A red covered bridge over a muddy river surrounded by lush greenery.

Montgomery County Vacations & Trips from $498

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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 destinations in Montgomery County

A covered bridge labeled "1906 BEESON" with a sign stating it was moved to Billie Creek Village in 1980.

Crawfordsville

A forested area with a stream, rocks, and moss-covered trees.

Waveland

Waynetown

Ladoga

Darlington

Linden

New Ross

Wingate

New Richmond

The Latest Montgomery County Vacation Packages

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Discover the most popular places to visit in Montgomery County

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.

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Lake Waveland

Rating: 7.8/10 (11 reviews)

Commune with nature and explore the great outdoors at Lake Waveland during your travels in Waveland. While you're in the area, wander around the parks.

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Lane Place Antebellum Mansion

You can spend an afternoon browsing the exhibits at Lane Place Antebellum Mansion in Crawfordsville. While in this family-friendly area, you can enjoy the restaurants.

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Crawfordsville Aquatic Center

Rating: 8.8/10 (15 reviews)

Enjoy an outing to Crawfordsville Aquatic Center during your stay in Crawfordsville. Discover the area's festivals and churches.

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Kathleen J. Steele Park

After visiting Kathleen J. Steele Park, make a plan to see the other sights and activities in Crawfordsville. While in this family-friendly area, you can enjoy the restaurants.

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Fine Arts Center

Enjoy an outing to Fine Arts Center during your stay in Crawfordsville. While in this family-friendly area, you can enjoy the restaurants.

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Crawfordsville Golf Course

Enjoy a round of golf in Crawfordsville at Crawfordsville Golf Course. While in this family-friendly area, you can enjoy the restaurants.

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Montgomery County Hotel Deals

Holiday Inn Express Hotel & Suites Crawfordsville by IHG

A Holiday Inn Express & Suites building with a covered entrance and columns.
  • Address: 2506 N. Lafayette Road, Crawfordsville, IN, 47933, US
  • Location: 2.4 mi from Montgomery County
  • Star rating: 2.5/5
  • Guest rating: 9.2/10 (Wonderful, 1001 reviews)
  • Price: $118 nightly, $130 total, Dec 14 - Dec 15, Total with taxes and fees
  • Review: Breakfast and location

Hampton Inn & Suites Crawfordsville

A modern dining area with multiple tables and chairs, a central island table, and artwork on the walls.
  • Address: 2895 Gandhi Drive, Crawfordsville, IN, 47933, US
  • Location: 2.7 mi from Montgomery County
  • Star rating: 2.5/5
  • Guest rating: 9.2/10 (Wonderful, 916 reviews)
  • Price: $110 nightly, $121 total, Dec 12 - Dec 13, Total with taxes and fees
  • Review: Great place! Friendly staff, clean room, comfy bed.

Best Western Plus Crawfordsville Hotel

A hotel room with two beds, a desk, a chair, a TV, and a bathroom visible through an open door.
  • Address: 2600 Industrial Blvd, Crawfordsville, IN, 47933, US
  • Location: 2.6 mi from Montgomery County
  • Star rating: 2.5/5
  • Guest rating: 8.4/10 (Very good, 1002 reviews)
  • Price: $104 nightly, $114 total, Nov 23 - Nov 24, Total with taxes and fees
  • Review: Clean room

Comfort Inn Crawfordsville

A lobby with a fireplace, blue armchairs, a flat-screen TV, and a kitchen area in the background.
  • Address: 2991 N. Gandhi St., Crawfordsville, IN, 47933, US
  • Location: 2.8 mi from Montgomery County
  • Star rating: 2.5/5
  • Guest rating: 8.8/10 (Excellent, 911 reviews)
  • Price: $93 nightly, $103 total, Dec 13 - Dec 14, Total with taxes and fees
  • Review: "A Hidden Gem That Keeps Us Coming Back! ⭐⭐⭐⭐⭐ What a wonderful place to stay! Tucked away just off the main road, this hotel is truly a hidden gem, quietly sitting behind some of the larger hotel chains. And quite frankly, we're glad we found it! The property is always exceptionally clean, and the staff couldn't be more friendly, welcoming, or helpful. You can tell they genuinely care about their guests and take pride in making everyone feel at home. One thing we especially appreciate is...

Super 8 by Wyndham Crawfordsville

A hotel room with a bed, a desk, a chair, a bathroom, and a large wall painting.
  • Address: 1025 Corey Blvd, Crawfordsville, IN, 47933, US
  • Location: 2.6 mi from Montgomery County
  • Star rating: 2/5
  • Guest rating: 6.6/10 (900 reviews)
  • Price: $79 nightly, $87 total, Nov 29 - Nov 30, Total with taxes and fees
  • Review: The room was clean and comfortable. The only thing my wife didn't like was there was no clock.

Knights Inn Crawfordsville

A hotel room with two beds, a desk, a chair, a mirror, and a TV.
  • Address: 1020 Corey Boulevard, Crawfordsville, IN, 47933, US
  • Location: 2.6 mi from Montgomery County
  • Star rating: 2/5
  • Guest rating: 5.4/10 (418 reviews)
  • Price: $67 nightly, $73 total, Nov 21 - Nov 22, Total with taxes and fees

Motel 6 Crawfordsville, IN

A hotel room with a bed, a TV, a desk, and a chair.
  • Address: 1040 Corey Blvd, Crawfordsville, IN, 47933, US
  • Location: 2.7 mi from Montgomery County
  • Star rating: 2/5
  • Guest rating: 5.4/10 (660 reviews)
  • Price: $69 nightly, $76 total, Dec 6 - Dec 7, Total with taxes and fees

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.

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