Find hotels in Oakland, MS from $69

These Oakland insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 26, 2026.

Top reasons to visit Oakland

• Scenic Outdoor Adventures: Oakland is perfect for outdoor enthusiasts, featuring scenic hiking trails, beautiful lakes, and tranquil campgrounds.
• Romantic Getaways: The charming atmosphere makes Oakland an ideal spot for intimate escapes and quality time with loved ones.
• Eco-Friendly Experiences: Visitors can enjoy a variety of eco-friendly activities while connecting with nature in a serene environment.
• Unique Accommodations: Stay in cozy cabins or pet-friendly hotels, offering a welcoming atmosphere for all types of travelers.
• Proximity to Oxford: Just minutes away from Oxford, Oakland provides easy access to additional attractions and cultural experiences.

Find great hotels near Oakland

Experience a memorable stay in Oakland, Mississippi, where cozy cabins and pet-friendly hotels await. Whether you're on a business trip or seeking a relaxing getaway, you'll find a variety of lodging options, including charming agritourism properties. With a welcoming atmosphere for all, Oakland is the perfect destination for your next vacation. Explore the unique accommodations that make this area a hidden gem in the heart of the South.

• Americas Best Value Inn Batesville: A budget-friendly choice for travelers, Americas Best Value Inn Batesville offers a comfortable stay with essential amenities. Located 18 miles from Oakland, this hotel features a complimentary breakfast to kickstart your day. Guests can enjoy entertainment options including cable TV and premium channels. For those looking to stay active, nearby golf courses provide recreational opportunities. With its affordability and convenient location, this inn is a practical option for budget-conscious visitors.
• Hampton Inn Batesville: Rated 8.6 out of 10, Hampton Inn Batesville caters to both business travelers and vacationers seeking a pet-friendly environment. Situated 18 miles from Oakland, this hotel offers modern amenities and a welcoming atmosphere. The property allows pets, making it an ideal choice for those traveling with furry companions. Guests appreciate the exceptional service and comfortable accommodations, making their stay both productive and enjoyable. Whether you’re here for work or leisure, this hotel is designed to meet your needs.
• Holiday Inn Batesville by IHG: This 3-star hotel boasts a guest rating of 8.4 out of 10, making it a reliable choice for business travelers. Located 18 miles from Oakland, Holiday Inn Batesville by IHG offers a professional ambiance complemented by essential amenities. With a focus on comfort and convenience, guests can expect a pleasant stay with access to meeting facilities and a business center. Its strategic location and dedicated service make it a top pick for those seeking a professional lodging experience during their visit.

Where to stay near Oakland

Discover the charm of Oakland, Mississippi, a perfect destination for outdoor enthusiasts and romantic getaways. Nestled just minutes from Oxford, this quaint town offers beautiful scenery and a relaxing atmosphere. Whether you're exploring local parks or enjoying the warmer months, Oakland provides an ideal backdrop for family adventures and intimate escapes alike. Don't miss out on the delightful experiences that await in and around this hidden gem.

• Enid: Located a mere 4 miles from Oakland, Enid is a charming city that draws visitors for its beautiful outdoor scenery and romantic atmosphere. The best time to visit is from March to May when traveler arrivals peak, offering a vibrant local experience. Outdoor enthusiasts can enjoy recreational areas and golf courses, perfect for leisurely days. Key attractions include a serene lake, a welcoming visitor center, and the breathtaking national state park, making Enid a delightful stop for nature lovers and those seeking a peaceful getaway.
• Charleston: Just 9 miles from Oakland, Charleston is a city that caters to families and outdoor adventurers alike. With visitor numbers peaking during March to April and June, Charleston offers a blend of activities suited for all ages. Enjoy the local recreational areas and campgrounds, or hit the golf courses for a round with friends. Noteworthy landmarks such as a picturesque lake and a vibrant tourist precinct provide ample opportunities for exploration and relaxation, making Charleston a fantastic destination for a family-friendly vacation.
• Pope: Situated 11 miles from Oakland, Pope is a hidden gem that invites travelers seeking outdoor beauty and romance. The city sees consistent visitor traffic year-round, with peak times in March, June, and August. Enjoy recreational areas and engaging educational opportunities, or catch a show at the local theater. The scenic lake, visitor center, and winding river nearby offer a tranquil backdrop for exploring the natural beauty of the region, making Pope an excellent choice for a romantic escape or a peaceful retreat.

Things to do in Oakland

Oakland, Mississippi, offers a charming escape for outdoor enthusiasts and romantics alike. Visitors can explore scenic hiking trails, relax in the recreational area, and enjoy the tranquility of local campgrounds. With its beautiful landscapes and opportunities for education, Oakland is the perfect destination for those seeking both adventure and relaxation.

Shopping

In Oakland, visit the local shops for unique gifts and souvenirs, capturing the essence of the area. If you're up for a drive, check out the nearby Tupelo Mall, located 30 miles away, featuring a range of stores from popular brands to local boutiques.

Recreation

Experience tranquility at the Oakland Wellness Center, where you can indulge in yoga sessions and soothing massages. For outdoor relaxation, explore the scenic trails at the nearby Tanglefoot Trail, perfect for walking, jogging, or cycling while surrounded by nature’s beauty.

Adventure

In Oakland, Mississippi, explore the stunning landscapes at the nearby Talledega National Forest, offering hiking trails and wildlife encounters. For a thrilling experience, visit the local ATV parks, where you can navigate rugged terrains and enjoy the adrenaline rush of off-roading adventures.

Nightlife

Experience the charm of Oakland's nightlife with a visit to the lively local bars and cozy lounges. Enjoy live music at a nearby venue or unwind with friends at a welcoming pub, where you can savor delicious food and refreshing drinks to cap off your day.

Booking tips and Expedia advantages for Oakland

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Oakland are July and December to January, where the prices are slightly lower. This is in comparison to September to November, 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 is Tuesday. The most expensive day to stay in Oakland is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your travel options based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. 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 combining your Oakland hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Oakland

Oakland, Mississippi, is perfect for a romantic getaway or an outdoor adventure, offering scenic parks, beautiful lakes, and nearby national and state parks. Visitors can enjoy a variety of eco-friendly experiences and family-friendly activities, making it an ideal destination for those seeking to connect with nature. Whether you're looking to relax or explore, Oakland has something for everyone.

• George Payne Cossar State Park: Experience the beauty of nature with stunning scenery and adventure opportunities. This state park offers hiking, fishing, and picnicking, making it perfect for outdoor enthusiasts looking to connect with nature.
• Enid Lake: A picturesque lake ideal for relaxation and romance, Enid Lake features beach areas and beautiful surroundings. Enjoy water activities like swimming and boating or unwind with a scenic picnic by the shore.
• Chickasaw Hill Recreation Area: Located 9 miles from Oakland, this eco-friendly park is perfect for families. Enjoy hiking trails, wildlife viewing, and recreational activities that foster a love for the great outdoors.

Best time to go to Oakland

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	43.2°F (6.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	46.8°F (8.2°C)	Light Rain	Mostly Sunny	Average	Average
March	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
April	62.4°F (16.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	71.1°F (21.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	79.2°F (26.2°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	81.3°F (27.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
August	80.4°F (26.9°C)	Light Rain	Mostly Sunny	Average	Average
September	75.7°F (24.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	53.1°F (11.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
December	47.3°F (8.5°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Oakland

When visiting Oakland, Mississippi, you can fly into several nearby airports. MEMphis International Airport (MEM) is located 69 miles away, with excellent hotel options like the 5-star Big Cypress Lodge and the 4.5-star Peabody Memphis, both easily accessible from the airport. Columbus, MS (GTR) is 87 miles away, offering hotels like the 3.5-star Comfort Inn & Suites and Shadowlawn Bed & Breakfast, which provide various transportation services to the airport. TUPelo Regional Airport (TUP) is 67 miles from Oakland, featuring hotels such as the 3-star Hotel Tupelo and Home2 Suites, both conveniently located near the airport. Each airport provides a range of accommodation and access options for travelers.