Oakland Holidays from £1,247

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    Packages with flights are ATOL protected

Your Oakland Holiday

The fascinating city of Oakland is calling. Uncover both its hidden gems and highlights with a Oakland holiday package that's custom made for you. In the mood to explore the sights but not sure where to start? Any trip to Oakland should include Ephram White Park. Don't put off visiting this destination any longer. The perfect Oakland holiday is only a few clicks away with Expedia.

Top Oakland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Conway by AvantStay Modern Comfort Near Downtown Nashville

The Conway by AvantStay Modern Comfort Near Downtown Nashville

4 out of 5
North Nashville
per person
13 Oct - 20 Oct
found 20 hours ago
Return direct flight included
Manchester (MAN) to Nashville (BNA)
9/10 Wonderful! (33 reviews)
The floors coulf have been cleaner

Reviewed on 25 Jul 2025

Bobby Hotel

Bobby Hotel

4 out of 5
Downtown Nashville
Save 100% on your flight
per person
15 Oct - 19 Oct
found 1 day ago
Return direct flight included
London (LON) to Nashville (BNA)
9.4/10 Exceptional! (1,001 reviews)
The Bobby was so nice! It was an awesome trip. Highly recommend!

Reviewed on 7 Aug 2025

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
per person
15 Oct - 19 Oct
found 1 day ago
Return direct flight included
London (LON) to Nashville (BNA)
9.2/10 Wonderful! (818 reviews)
I didnt feel like the hotel was as clean as you would expect. Dirt and dust noticed in the corners or room and elevator. I know that sounds picky but for a hotel with a great reputation I would expect better.

Reviewed on 2 Aug 2025

Sleeps 28 2 Units Near DT Nashville Outrider by Avantstay

Sleeps 28 2 Units Near DT Nashville Outrider by Avantstay

3 out of 5
East Nashville
Save 100% on your flight
per person
17 Oct - 24 Oct
found 21 hours ago
Return flight included
Manchester (MAN) to Nashville (BNA)
No reviews
Hutton Hotel

Hutton Hotel

4.5 out of 5
West End
per person
13 Oct - 20 Oct
found 21 hours ago
Return direct flight included
Manchester (MAN) to Nashville (BNA)
8.6/10 Excellent! (1,005 reviews)
Awesome property. Love this hotel. Staff is excellent and have great recommendations for local dining spots. Super clean and nice. Will come back!!

Reviewed on 2 Aug 2025

Oakland Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
National Corvette Museum, Beech Bend Park and Southern Kentucky Performing Arts Centre

Top hotels in Oakland

Days Inn & Suites by Wyndham Bowling Green

Days Inn & Suites by Wyndham Bowling Green

2 out of 5
181 Cumberland Trace Rd, Bowling Green, KY
Fully refundableReserve now, pay when you stay
The price is £49 per night from 28 Aug to 29 Aug
£49
28 Aug - 29 Aug
includes taxes & fees
8/10 Very Good! (1,296 reviews)
Great hotel!!
"Stated for 2 nights and the room was quiet and clean and close to everything we needed in town. Would definitely stay again!!!"

Reviewed on 8 Aug 2025

Days Inn & Suites by Wyndham Bowling Green
Red Roof Inn & Suites Cave City

Red Roof Inn & Suites Cave City

2 out of 5
807 Mammoth Cave St, Cave City, KY
Fully refundableReserve now, pay when you stay
The price is £52 per night from 17 Aug to 18 Aug
£52
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"I always stay here on may back to Michigan from Florida."

Reviewed on 5 Aug 2025

Red Roof Inn & Suites Cave City
Holiday Inn Express Horse Cave by IHG

Holiday Inn Express Horse Cave by IHG

2.5 out of 5
750 Flint Ridge Rd, Horse Cave, KY
Fully refundable
The price is £80 per night from 24 Aug to 25 Aug
£80
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Excellent location. Excellent value. Close to where we needed to be."

Reviewed on 31 Jul 2025

Holiday Inn Express Horse Cave by IHG
See all 457 properties in Oakland
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Oakland travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Oakland from just £1,247. And the more you bundle, the more money you save. Your dream holiday has never been more affordable.
If I'm not able to travel, can I cancel my Oakland travel package?
Certainly, and we'll help you every step of the way. You may be able to cancel or amend your Oakland travel package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances unexpectedly change, take a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Oakland?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, flights, rental cars and activities — we've got it all. Choose the combination that best suits you and see your savings stack up. Of course, a travel package is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotels globally, which lets you customize your Oakland adventure.
Does Expedia offer Book Now, Pay Later Oakland holidays?
We do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply select the payment plan that works for you during the checkout process and take away the stress of budgeting for your next trip. Be sure to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all types of budgets, so you can jet away on that well-deserved holiday now.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.

What are the top hotels in Oakland?
La Quinta Inn & Suites by Wyndham Bowling Green and Country Inn & Suites by Radisson, Bowling Green, KY are two of the most sought-after properties in Oakland. Why not take a look at the rates and facilities at each and then make a decision?
How far in advance should I book my Oakland holiday?
It all depends on the airline, but it's usually possible to look up international airfares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers occasionally score a cheaper seat only weeks before their intended journey.
What does an Expedia Oakland travel package include?
Rental cars, hotels and flights — we have them covered. With Expedia, you can shape your Oakland travel package just the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the greater the savings!
What should I know before booking an Oakland travel package?
When you book your flights, hotels and car rentals together, you'll enjoy great discounts. Whether you're planning a rural escape in a cottage or would rather stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with an Oakland Expedia travel package?
You can, and with more than 550 airlines to choose from globally, you're spoiled for choice. Scroll through the available options and find out which airline fits your needs and budget.

* 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.