Find hotels in Montgomery, IN from $85

These Montgomery insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 17, 2026.

Top reasons to visit Montgomery

• Scenic Outdoor Activities: Montgomery offers beautiful landscapes perfect for hiking, golfing, and picnicking, ideal for nature lovers.
• Cultural Experiences: Explore local churches, museums, and arts centers to immerse yourself in the area's rich heritage.
• Romantic Getaways: The charming atmosphere makes Montgomery a perfect destination for couples looking for a peaceful escape.
• Family-Friendly Fun: With diverse activities and attractions, Montgomery caters to families seeking memorable experiences.
• Variety of Accommodations: Enjoy a range of lodging options, from family-friendly to pet-friendly hotels, ensuring a comfortable stay.

Find great hotels near Montgomery

Explore a variety of hotel accommodations in Montgomery, Indiana, perfect for any traveler. Whether you’re seeking family-friendly lodgings, pet-friendly options, or convenient facilities for business trips, Montgomery has something to suit your needs. Discover the best hotels near Montgomery for a comfortable and enjoyable stay in this charming town.

• Baymont by Wyndham Washington: Baymont by Wyndham Washington is a budget-friendly hotel with a guest rating of 8.2, located 8 miles from Montgomery. This property is ideal for travelers seeking a convenient base for both business and leisure. With a pet-friendly policy, guests can enjoy the comfort of having their furry companions accompany them. The hotel features essential amenities including free Wi-Fi, a fitness center, and complimentary breakfast, ensuring a pleasant stay for all visitors.
• Holiday Inn Express Washington by IHG: Holiday Inn Express Washington by IHG boasts a guest rating of 8.4 and is situated 6 miles from Montgomery. This welcoming hotel caters to both business travelers and those bringing pets along for the trip. Guests appreciate the modern décor and well-appointed rooms, alongside amenities like a business center, fitness facilities, and a free hot breakfast to kickstart the day. The pet-friendly policy also includes no additional fees for service animals, making it an excellent choice for all types of travelers.
• Sleep Inn Newberry - Crane: With a stellar guest rating of 9.0, Sleep Inn Newberry - Crane is located 18 miles from Montgomery. This hotel provides a cozy atmosphere perfect for both business and leisure travelers. Its pet-friendly environment allows guests to enjoy their stay without leaving their pets behind. The property features modern amenities, including free breakfast, a fitness center, and a business area to cater to all your needs. Visitors often rave about the friendly staff and clean accommodations, making it a top choice in the area.

Where to stay near Montgomery

Montgomery, Indiana, offers a delightful blend of outdoor adventures and scenic beauty, making it perfect for family-friendly and romantic vacations alike. Explore the charming neighborhoods and experience the warm, welcoming atmosphere. Just a short drive away, you'll find nearby cities that add a touch of business vibrancy to your trip. Whether hiking local trails or enjoying a peaceful picnic, Montgomery promises a memorable getaway for every traveler.

• Cannelburg: Nestled a mere 3 miles from Montgomery, Cannelburg is a charming city that beckons outdoor enthusiasts and romantics alike. With a moderate influx of travelers peaking during the summer months, visitors are drawn to its stunning scenery and recreational opportunities. Highlights include a serene lake and a nearby national state park, perfect for hiking and nature exploration. The local environmental center also offers educational experiences, making it an ideal destination for families and nature lovers.
• Washington: Located 7 miles from Montgomery, Washington is a vibrant city that welcomes visitors year-round with a variety of attractions. While travel peaks in March and the summer months, the city offers engaging experiences for families and outdoor adventurers at any time. Notable spots include a thrilling water park and a theme park that keep the excitement flowing. With its picturesque lakes and recreational areas, Washington is perfect for both relaxation and fun-filled family activities.
• Loogootee: Also situated 7 miles from Montgomery, Loogootee charms visitors with its outdoor beauty and romantic ambiance. The city sees a slight uptick in visitors from July to September, drawn by its scenic parks and recreational areas. Guests can enjoy a round of golf or splash around at the local water park. Nearby attractions include a tranquil lake and a national state park, offering ample opportunities for exploration and adventure amidst nature's splendor.

Things to do in Montgomery

Montgomery, Indiana, is perfect for a romantic weekend getaway, offering beautiful outdoor scenery and recreational areas. Visitors can enjoy activities such as golf and various educational experiences, making it an excellent destination for relaxation and exploration. Whether you're looking to unwind in nature or engage in local attractions, Montgomery has something for everyone to enjoy.

Shopping

In Montgomery, you can shop at local stores offering unique gifts and souvenirs. If you're up for a drive, check out the Washington Square Mall, about 12 miles away, featuring a variety of popular retailers and dining options for a full shopping experience.

Recreation

Experience rejuvenation at Montgomery Wellness Center, offering yoga classes and holistic therapies in a tranquil setting. Explore the nearby scenic trails at Patoka Lake for hiking and birdwatching, or unwind at local spas featuring massages and wellness treatments tailored to refresh your mind and body.

Adventure

Explore the scenic trails of the Hoosier National Forest, where you can hike, bike, or horseback ride through stunning landscapes. For a thrilling experience, try kayaking on the Patoka River, offering a chance to spot local wildlife while enjoying the peaceful waters.

Nightlife

In Montgomery, Indiana, the local nightlife features cozy pubs like The Hangout, where you can enjoy live music and craft beers. For a relaxed evening, the Historic Montgomery Theatre hosts entertaining shows, making it a charming spot for visitors seeking a memorable night out.

Booking tips and Expedia advantages for Montgomery

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Montgomery are January, March and November, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Montgomery is Tuesday. The most expensive day to stay in Montgomery is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, make sure to sort the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel stay in Montgomery with your flights and activities through an Expedia package deal.

Find the best attractions near Montgomery

Montgomery, Indiana, is perfect for outdoor enthusiasts and those seeking romantic getaways, offering a blend of scenic beauty and cultural experiences. Popular attractions include local churches, museums, and arts centers, providing visitors with a chance to immerse themselves in the area's rich heritage. Whether you're looking to explore the great outdoors or dive into the local culture, Montgomery has something special to offer every traveler.

• Dubois County Museum: Located 18 miles from Montgomery, this museum offers a deep dive into the rich cultural heritage of Dubois County. Visitors can explore intriguing exhibits that showcase local history, art, and traditions, providing a unique glimpse into the community's past.
• St Joseph's Church: Situated 19 miles away, St Joseph's Church is not only a place of worship but also a beautiful piece of architecture. Its serene atmosphere and cultural significance make it a peaceful stop for reflection and appreciation of local faith traditions.
• Thyen-Clark Cultural Center: Just 20 miles from Montgomery, this arts center serves as a hub for creativity and community events. It features a variety of art exhibitions, performances, and workshops, inviting visitors to immerse themselves in the local arts scene.

Best time to go to Montgomery

The best time to visit Montgomery can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Montgomery falls in July, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Montgomery falls in January, visitor numbers are low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.6°F (-0.2°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
February	34.9°F (1.6°C)	Light Rain	Mostly Cloudy	Average	Average
March	45.5°F (7.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
May	65.3°F (18.5°C)	Light Rain	Mostly Sunny	Average	Average
June	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	76.5°F (24.7°C)	Light Rain	Mostly Sunny	High	Slightly High
August	74.8°F (23.8°C)	Light Rain	Mostly Sunny	High	Slightly High
September	69.4°F (20.8°C)	Light Rain	Mostly Sunny	High	Average
October	57.7°F (14.3°C)	Light Rain	Mostly Sunny	Average	Average
November	45.1°F (7.3°C)	Light Rain	Mostly Sunny	Low	Slightly Low
December	37.6°F (3.1°C)	Light Rain	Mostly Cloudy	Low	Average

The nearest major airports for your trip to Montgomery

Traveling to Montgomery, INDiana, is convenient via several major airports. Indianapolis International Airport (IND) is 83 miles away, with nearby hotels like the 5-star Conrad Indianapolis and the 4.5-star Bottleworks Hotel, both around 8 miles from the airport. Louisville International Airport (SDF) is 78 miles away, offering excellent hotel options such as the Omni Louisville Hotel and 21c Museum Hotel, both just 5 miles from SDF. For closer access, Evansville Regional Airport (EVV) is 50 miles from Montgomery, featuring hotels like the 4-star DoubleTree by Hilton Evansville, located 6 miles away, and the Holiday Inn Evansville Airport, only 0.8 miles from EVV.