Oakland Vacations from $267

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Your Oakland Vacation

Skip the hassle of organizing your next grand adventure with a Oakland vacation package. Whether you're interested in its art, food, architecture or something else, this city offers limitless opportunities for discovery. Ready to see the sights? Spend some time enjoying major attractions such as Confederate Cemetery during your trip to Oakland. Whatever your travel plans or budget, organizing a tailored Oakland vacation is a breeze with Expedia.

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Memphis TN I-40
Courtyard by Marriott Memphis Germantown
Hilton Garden Inn Memphis East Germantown, TN
The Stallion
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Oakland Hotel Deals

TinyLakeEscape,Hot Tub near Memphis

TinyLakeEscape,Hot Tub near Memphis

Oakland TN
$179 nightly
The price is $201 total per night from Jan 12 to Jan 13
$201 total
Jan 12 - Jan 13
Total with taxes and fees
9.8/10 Exceptional! (36 reviews)
It was perfect for a stop on our way from Texas to Ohio. Wish we could've stayed longer, but we will be back.

Reviewed on Jan 7, 2026

TinyLakeEscape,Hot Tub near Memphis
TinyWoodsEscape near Memphis and Blue Oval City

TinyWoodsEscape near Memphis and Blue Oval City

2 out of 5
Oakland TN
9.6/10 Exceptional! (4 reviews)
Clean and quiet

Reviewed on Dec 29, 2025

TinyWoodsEscape near Memphis and Blue Oval City
Holiday Inn Express Hotel & Suites Memphis Southwind by IHG

Holiday Inn Express Hotel & Suites Memphis Southwind by IHG

3 out of 5
4068 Stansell Ct Memphis TN
Fully refundable
$70 nightly
The price is $80 total per night from Jan 25 to Jan 26
$80 total
Jan 25 - Jan 26
Total with taxes and fees
8.2/10 Very Good! (1,017 reviews)
Clean,everything was perfect!! The food was delicious and the service was great! The cleanliness and freshness.

Reviewed on Jan 6, 2026

Holiday Inn Express Hotel & Suites Memphis Southwind by IHG
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.

Find the Best Oakland Vacation Packages

Things to do near Oakland

Oakland, Tennessee, is perfect for a family vacation with its outdoor scenery and activities. Visitors can enjoy a variety of options, including a shopping mall center, shopping center, and a golf course. Whether you're looking for outdoor adventures or planning a day trip, Oakland offers plenty of activities to keep everyone entertained in a charming setting.

Shopping

In Oakland, you can enjoy local shopping experiences. If you're up for a drive, check out Wolfchase Galleria, 16 miles away, and Carriage Crossing, 18 miles away, both offering a mix of entertainment and family-friendly vibes. For a longer trip, visit Bradford Square Shopping Center, located 29 miles away.

Recreation

At TPC Southwind, enjoy a round of golf surrounded by scenic landscapes, perfect for outdoor enthusiasts. Cameron Brown Park offers a serene environment for relaxation and wellness activities. Meanwhile, the Tennessee Shakespeare Company provides a cultural experience, showcasing captivating performances for family and romance alike.

Adventure

Experience the thrill of Battlefront Lasertag and Paintball, located 19 miles from Oakland, where you can engage in exciting team battles. For family fun, visit Golf and Games Family Park, 21 miles away, featuring arcade games and adventure vibes. Don't miss the adrenaline rush at Memphis International Raceway, 24 miles from Oakland, offering exhilarating motor racing experiences.

Nightlife

Oakland's nightlife is charming and laid-back. Visit The Local Tavern for a friendly atmosphere and cold beers. For a fun night out, check out the nearby bowling alley, which offers food, drinks, and entertainment. Don't miss the occasional live music events at local venues for a taste of community spirit.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Oakland

Oakland, Tennessee, is perfect for outdoor and family vacations, offering a variety of attractions like churches, urban parks, and visitor centers. Explore the Oakland Museum and Oakland Zoo for a cultural experience, or enjoy events at the Oakland Arena. Whether you're seeking scenery or a taste of city life, there's something for everyone in this charming town.

  • Eckert James River Bat Cave Preserve: Experience the thrill of outdoor adventure at this unique cave, located 7 miles from Oakland. Known for its stunning natural beauty and fascinating bat population, this preserve offers visitors a chance to explore the wonders of nature up close.
  • Cordova Community Center: Situated 15 miles from Oakland, this vibrant cultural hub hosts various events and activities, showcasing local art and community spirit. Engage with the rich culture and social life of the area in a welcoming environment.
  • Bellevue Baptist Church: Located 17 miles from Oakland, this church is not only a place of worship but also a center for community engagement and cultural events, offering a unique glimpse into the local faith and traditions.

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 slightly high 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
February43.3°F (6.3°C)Light RainMostly SunnyAverageSlightly Low
March52.3°F (11.3°C)Light RainMostly SunnyAverageAverage
April60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
May69.1°F (20.6°C)Light RainMostly SunnyAverageSlightly High
June77.4°F (25.2°C)Light RainMostly SunnySlightly HighSlightly High
July79.9°F (26.6°C)Light RainMostly SunnySlightly HighSlightly High
August78.6°F (25.9°C)Light RainMostly SunnyAverageAverage
September73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
October62.6°F (17.0°C)Light RainMostly SunnySlightly LowAverage
November50.9°F (10.5°C)Light RainMostly SunnySlightly LowAverage
December44.6°F (7.0°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Oakland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Oakland during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Oakland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Memphis Intl. Airport (MEM)
Population
7,500
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Eckert James River Bat Cave Preserve and Confederate Cemetery

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Frequently asked questions

How much does an Oakland vacation package cost?
Offering excellent value package deals from $267 on Expedia, you'll be surprised at how little a vacation to Oakland costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oakland?
November, December and January are great times to search for cheap Oakland vacation packages. Opting to travel in quieter months means you'll typically find reduced prices on hotels and flights.
How many days is enough for Oakland?
With a well-planned itinerary, you can easily tick off the main Oakland sights in a few days. But if you want to venture off the beaten track or go on day tours, consider booking your Oakland vacation for longer.
How to find the best Oakland package deals?
Finding a cheap Oakland package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most economical Oakland package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book an Oakland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Oakland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Oakland?
If you're planning a spontaneous Oakland vacation, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
Your Oakland break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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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.