Montgomery County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Montgomery County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Indianapolis Northwest by IHG

Candlewood Suites Indianapolis Northwest by IHG

2.5 out of 5
Price was CA $1,232, price is now CA $837 per person
CA $837
per person
Jun 8 - Jun 15
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
8/10 Very Good! (386 reviews)
They are in the middle of renovations, so things weren't in the best condition, but the rooms were spacious and had all the amenities that we needed.

Reviewed on Apr 8, 2026

Homewood Suites by Hilton Indianapolis-Downtown

Homewood Suites by Hilton Indianapolis-Downtown

3 out of 5
Downtown Indianapolis
Price was CA $2,959, price is now CA $2,346 per person
CA $2,346
per person
Jun 8 - Jun 15
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
9.2/10 Wonderful! (1,001 reviews)
Too nice of a hotel to not be able to connect to streaming services! Check in was already late & my room still wasn’t ready. Other than that great stay! I’ll be back

Reviewed on Apr 27, 2026

Comfort Suites Southport

Comfort Suites Southport

2.5 out of 5
Price was CA $1,205, price is now CA $984 per person
CA $984
per person
Jun 8 - Jun 15
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
8/10 Very Good! (993 reviews)
Customer service was great

Reviewed on Apr 26, 2026

Home2 Suites by Hilton Indianapolis South Greenwood

Home2 Suites by Hilton Indianapolis South Greenwood

3 out of 5
Price was CA $1,484, price is now CA $1,228 per person
CA $1,228
per person
Jun 8 - Jun 15
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
9.2/10 Wonderful! (711 reviews)
Breakfast was very good

Reviewed on Mar 26, 2026

Conrad Indianapolis

Conrad Indianapolis

5 out of 5
Downtown Indianapolis
Price was CA $2,160, price is now CA $1,862 per person
CA $1,862
per person
Jun 1 - Jun 8
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
9.2/10 Wonderful! (1,004 reviews)
Great location. Wonderful hotel.

Reviewed on Mar 30, 2026

Montgomery County Hotel Deals

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
The price is CA $135 per night from May 7 to May 8
CA $135
CA $149 total
May 7 - May 8
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Sauna broke. Omelette nice

Reviewed on Apr 23, 2026

Best Western Plus Crawfordsville Hotel
Comfort Inn Crawfordsville

Comfort Inn Crawfordsville

2.5 out of 5
2991 N. Gandhi St. Crawfordsville IN
Fully refundable
The price is CA $148 per night from May 3 to May 4
CA $148
CA $162 total
May 3 - May 4
includes taxes & fees
Comfort Inn Crawfordsville
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
The price is CA $146 per night from May 28 to May 29
CA $146
CA $160 total
May 28 - May 29
includes taxes & fees
9.2/10 Wonderful! (846 reviews)
Awesome breakfast…I needed a later checkout due to my husband at a meeting and they were very understanding

Reviewed on Apr 14, 2026

Hampton Inn & Suites Crawfordsville
See all 386 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 $837. 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.