Oakland Vacations from $316
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Your Oakland Vacation
Our Oakland vacation packages allow you to customize your own adventure. Tailor your getaway to suit your interests and needs and make every moment count in this exciting city. Your trip to Oakland has to include some sightseeing. Oakland Golf Club is a great place to begin exploring. Expedia is here to help you escape your routine. Tailor your vacation to Oakland to suit your style of travel, whatever that may look like.
The Latest Oakland Vacation Packages
- Travel Inn By OYO Omaha
Jan 14 - Jan 18Travel Inn By OYO Omaha + Flight
South Central Omaha4 nights2.5 star property5.8/10 - (254 reviews)"It was surprisingly pretty clean and not too bad"Reviewed November 5, 2026Roundtrip • Chicago (MDW) - Omaha (OMA)MDW - OMA • Nonstop OMA - MDW • 1 stop$375$316found 20 hours agoper traveler - Ameristar Casino Hotel Council Bluffs
Jan 14 - Jan 18Ameristar Casino Hotel Council Bluffs + Flight
Council Bluffs4 nights4.0 star property8.0/10 - Very good (1,000 reviews)Roundtrip • Chicago (MDW) - Omaha (OMA)MDW - OMA • Nonstop OMA - MDW • 1 stop$573$475found 15 hours agoper traveler - Microtel Inn & Suites by Wyndham Bellevue/Omaha
Jan 14 - Jan 18Microtel Inn & Suites by Wyndham Bellevue/Omaha + Flight
Bellevue4 nights2.0 star property8.4/10 - Very good (1,001 reviews)"Overall, I cannot complain about my mistake. The check-in process was a little slow. Guy behind the desk, definitely chatted up the individual before me more than he should’ve while I waited. However, that’s likely the worst of it. The room was clean, the bathroom, had a small touch of mildew, but it was nothing I could not handle. For what I paid, you really cannot beat the price for the quality of stay."Reviewed November 5, 2026Roundtrip • Chicago (MDW) - Omaha (OMA)MDW - OMA • Nonstop OMA - MDW • 1 stop$457$380found 1 day agoper traveler - Hotel Indigo Omaha Downtown by IHG
Jan 14 - Jan 18Hotel Indigo Omaha Downtown by IHG + Flight
Downtown Omaha4 nights3.5 star property9.4/10 - Exceptional (1,063 reviews)Roundtrip • Chicago (MDW) - Omaha (OMA)MDW - OMA • Nonstop OMA - MDW • 1 stop$546$462found 1 day agoper traveler - BridgePointe Inn & Suites
Jan 14 - Jan 18BridgePointe Inn & Suites + Flight
Council Bluffs4 nights2.0 star property8.8/10 - Excellent (1,886 reviews)Roundtrip • Chicago (MDW) - Omaha (OMA)MDW - OMA • Nonstop OMA - MDW • 1 stop$423$359found 1 day agoper traveler
Where to stay in and around Oakland
West Point
Discover West Point, a welcoming destination perfectly suited for travelers seeking a blend of family fun, nature, and outdoor adventures. With attractions like the Nielsen Community Center for events, Fireman Park for relaxation, and Holsten Park for scenic strolls, West Point offers diverse activities year-round. Located about 12 miles from Oakland, this charming city is an ideal choice for a stay that combines recreation and tranquility, making it a smart hotel booking option for your next vacation.
Pershing
Experience the charm of Pershing, a delightful hub for travelers who appreciate a blend of business, family, and outdoor activities. Nestled in Oakland, this village offers easy access to attractions like the Nielsen Community Center for events, the serene Scribner City Park for relaxation, and the fascinating Neihardt Center, perfect for history buffs. With a welcoming atmosphere year-round, Pershing is a smart choice for your stay, allowing you to explore the beauty and adventure that Nebraska has to offer.
Craig
Make your vacation planning effortless by staying in Craig, a haven for families, nature lovers, and adventure seekers due to its proximity to notable attractions like Scribner City Park, the Nielsen Community Center, and the Neihardt Center. Whether you’re exploring the great outdoors or immersing yourself in local history, Craig offers a delightful experience year-round, with peak visitor numbers from May to July. Located about 6 miles from Oakland, Craig is an excellent choice for a memorable getaway.
Lyons
Lyons stands out as a prime spot for travelers interested in outdoor activities and family-friendly experiences. With attractions like the Neihardt Center, where you can delve into local history, and the Nielsen Community Center, perfect for events and gatherings, Lyons offers a welcoming atmosphere. Nature enthusiasts will appreciate the nearby Lewis and Clark State Park, ideal for hiking and exploring. Located about 7 miles from Oakland, Lyons is a smart choice for your next hotel booking, providing easy access to a vibrant community and exciting experiences.
Uehling
Travelers visiting the area often choose Uehling, especially families and budget-conscious visitors seeking a vibrant getaway. This charming city offers delightful experiences, from the scenic Scribner City Park to engaging events at the Nielsen Community Center, and a glimpse into history at the Fremont & Elkhorn Valley Railroad Museum & Depot. With Uehling being about 7 miles from Oakland, it's an excellent choice for a memorable stay, blending nature, community, and affordability seamlessly.
Oakland Hotel Deals
"Used to be very clean hotel. Last visit not clean. No breakfast. No receptionist."
"This is a traditional motel, Rated 3 only compared to fancy hotels. It’s very comfortable if showing its age a little. Rooms have a table"
Find out more about Oakland
Things to do in and around Oakland
Oakland, Nebraska, offers a delightful blend of culture and entertainment, making it perfect for romantic getaways or fun day trips. Visitors can explore the local recreational areas and enjoy engaging theater performances. With a variety of interactive challenges and activities available, there's plenty to do as you discover the charm of Oakland. Don't miss the opportunity to immerse yourself in this inviting community and its unique attractions.
Shopping
In Oakland, visit local shops for unique gifts and souvenirs. If you're up for a drive, check out the nearby Westroads Mall in Omaha, featuring a variety of retailers and dining options, or the Oak View Mall for a more extensive shopping experience.
Recreation
At the Oakland Golf Club, enjoy a round of golf in a serene outdoor setting, perfect for relaxation and fun. Nearby, the West Point Community Theatre offers a cultural experience with entertaining performances, ideal for a family night out. For more golfing, visit the Fremont Golf Club, surrounded by beautiful landscapes.
Adventure
At Dead Timber State Recreation Area, located 14 miles from Oakland, enjoy camping amidst nature's beauty. Engage in outdoor activities like hiking and fishing, perfect for families and adventure seekers alike, all while soaking in the serene vibes of this picturesque environment.
Nightlife
Oakland's nightlife offers a cozy, small-town charm. Enjoy a laid-back evening at The Corner Bar, where friendly locals gather for drinks and conversation. For live entertainment, check out the local community center's events, showcasing everything from music to dance performances, ensuring a delightful night out.
Find the best attractions near Oakland
Oakland, Nebraska, is an ideal destination for culture, entertainment, and romantic getaways. Visitors can explore local attractions such as the Oakland Zoo, Oakland Museum, and Oakland Arena, as well as enjoy the natural beauty of nearby parks and historical sites. This charming town offers outdoor experiences that are perfect for families and eco-conscious travelers, ensuring a memorable vacation filled with both adventure and cultural enrichment.
- Nielsen Community Center: Located 13 miles from Oakland, this event venue offers a professional atmosphere perfect for conferences and gatherings. With its modern facilities, it’s an excellent spot for networking and community events, providing a taste of local business culture.
- The Neihardt Center: Also 13 miles away, this history museum immerses visitors in the rich cultural heritage of Nebraska. Explore exhibits that showcase the life and works of poet John Neihardt, offering a unique glimpse into the region’s literary history.
- Scribner City Park: Situated 15 miles from Oakland, this family-friendly park features lush green spaces, walking trails, and recreational facilities. It’s an eco-friendly oasis ideal for picnics, outdoor activities, and enjoying nature with loved ones.
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 slightly low and weather is mostly sunny with no rain.
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 during the off-peak season (typically March and November to December) for more affordable package holidays to Oakland.
- 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.
Frequently Asked Questions
What's included in an Oakland vacation package?
An Oakland vacation package lets you combine round-trip flights, your hotel stay, and a rental car for exploring the area. Most hotels in Oakland offer airport shuttle service to and from Omaha's Eppley Field (OMA), making arrivals and departures convenient. Additionally, about half of the hotels include free breakfast, which can be a practical saving during your trip.
Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Oakland vacation package?
When you bundle, you can save up to 30%*. To save money on a Oakland package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Is Oakland better suited for a beach vacation or a cultural trip?
Oakland is primarily a cultural destination, known for its local heritage and attractions. Travelers planning an Oakland vacation will find experiences centered around the area's history and community.
For example, the Fremont & Elkhorn Valley Railroad Museum & Depot, located about 7 miles from central Oakland, offers a glimpse into the region's past. The city's urban setting supports exploring local culture.
Can I change or cancel my Oakland vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Oakland vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Oakland vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Oakland?
To find last-minute vacation packages to Oakland, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Oakland vacation packages?
Free cancellation on a Oakland vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Oakland vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Oakland getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Oakland vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.