Gladstone Vacations from $372
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The Latest Gladstone Vacation Packages
- Milwaukie Inn Portland South
Oct 5 - Oct 10Milwaukie Inn Portland South + Flight
Oak Grove5 nights2.0 star property7.4/10 - Good (572 reviews)"Not really dog friendly."Reviewed August 3, 2026Roundtrip • Las Vegas (LAS) - Portland (PDX)LAS - PDX • Nonstop PDX - LAS • 1 stop$506$372found 6 hours agoper traveler - OYO Hotel St. Helens, OR
Oct 5 - Oct 10OYO Hotel St. Helens, OR + Flight
St. Helens5 nights2.0 star property6.0/10 - (470 reviews)"Not a property I would stay at again"Reviewed July 30, 2026Roundtrip • Las Vegas (LAS) - Portland (PDX)LAS - PDX • Nonstop PDX - LAS • 1 stop - The Dundee - A Trace Hotel
Oct 15 - Oct 21The Dundee - A Trace Hotel + Flight
Dundee6 nights3.5 star property10/10 - Exceptional (47 reviews)"Loved everything about this hotel"Reviewed August 4, 2026Roundtrip • Los Angeles (LAX) - Portland (PDX)LAX - PDX • Nonstop PDX - LAX • 1 stop - Sanctuary by the Sea by Avantstay Waterfront + Views
Oct 10 - Oct 16Sanctuary by the Sea by Avantstay Waterfront + Views + Flight
Arch Cape6 nights3.0 star propertyRoundtrip • Dallas (DFW) - Portland (PDX)DFW - PDX • Nonstop PDX - DFW • 1 stop - The Nines, a Luxury Collection Hotel, Portland
Oct 22 - Oct 26The Nines, a Luxury Collection Hotel, Portland + Flight
Downtown Portland4 nights5.0 star property9.2/10 - Wonderful (1,007 reviews)"The staff was very accommodating."Reviewed August 3, 2026Roundtrip • Burbank (BUR) - Portland (PDX)BUR - PDX • Nonstop PDX - BUR • Nonstop$777$563found 10 hours agoper traveler
Gladstone Hotel Deals
Holiday Inn Express Portland SE- Clackamas Area by IHG
Holiday Inn Express Portland SE- Clackamas Area by IHG"Staff was amazing and very accommodating. All very kind. Properly was clean and quiet. Would definitely stay here again"
Budget Inn Gladstone By OYO - Portland/Clackamas
Budget Inn Gladstone By OYO - Portland/Clackamas"A cheap place to stay that was good enough."
Hilton Garden Inn Clackamas Portland
Hilton Garden Inn Clackamas Portland
"This is our 5th year to stay at Best Western Plus in Wilsonville, OR, and as our previous years, this stay was excellent. The staff was extremely helpful with our checking in and out, setting up housekeeping, and the wonderful breakfast given daily. My husband shared that my current cancer treatment may give us problems, and the staff was very supportive and accepting. Our room, Room 113, was different from our previous stays (Room 111 has been our usual), but we fell in love with the room,...
Comfort Inn & Suites Tualatin - Lake Oswego South
Comfort Inn & Suites Tualatin - Lake Oswego South
Best Western Lake Oswego/Portland Hotel & Suites
Best Western Lake Oswego/Portland Hotel & Suites
Holiday Inn Portland- I-5 S (Wilsonville) by IHG
Holiday Inn Portland- I-5 S (Wilsonville) by IHG"Clean room, helpful staff"
Frequently Asked Questions
How much does a Gladstone vacation package cost?
You can grab a vacation package to this destination from $372 on Expedia. But how much your vacation to Gladstone costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Gladstone?
You're likely to find lower rates and better availability in January, March and December. Explore our cheap Gladstone vacation packages and you could score some excellent off-season deals.
How many days is enough for Gladstone?
The ideal length for your Gladstone vacation depends on what you'd like to see. Generally, a few days to a week will give you time to go to all the main attractions and explore some hidden treasures along the way.
How to find the best Gladstone package deals?
Finding a cheap Gladstone package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most wallet-friendly Gladstone package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Gladstone vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations individually. Better still, you can tailor your Gladstone escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Gladstone?
If you've got your Gladstone travel dates locked in, book as soon as you can to grab some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Gladstone vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Gladstone vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
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Things to do near Gladstone
Gladstone, Oregon, offers a variety of family-friendly and business-themed activities for visitors. You can explore the local shopping mall and center, engage in outdoor adventures, or take island tours. The Gladstone Marina is perfect for relaxing by the water, while beach vacations provide a chance to unwind in the sun. Whether you're seeking educational experiences or just some fun, Gladstone has something for everyone.
Shopping
If you're up for a drive, Clackamas Town Center, located 4 miles away, offers a vibrant shopping experience with entertainment and family-friendly options. The Lake Oswego Farmers' Market, also 4 miles away, showcases local goods in a lively atmosphere. For bike enthusiasts, Cayuse Cycles, just 4 miles away, has a great selection.
Recreation
Keller Auditorium offers a vibrant cultural experience with theatrical performances, perfect for an entertaining evening. North Clackamas Aquatic Park provides family-friendly fun with pools and water slides, while Eagle Landing Golf Course invites you to enjoy outdoor activities in a serene setting, ideal for sports enthusiasts.
Adventure
At Oaks Amusement Park, 7 miles from Gladstone, enjoy thrilling rides and arcade games in a lively atmosphere. Hike the Cedar Park Trailhead, located 4 miles away, to experience breathtaking outdoor scenery. For indoor fun, visit the Lake Oswego Indoor Tennis Center, 6 miles away, for an exciting game of tennis.
Nightlife
For nightlife in Gladstone, venture to nearby Tigard Bowl, located 9 miles away. This entertainment venue offers bowling and a lively atmosphere. Enjoy a fun night out with friends, complete with food and drinks, perfect for both casual outings and special celebrations.
Find the best attractions near Gladstone
Gladstone, Oregon, is a charming destination perfect for family, city, and business-themed vacations. Visitors can enjoy a variety of attractions, including urban parks, the local college, and the scenic river. Outdoor enthusiasts and families will appreciate the nearby Gladstone Beach, Gladstone Golf Club, and Gladstone Art Gallery, offering a delightful mix of leisure and culture for every traveler.
- Oregon Health and Science University: Located 9 miles from Gladstone, this modern university offers a vibrant urban atmosphere. While primarily an educational institution, the surrounding area showcases stunning architecture and a lively community, making it a great spot to explore.
- Oregon Museum of Science and Industry: Also 9 miles away, this interactive science museum is perfect for families. With hands-on exhibits and engaging displays, it blends culture and education, providing a fun and informative experience for visitors of all ages.
- End of the Oregon Trail Interpretive Center: Just 1 mile from Gladstone, this visitor center immerses you in the history of westward expansion. With outdoor exhibits and trails, it offers adventure and family-friendly activities in a picturesque setting.
Best time to go to Gladstone
The best time to visit Gladstone is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with moderate rain.
Tips to save on your trip to Gladstone
- Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Gladstone.
- Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Gladstone.
- 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.