advance. While it's generally recommended to book ahead of time, lucky travelers will occasionally score a cheaper seat just weeks before their intended journey.
What does an Expedia Montgomery County travel package include?
It all boils down to what sort of escape you want to have. Montgomery County vacation deals can include hotels, flights and car rentals. You can mix and match to find the bundle that suits your budget and style. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Montgomery County travel package?
You'll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and land fabulous discounts. Hotels aren't your only choice, though. We've got beachside condos, cabins in the mountains and everything in between!
Can I choose my airline with a Montgomery County Expedia vacation package?
With a vacation package, you're in charge. Whether you'd prefer to fly to Montgomery County in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Montgomery County vacation package?
Your situation can change without warning, so yes, you can. You may be able to cancel or alter your Montgomery County vacation package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still make the necessary changes, but your airline, hotel or car rental company may charge a fee. Need more information? Check out our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.