Top 10 Hotels in Oakland, MO (from $69) 2026 - Competitive Prices

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Our top choices for Oakland hotels

1. Clayton Plaza Hotel & Extended Stay

Clayton

Sarah

$109 nightly

Nov 22 - Nov 23

Total with taxes and fees

A lobby with a sofa, two armchairs, a coffee table, and a staircase.

2. Hyatt Regency St. Louis at The Arch

Downtown St. Louis

Tracy

$125 nightly

Nov 25 - Nov 26

Total with taxes and fees

A rooftop terrace with wicker furniture, offering a city view.

3. Drury Plaza Hotel St. Louis at the Arch

Downtown St. Louis

Nicole

$144 nightly

Nov 9 - Nov 10

Total with taxes and fees

A rooftop terrace with outdoor seating, string lights, and a city skyline view.

4. Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Grand Center

Skylee

$103 nightly

Nov 22 - Nov 23

Total with taxes and fees

A spacious lobby with multiple seating areas, a central coffee table, and artwork on the walls.

5. Best Western St. Louis-Kirkwood Route 66

Kirkwood

Christopher

$94 nightly

Nov 1 - Nov 2

Total with taxes and fees

A long bar with multiple tables and chairs, wooden floors, and ornate chandeliers.

6. River City Casino & Hotel

St. Louis

jodi

$115 nightly

Nov 17 - Nov 18

Total with taxes and fees

A restaurant with round tables and chairs, a bar area, and a patterned ceiling.

7. Drury Plaza Hotel St. Louis Brentwood

Brentwood

Stacey Rochelle

$128 nightly

Nov 22 - Nov 23

Total with taxes and fees

A hotel with a swimming pool, lounge chairs, and a courtyard with palm trees.

8. The Royal Sonesta Chase Park Plaza St. Louis

Central West End

Sara

$159 nightly

Nov 22 - Nov 23

Total with taxes and fees

A rooftop restaurant with round tables, chairs, and a view of the city.

9. Moonrise Hotel

Delmar Loop

Jennifer

$149 nightly

Nov 18 - Nov 19

Total with taxes and fees

A swimming pool with a metal ladder, surrounded by chairs and large windows offering a view of the sunset.

10. La Quinta Inn & Suites by Wyndham St Louis Route 66

St. Louis

Edward

$99 nightly

Nov 1 - Nov 2

Total with taxes and fees

A hotel room with two beds, a chair, a desk, and a large window.

11. Forest Park Hotel by MDR

The Hill

Kevan

$72 nightly

Dec 1 - Dec 2

Total with taxes and fees

A bar area with a long counter displaying numerous bottles of alcohol and several empty wine glasses lined up.

12. Holiday Inn St Louis SW - Route 66 by IHG

St. Louis

Susan

$109 nightly

Nov 29 - Nov 30

Total with taxes and fees

A modern interior with hanging pendant lights, large windows, and a view of the outside.

13. Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Fenton

michael

$89 nightly

Nov 1 - Nov 2

Total with taxes and fees

A brick building with a tower, large windows, and a fountain in the garden.

14. Hilton St. Louis Frontenac

Frontenac

Linda L

$130 nightly

Nov 29 - Nov 30

Total with taxes and fees

A spacious lobby with modern seating, a reception desk, and large windows offering views of the parking area.

15. Pear Tree Inn St. Louis Airport

St. Ann

Curtiss

$88 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bar area with a central bar, multiple stools, and a chandelier.

16. Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

Downtown St. Louis

Anastasia

$95 nightly

Nov 23 - Nov 24

Total with taxes and fees

An outdoor dining area with multiple wooden tables and benches, surrounded by wicker chairs.

17. Hotel Indigo St Louis - Central West End by IHG

Central West End

Bobak

$134 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern living area with a sofa, armchairs, a coffee table, and a kitchen in the background.

18. Best Western St. Louis Inn

St. Louis

Karen

$71 nightly

Nov 11 - Nov 12

Total with taxes and fees

A bar area with high wooden ceilings, a large mural, and a variety of seating options including tables and bar stools.

19. 21C Museum Hotel St Louis

Downtown West

A.R.

$148 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Where to stay in Oakland

Discover the charm of Oakland, where outdoor adventures and family-friendly activities abound. Explore nearby parks for hiking and picnicking, or immerse yourself in the local culture and friendly atmosphere. Whether seeking relaxation or excitement, Oakland offers memorable experiences for every traveler.

A large white building with a dome and a statue in front, surrounded by fountains and trees.

St. Louis

Discover St. Louis, a vibrant metropolis perfect for travelers seeking a blend of outdoor adventures and urban experiences. With highlights like the iconic Gateway Arch, the energetic Enterprise Center for arena entertainment, and the beautiful Washington University in St. Louis, visitors can immerse themselves in both culture and recreation. Located in St. Louis, Oakland offers easy access to these attractions, making it a smart choice for your stay. Experience the charm of St. Louis, where memorable moments await.

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A city skyline with a prominent arch landmark, several high-rise buildings, and boats on a river.

Kirkwood

Experience the charm of Kirkwood, a vibrant hub for families and weekend travelers eager to explore attractions such as the enchanting Magic House - St. Louis Children's Museum and the expansive Forest Park. With its inviting urban parks and local shopping centers, Kirkwood offers a delightful blend of outdoor and city experiences. Located about 1 mile from Oakland, it’s a smart choice for those looking to unwind while enjoying nearby attractions and activities.

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A group of Boy Scouts walking with American flags, a red barn, and a white fence in a park.

Crestwood

Make your vacation planning effortless by staying in Crestwood, a haven for families and weekend getaway seekers thanks to its delightful array of attractions. You can explore the engaging exhibits at the Magic House, enjoy the vast green spaces of Forest Park, or visit the impressive Washington University in St. Louis. Located about 1 mile from Oakland, Crestwood offers easy access to these experiences while providing a charming atmosphere for your stay. It's a smart choice for your next trip!

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A narrow dirt path beside a stream with a wooden fence and trees in the background.

Webster Groves

Webster Groves stands out as a prime spot for travelers interested in family-friendly experiences and outdoor adventures. This vibrant city offers easy access to attractions like the enchanting Magic House - St. Louis Children's Museum, the lush Forest Park, and the esteemed Washington University in St. Louis. Located about 2 miles from Oakland, Webster Groves provides a welcoming atmosphere for a weekend getaway or a longer stay. Choosing Webster Groves for your accommodations ensures a delightful mix of culture and recreation.

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Glendale

Travelers seeking a vibrant and engaging stay will find Glendale to be the ideal base for their vacation, featuring a delightful blend of education and outdoor experiences. With attractions like the modern Washington University in St. Louis and the expansive Forest Park, visitors can easily immerse themselves in local culture and nature. Just about 1 mile from Oakland, Glendale offers a convenient location for those looking to explore the region. Choosing Glendale for your stay ensures a memorable experience with plenty to discover.

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Stay near popular attractions around Oakland

Experience the charm of Oakland, where outdoor adventures, sports, and family-friendly activities await. Explore stunning urban parks, prestigious universities, and rich history, all while immersing yourself in a vibrant city atmosphere perfect for culture and excitement. Your unforgettable getaway starts here!

A large, historic building with a prominent tower and flagpole, surrounded by a well-maintained lawn and trees.

Washington University in St. Louis

8.8/10 (1,777 reviews)

A go-to area recognized for its vibrant city vibes, Washington University in St. Louis offers a unique blend of academic excellence and cultural experiences. Located about 8 miles by car from Oakland, it provides convenient access to art, dining, and beautiful campus landscapes, making it an ideal stop for those exploring the region.

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A sculpture in a pond with a glasshouse in the background.

Missouri Botanical Garden

9.4/10 (454 reviews)

A fascinating mix of natural beauty and educational experiences awaits families and outdoor lovers at the Missouri Botanical Gardens and Arboretum. Located about 9 miles by car from Oakland, this stunning destination features diverse plant collections and serene landscapes, making it a perfect spot to unwind and explore during your visit.

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Top Oakland Hotel Reviews

Forest Park Hotel by MDR

10/10 Excellent

"n/a"

Pear Tree Inn St. Louis Near Union Station

8/10 Good

"During snack time a worker used his dirty hands to pick up tortilla chips off the counter and put them back in the bowl with other chips. I asked him if he could replace the whole bowl of tortilla chips due to contamination. He said “what’s the issue? I’m going to put fresh ones on top!” I asked for a manager and she told him to replace the whole bowl of tortilla chips. I witnessed him use his HAND multiple times to swipe crumps off the counter into his other hand. Totally unacceptable. I did not eat anything that was placed out for 5:30 snack nor breakfast!!"

21C Museum Hotel St Louis

10/10 Excellent

"Location was great, art was fun, loved the little coffee shop (Mike at the coffee shop especially was great so kind!) and the basement sauna. Hot tub was closed while I was there, the chocolates served in the room were old tasting and at check-in I watched the front desk give the couple ahead of me great customer service and then received really mid service in comparison. I would stay here again but those little things were off."

More cheap stays in Oakland

Days Inn and Suites by Wyndham St. Louis/Westport Plaza

1970 Craig Rd Maryland Heights MO

$60 nightly

$69 total

Nov 3 - Nov 4

Total with taxes and fees

Hotels in Oakland with star-rating

Frequently asked questions

What is the best area to stay in Oakland?

The best area to stay in Oakland, Missouri, is near the intersection of Big Bend Road and Lindbergh Boulevard, particularly around the general vicinity of the city hall and the area immediately surrounding it.

This residential area is characterized by its tree-lined streets and well-maintained homes, offering a serene environment. While Oakland itself is a smaller community, this central location provides convenient access to major thoroughfares, making it easy to reach amenities and attractions in neighboring towns.

For couples or solo travelers seeking a quiet and comfortable retreat, this area is ideal. It provides a peaceful base away from the hustle and bustle, allowing for relaxation after exploring the wider St. Louis metropolitan area.

When is the best time to go to Oakland?

The best time to visit Oakland, Missouri, is during the spring (April to May) and fall (September to October) months.

These seasons offer pleasant weather, with comfortable temperatures and generally lower humidity, making outdoor activities and exploring the area's natural beauty enjoyable. Spring brings blooming flowers and lush greenery to the local parks and trails, while fall showcases vibrant foliage, especially in areas like the nearby Powder Valley Conservation Nature Center.

For travelers who appreciate comfortable conditions for walking and outdoor excursions without the heat of summer or the chill of winter, these periods are ideal.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Oakland.

How much is the nightly rate at a Oakland hotel?

Prices for hotels in Oakland often vary, but you can find a great deal from $69 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Our top choices for Oakland hotels

1. Clayton Plaza Hotel & Extended Stay

2. Hyatt Regency St. Louis at The Arch

3. Drury Plaza Hotel St. Louis at the Arch

4. Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

5. Best Western St. Louis-Kirkwood Route 66

6. River City Casino & Hotel

7. Drury Plaza Hotel St. Louis Brentwood

8. The Royal Sonesta Chase Park Plaza St. Louis

9. Moonrise Hotel

10. La Quinta Inn & Suites by Wyndham St Louis Route 66

11. Forest Park Hotel by MDR

12. Holiday Inn St Louis SW - Route 66 by IHG

13. Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

14. Hilton St. Louis Frontenac

15. Pear Tree Inn St. Louis Airport

16. Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

17. Hotel Indigo St Louis - Central West End by IHG

18. Best Western St. Louis Inn

19. 21C Museum Hotel St Louis

Where to stay in Oakland

St. Louis

Kirkwood

Crestwood

Webster Groves

Glendale

Stay near popular attractions around Oakland

Washington University in St. Louis

Top Oakland Hotel Reviews

Forest Park Hotel by MDR

More cheap stays in Oakland

Days Inn and Suites by Wyndham St. Louis/Westport Plaza

Hotels in Oakland with star-rating

Frequently asked questions

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