Montgomery County Vacation Packages

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    Save up to CA $4,200 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.
3rd Floor Front Side Penthouse Suite - 303 by Grand Wood Suites

3rd Floor Front Side Penthouse Suite - 303 by Grand Wood Suites

3 out of 5
Price was CA $2,262, price is now CA $1,990 per person
CA $1,990
per person
Dec 21 - Dec 28
just found
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
No reviews

3rd Floor Front Side Penthouse Suite - 302 by Grand Wood Suites

3rd Floor Front Side Penthouse Suite - 302 by Grand Wood Suites

3 out of 5
Price was CA $2,262, price is now CA $1,990 per person
CA $1,990
per person
Dec 21 - Dec 28
just found
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
10/10 Exceptional! (1 review)
Great location, nice condo/suite.

Reviewed on Jun 23, 2025

3rd Floor Back Side Corner Penthouse Suite - 308 by Grand Wood Suites

3rd Floor Back Side Corner Penthouse Suite - 308 by Grand Wood Suites

3 out of 5
Price was CA $2,262, price is now CA $1,990 per person
CA $1,990
per person
Dec 21 - Dec 28
just found
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
10/10 Exceptional! (1 review)

3rd Floor Back Side Penthouse Suite - 307 by Grand Wood Suites

3rd Floor Back Side Penthouse Suite - 307 by Grand Wood Suites

3 out of 5
Price was CA $2,262, price is now CA $1,990 per person
CA $1,990
per person
Dec 21 - Dec 28
just found
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
10/10 Exceptional! (1 review)

3rd Floor Back Side Corner Penthouse Suite- 305 by Grand Wood Suites

3rd Floor Back Side Corner Penthouse Suite- 305 by Grand Wood Suites

3 out of 5
Price was CA $2,262, price is now CA $1,990 per person
CA $1,990
per person
Dec 21 - Dec 28
just found
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
10/10 Exceptional! (2 reviews)
Beautiful furniture, nice overall place, great walking distance to most things in a cute town! Only issue is it advertises two bathrooms and there are NOT two. We brought this up to management. They said they would correct this listing, but it has not been corrected.

Reviewed on Dec 8, 2025

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 $145 per night from Nov 11 to Nov 12
CA $145
CA $159 total
Nov 11 - Nov 12
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Good location"

Reviewed on Nov 2, 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 $130 per night from Nov 23 to Nov 24
CA $130
CA $142 total
Nov 23 - Nov 24
includes taxes & fees
Comfort Inn Crawfordsville
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
Fully refundable
The price is CA $165 per night from Nov 8 to Nov 9
CA $165
CA $182 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Great overnight stay. Quiet, clean and the pool and breakfast were great."

Reviewed on Nov 2, 2026

Holiday Inn Express Hotel & Suites Crawfordsville by IHG
See all 423 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
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Frequently asked questions

How much does a Montgomery County vacation package cost?
Live it up in Montgomery County from just CA $1,990. 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.

Stay near popular Montgomery County attractions

Nibble Park

Nibble Park is just one of the places to see in Crawfordsville, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can enjoy the restaurants.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.