Oakwood Vacations from $265

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Days Inn by Wyndham Englewood Dayton Airport

Days Inn by Wyndham Englewood Dayton Airport

2 out of 5
Save 100% on your flight
Price was $390, price is now $265 per person
$265
per person
Jan 8 - Jan 15
found 19 hours ago
Roundtrip flight included
Raleigh (RDU) to Dayton (DAY)
8.2/10 Very Good! (1,794 reviews)

Holiday Inn Express & Suites Dayton East - Beavercreek by IHG

Holiday Inn Express & Suites Dayton East - Beavercreek by IHG

2.5 out of 5
Price was $579, price is now $378 per person
$378
per person
Jan 8 - Jan 15
found 19 hours ago
Roundtrip flight included
Raleigh (RDU) to Dayton (DAY)
9.2/10 Wonderful! (643 reviews)

Landing Amazing 2bd, Courtyard, Clubhouse

Landing Amazing 2bd, Courtyard, Clubhouse

3 out of 5
University Park
Price was $942, price is now $648 per person
$648
per person
Jan 8 - Jan 15
found 19 hours ago
Roundtrip flight included
Raleigh (RDU) to Dayton (DAY)
No reviews

La Quinta Inn & Suites by Wyndham Fairborn Wright-Patterson

La Quinta Inn & Suites by Wyndham Fairborn Wright-Patterson

3 out of 5
Save 100% on your flight
Price was $486, price is now $342 per person
$342
per person
Jan 8 - Jan 15
found 19 hours ago
Roundtrip flight included
Raleigh (RDU) to Dayton (DAY)
7/10 Good! (1,004 reviews)
We arrived close to midnight, the hotel entrance was dark, yellow caution tape was draped in front of entrance. I walked across the grass, past the tape and door did open automatically - I was glad for that. The attendant came to desk after I rang the bell, and got us registered. Said they painted the front concrete entry, reason for the caution tape. (Lighting would have helped.....) Hotel room light was flickering - thought this might have been part of Holloween decor. The hollways smelled of smoke - like there were likely smokers staying in rooms. Bed was comfortable - looked like the room was in need of renovation, as was the hallway and most of hotel. The photo on Expedia's page did not represent appearance of this hotel.....

Reviewed on Nov 5, 2026

The Hotel@Dayton South

The Hotel@Dayton South

2.5 out of 5
Save 100% on your flight
Price was $411, price is now $293 per person
$293
per person
Jan 8 - Jan 15
found 19 hours ago
Roundtrip flight included
Raleigh (RDU) to Dayton (DAY)
8.4/10 Very Good! (1,000 reviews)
Clean room and breakfast is good

Reviewed on Nov 5, 2026

Don't see what you're looking for?
See all available trips from Columbus to Oakwood
View all trips

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
$71 nightly
The price is $83 total per night from Nov 8 to Nov 9
$83 total
Nov 8 - Nov 9
Total with taxes and fees
Days Inn by Wyndham Englewood Dayton Airport
The Hotel@Dayton South

The Hotel@Dayton South

2.5 out of 5
8099 Old Yankee Street Dayton OH
Fully refundable
$66 nightly
The price is $77 total per night from Dec 6 to Dec 7
$77 total
Dec 6 - Dec 7
Total with taxes and fees
8.4/10 Very Good! (1,006 reviews)
"Clean room and breakfast is good"

Reviewed on Nov 5, 2026

The Hotel@Dayton South
Drury Inn & Suites Dayton North

Drury Inn & Suites Dayton North

4 out of 5
6616 Miller Ln Dayton OH
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $132 total per night from Nov 15 to Nov 16
$132 total
Nov 15 - Nov 16
Total with taxes and fees
Drury Inn & Suites Dayton North
See all 679 properties in Oakwood
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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

What's included in an Oakwood vacation package?
An Oakwood vacation package typically bundles your round-trip flights, hotel stays, and often includes a rental car for exploring the area. As a central urban destination known for its cultural attractions, Oakwood's many hotels offer convenient access to city sights. Travelers often find that hotels here provide amenities like free breakfast or airport shuttle service to and from Dayton James M. Cox Dayton International Airport (DAY).

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 Oakwood vacation package?
When you bundle, you can save up to 30%*. To save money on a Oakwood 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 Oakwood better suited for a beach vacation or a cultural trip?
Oakwood is primarily a cultural destination, offering a rich history and numerous attractions. A visit here for an Oakwood vacation centers on exploring its heritage, including the National Museum of the United States Air Force, about 7 miles from central Oakwood, and the Dayton Art Institute, about 3 miles away. The city also has historical significance, being home to Orville Wright and a site involved in the Manhattan Project.

Its urban setting provides access to entertainment and outdoor spaces like Hills & Dales MetroPark, about a 10-minute walk from the city center. Your Oakwood vacation package can be tailored to focus on these diverse experiences.
What are the top things to do in Oakwood?
An Oakwood vacation brings together cultural landmarks, entertainment venues, and outdoor spaces:

Browse and book things to do in Oakwood on Expedia.
Do you need to rent a car in Oakwood, or is public transport enough?
For an Oakwood vacation package, renting a car is generally recommended for flexibility, as many of the area's attractions are spread out. While Oakwood is an urban destination, sights like the National Museum of the United States Air Force are about 7 miles from central Oakwood, and Kings Island is about 11 miles away. A car allows you to easily reach these cultural and entertainment venues, as well as outdoor spaces like Caesar Creek State Park, about 18 miles from the city center.

Travelers booking Oakwood vacation packages with flights will find that a rental car provides the most convenient way to explore the wider Dayton area and its diverse offerings.
Can I change or cancel my Oakwood 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 Oakwood 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 Oakwood vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Oakwood 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 Oakwood?
To find last-minute vacation packages to Oakwood, 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 Oakwood vacation packages?
Free cancellation on a Oakwood 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 Oakwood vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Oakwood 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 Oakwood 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.