Find hotels in Oakland City, IN from $73

These Oakland City insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 16, 2026.

Top reasons to visit Oakland City

• Outdoor Activities: Enjoy engaging outdoor adventures like disc golf and scenic strolls in local parks.
• Family-Friendly Attractions: Visit recreational spaces, water parks, and themed nights perfect for all ages.
• Rich Heritage: Explore historic churches and museums that showcase Oakland City's cultural history.
• Vibrant Nightlife: Experience the lively atmosphere with local dining and entertainment options.
• Variety of Accommodations: Choose from cozy bed & breakfasts to well-equipped hotels for your stay.

Find great hotels near Oakland City

Discover a range of lodging options in Oakland City, Indiana, perfect for every traveler. From cozy bed & breakfasts to well-equipped hotels, you’ll find accommodations that cater to business needs, family vacations, and pet-friendly stays. Whether you're searching for hotels near Oakland City or looking to unwind at the Oakland Courtyard, your ideal getaway awaits in this charming town.

• Baymont by Wyndham Evansville North/Haubstadt: This budget-friendly hotel, located 16 miles from Oakland City, is perfect for business travelers and pet owners alike. With a welcoming atmosphere and amenities tailored for furry companions, the hotel allows certain pets on-site while adhering to specific guidelines. Guests appreciate the convenience of a pet-friendly policy that includes fees and weight restrictions. Business travelers will benefit from the comfortable accommodations, ensuring a productive stay without compromising on comfort. Its proximity to Evansville also allows for easy access to local attractions, making it an ideal base for exploring the area.
• Baymont by Wyndham Dale: Situated 22 miles from Oakland City, this hotel is a family-friendly haven catering to both leisure and business travelers. Known for its welcoming environment, Baymont by Wyndham Dale offers complimentary cribs for families with young children, ensuring a comfortable stay for all ages. Guests enjoy a variety of amenities designed to make their visit pleasant and convenient. Its location in Dale allows for easy exploration of the surrounding area, perfect for those looking to create lasting family memories while also accommodating business needs.
• Clarion Pointe Jasper: Located 23 miles from Oakland City, Clarion Pointe Jasper stands out with a guest rating of 9.0 out of 10, making it a top choice for family vacations. This budget-friendly hotel provides numerous amenities, including free access to a children’s club and complimentary cribs, making it an excellent choice for families. The hotel ensures a comfortable stay with a focus on family-friendly services and facilities, allowing parents to relax while their children enjoy the activities. With its great location and commitment to guest satisfaction, Clarion Pointe Jasper is an exceptional option for a memorable getaway.

Where to stay near Oakland City

Oakland City, Indiana, offers a delightful blend of outdoor adventures and family-friendly experiences. Visitors can enjoy the charm and warmth of this welcoming community while exploring nearby attractions. The city's vibrant nightlife and hospitable atmosphere create a perfect backdrop for relaxation and excursions. Whether you're seeking scenic views or engaging activities, Oakland City promises memorable moments for every traveler.

• Somerville: Located 5 miles from Oakland City, Somerville is a charming city known for its romantic outdoor settings and picturesque scenery. With traveler arrivals peaking in the summer months, visitors can enjoy a vibrant atmosphere filled with educational experiences. Local highlights include a beautiful lake and a historic college university, providing ample opportunities for exploration and relaxation. Whether you're looking for a scenic stroll or an educational outing, Somerville offers a delightful escape.
• Southwestern Indiana: Also situated 5 miles from Oakland City, Southwestern Indiana is a prime destination for adventure seekers and nature lovers. With a steady influx of visitors year-round, the area becomes particularly lively from June to August. Highlights include a water park and recreational areas that cater to all ages. Surrounded by stunning lakes and valleys, this region is perfect for those looking to immerse themselves in the great outdoors while also exploring the local historic college university.
• Francisco: Just 5 miles from Oakland City, Francisco is an inviting city that offers countless outdoor adventures. Known for its hiking trails and recreational areas, the city attracts visitors particularly in July and October. With a rich history, local landmarks include historic sites, intriguing caves, and serene lakes. Francisco provides a perfect blend of adventure and scenic beauty, making it an ideal stop for tourists seeking to connect with nature and explore the area's intriguing past.

Things to do in Oakland City

Oakland City, Indiana, is perfect for an outdoor family vacation, offering scenic beauty and engaging activities. Visitors can enjoy disc golf, stroll through downtown, and participate in themed nights. Additionally, the area features recreational spaces and a water park, making it an ideal destination for fun and relaxation.

Shopping

In Oakland City, visit the local shops for unique gifts and souvenirs. If you're up for a drive, check out Eastland Mall, about 12 miles away, featuring a variety of retail stores, dining options, and entertainment venues for a full shopping experience.

Recreation

Oakland City’s Wellness Retreat offers peaceful meditation spaces and rejuvenating yoga classes, perfect for unwinding. Enjoy nature walks at nearby Patoka Lake, where you can hike scenic trails and immerse yourself in tranquil surroundings, making it an ideal spot for relaxation and reflection.

Adventure

Explore the scenic trails at Oakland City Park for hiking and nature walks. For a thrill, try zip-lining at Go Ape Treetop Adventure, soaring through the treetops while enjoying the beautiful surroundings. Don't miss the chance to paddle on the nearby lakes for a refreshing experience.

Nightlife

Explore the energetic nightlife at The Country Club, where you can enjoy live music and a vibrant atmosphere. For a relaxed evening, visit The Oak for craft cocktails and friendly conversation. Don't miss the local gatherings at the Community Center for fun events and socializing.

Booking tips and Expedia advantages for Oakland City

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Oakland City are November to January, 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 Oakland City is Tuesday. The most expensive day to stay in Oakland City is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to narrow down your options based on your budget, preferred location, and ideal hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by booking your Oakland City hotel along with your flights and activities through an Expedia package.

Find the best attractions near Oakland City

Oakland City, Indiana, offers a delightful mix of outdoor adventures and family-friendly attractions. Visitors can enjoy scenic strolls through local parks, explore historic churches, and visit engaging museums that highlight the area's rich heritage. Whether you're seeking a peaceful retreat in nature or a vibrant city experience, Oakland City has something for everyone to enjoy during their stay.

• Wabash Erie Canal Park: Experience the charm of the Wabash Erie Canal Park, located 20 miles from Oakland City. Enjoy friendly vibes as you stroll along the scenic canal, perfect for picnics and leisurely walks.
• St Joseph's Church: Located 23 miles from Oakland City, St Joseph's Church offers a rich cultural experience. Marvel at its beautiful architecture and serene atmosphere, making it a peaceful spot for reflection and appreciation of local heritage.
• Dubois County Museum: Also 23 miles from Oakland City, the Dubois County Museum showcases the area's history and culture. Explore fascinating exhibits that highlight the local community's past and its vibrant traditions.

Best time to go to Oakland City

The best time to visit Oakland City is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	32.5°F (0.3°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	36.0°F (2.2°C)	Light Rain	Mostly Cloudy	Slightly High	Average
March	46.4°F (8.0°C)	Light Rain	Mostly Sunny	Average	Average
April	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Average	Average
May	65.8°F (18.8°C)	Light Rain	Mostly Sunny	Average	Average
June	74.5°F (23.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	77.0°F (25.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	75.6°F (24.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	70.0°F (21.1°C)	Light Rain	Mostly Sunny	Average	Average
October	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	45.9°F (7.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	38.5°F (3.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low

The nearest major airports for your trip to Oakland City

When planning your trip to Oakland City, Indiana, there are several major airports to consider. Louisville International Airport (SDF) is 88 miles away, with nearby hotel options like the 4.5-star Omni Louisville Hotel and 21c Museum Hotel, both just 5 miles from the airport. Evansville Regional Airport (EVV) is closer at 23 miles, offering accommodations such as the 4-star DoubleTree by Hilton Evansville, located 6 miles away, and the Holiday Inn Evansville Airport, only 0.8 miles from the terminal. Owensboro-Daviess County Regional Airport (OWB) is 42 miles away, with hotels like the 3.5-star TownePlace Suites by Marriott just 6 miles from the airport.