Oakland Holidays from £1,148

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Your Oakland Holiday

Say bye-bye to planning hassles and hello to a Oakland holiday package. With everything organised before you leave, you can focus on discovering this city, starting with Soulard, which is great for distilleries and craft breweries, bars and pubs and markets. Ready to venture out and explore? Grants Farm, Magic House - St. Louis Childrens Museum and Saint Louis Galleria Mall are just three of the top places to visit during your trip to Oakland. Your dream Oakland holiday is a couple of clicks away. Browse flights, accommodation and more on Expedia for a getaway that's tailored to suit your style.

Top Oakland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
Osceola
The Cheshire
Nebraska
Residence Inn by Marriott St Louis Downtown

Oakland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)
Population
1,400
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
St. Louis Zoo, Magic House - St. Louis Childrens Museum and Fox Theatre

Top hotels in Oakland

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
The price is £134 per night from 12 Jun to 13 Jun
£134
12 Jun - 13 Jun
includes taxes & fees
8.6/10 Excellent! (4,099 reviews)
"Service was excellent and hotel was accommodating and well kept."

Reviewed on 1 Jun 2026

Hyatt Regency St. Louis at The Arch
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

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

3 out of 5
1088 South Highway Drive Fenton MO
Fully refundableReserve now, pay when you stay
The price is £85 per night from 7 Jun to 8 Jun
£85
7 Jun - 8 Jun
includes taxes & fees
7.8/10 Good! (1,321 reviews)
"Bathroom in the room had hair on the floor. The hot tub was not even warm, it was the same temperature as the pool. The breakfast was bland and cold and just not good. We probably won't be back."

Reviewed on 1 Jun 2026

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
Pear Tree Inn St. Louis Near Union Station

Pear Tree Inn St. Louis Near Union Station

3 out of 5
2211 Market Street St. Louis MO
Fully refundableReserve now, pay when you stay
The price is £107 per night from 14 Jun to 15 Jun
£107
14 Jun - 15 Jun
includes taxes & fees
8.8/10 Excellent! (1,985 reviews)
"Loved it!!! Will be staying there again."

Reviewed on 1 Jun 2026

Pear Tree Inn St. Louis Near Union Station
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.

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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. Flight-inclusive packages are ATOL protected.