Oakwood Vacations from $569

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Your Oakwood Vacation

Say goodbye to planning hassles and hello to a Oakwood vacation package. With your travel details organized before you take off, you can focus on discovering the best of this city, starting with Oregon District, which is great for nightlife, dining and culture. Make your trip to Oakwood even more exciting by going sightseeing. National Museum of the United States Air Force, Dayton Art Institute and Boonshoft Museum of Discovery are among the leading attractions worth exploring. Browse Expedia's extensive range of travel options and begin planning your dream vacation to Oakwood today.

The Latest Oakwood vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Dayton Fairborn
Holiday Inn Express & Suites Dayton Southwest by IHG
Holiday Inn Express Hotel & Suites Dayton-Centerville by IHG
Holiday Inn Express & Suites Springfield - Dayton Area by IHG
Holiday Inn Express Hotel & Suites Dayton West - Brookville by IHG
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Discover the most popular places to visit in Oakwood

Oakwood Hotel Deals

Days Inn by Wyndham Englewood Dayton Airport

Days Inn by Wyndham Englewood Dayton Airport

2 out of 5
20 Rockridge Rd Englewood OH
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $79 total per night from May 31 to Jun 1
$79 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (1,461 reviews)
Yes

Reviewed on May 7, 2026

Days Inn by Wyndham Englewood Dayton Airport
Drury Inn & Suites Middletown Franklin

Drury Inn & Suites Middletown Franklin

3 out of 5
3320 Village Drive Franklin OH
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $118 total per night from May 17 to May 18
$118 total
May 17 - May 18
Total with taxes and fees
9.6/10 Exceptional! (1,005 reviews)
Breakfast and Dinner Hors d'oeuvres were always fresh and amazing. The adult cocktails were delicious too. Staff went above and beyond helping us.. Would GLADLY stay again!

Reviewed on Apr 27, 2026

Drury Inn & Suites Middletown Franklin
Marriott at the University of Dayton

Marriott at the University of Dayton

4 out of 5
1414 South Patterson Boulevard Dayton OH
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $162 total per night from May 24 to May 25
$162 total
May 24 - May 25
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
The Breakfast was great, room and amenities excellent. I ate dinner at the bar, and the food was wonderful as well. The wine options could be better. Sara the bar team was excellent, and Mark of the front desk was a delight and kept the water filled. I will return and stay on my next visit.

Reviewed on May 1, 2026

Marriott at the University of Dayton
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 Oakwood Vacation Packages

Things to do near Oakwood

Oakwood, Ohio, is a vibrant destination perfect for culture enthusiasts and families alike. Visitors can enjoy educational experiences, explore arena entertainment facilities, and shop at local centers. For memorable events, Oakwood offers options for day trips, outdoor weddings, and various wedding packages. Additionally, there are amusement parks and birthday party packages to ensure fun-filled adventures for all ages.

Shopping

For a delightful shopping experience in Oakwood, explore Greene Towne Center, just 4 miles away, offering a mix of entertainment and family vibes. The 2nd Street Market, located 3 miles away, features local businesses and a vibrant city atmosphere. If you're up for a drive, visit Puzzles Plus, 6 miles away, for unique gifts.

Recreation

At Day Air Ballpark, immerse yourself in the energetic atmosphere of live sports, just 3 miles from Oakwood. Enjoy a cultural experience at Victoria Theater, where romance and entertainment abound, also 3 miles away. For family-friendly laughter, visit the Dayton Funny Bone Comedy Club, located 4 miles from Oakwood.

Adventure

Scene75 Entertainment Center, located 8 miles from Oakwood, offers an exhilarating arcadeAdventureZone filled with games and attractions for family fun. For the thrill-seekers, Start Skydiving, 18 miles away, provides an unforgettable airSports experience. Finally, Bella Balloons Hot Air Balloon Co, 20 miles from Oakwood, offers breathtaking scenicFlights.

Nightlife

Oakwood offers a charming nightlife with cozy bars and vibrant local spots. Check out The Oakwood Tavern for craft beers and tasty bites. For live music, visit The Blue Note Café, where you can enjoy local bands and a friendly atmosphere perfect for mingling and relaxing.

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

Find the best attractions near Oakwood

Oakwood, Ohio, is a charming destination perfect for family and culture-themed vacations. Visitors can explore various attractions, including entertainment venues, urban parks, and historic colleges. For a delightful experience, check out the Oakwood Wedding Chapel and local attractions, or enjoy the scenic beauty of Oakwood Village. Whether seeking outdoor adventures or cultural experiences, Oakwood has something for everyone.

  • University of Dayton: Explore the vibrant campus of this historic university, just 1 mile from Oakwood. Experience the rich culture and community vibes while enjoying the stunning architecture and the beautiful gardens that make this institution a local treasure.
  • National Museum of the United States Air Force: Located 5 miles away, this military museum offers an impressive collection of aircraft and exhibits that celebrate the history of aviation. Immerse yourself in the fascinating stories of flight and innovation that shaped the U.S. Air Force.
  • Dayton Convention Center: Situated 2 miles from Oakwood, this event venue buzzes with business vibes. Attend conferences or events in a modern space that fosters networking and collaboration, making it a hub for professionals visiting the area.

Best time to go to Oakwood

The best time to visit Oakwood 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 slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.8°F (-1.8°C)Light RainMostly CloudySlightly LowSlightly Low
February31.8°F (-0.1°C)Light RainMostly CloudyAverageSlightly Low
March42.1°F (5.6°C)Light RainMostly CloudyAverageAverage
April52.0°F (11.1°C)Light RainMostly SunnySlightly HighAverage
May63.0°F (17.2°C)Light RainMostly SunnyAverageSlightly High
June70.7°F (21.5°C)Light RainMostly SunnySlightly HighAverage
July74.1°F (23.4°C)Light RainMostly SunnySlightly HighSlightly High
August72.5°F (22.5°C)Light RainMostly SunnyAverageSlightly High
September66.9°F (19.4°C)Light RainMostly SunnyAverageAverage
October55.4°F (13.0°C)Light RainMostly SunnyAverageAverage
November43.0°F (6.1°C)Light RainMostly SunnySlightly LowAverage
December35.2°F (1.8°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Oakwood

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Oakwood.
  • 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.

Oakwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
James M. Cox Dayton Intl. Airport (DAY)
Population
9,100
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Scene75 Entertainment Center, Dayton Art Institute and Carillon Historical Park

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Frequently asked questions

How much does an Oakwood vacation package cost?
Offering excellent value package deals from $569 on Expedia, you'll be pleasantly surprised at how much a vacation to Oakwood costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Oakwood?
If you're hoping to book a cheap Oakwood vacation package, consider visiting in January, October and December. You'll usually find lower rates on flights and accommodations during these months — ideal for travelers wishing to save money.
How many days is enough for Oakwood?
With a well-organized itinerary, you can easily visit the most popular Oakwood attractions in a handful of days. But if you'd like to discover hidden spots or go on day trips, consider booking your Oakwood vacation for longer.
How to find the best Oakwood package deals?
Use Expedia's filter tool to find some tempting Oakwood package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Oakwood package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book an Oakwood 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 enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still have the freedom to create a tailored Oakwood vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Oakwood?
If you're planning an impromptu Oakwood adventure, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Oakwood vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Oakwood break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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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.