Deals on vacations and trips to Oakland

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Oakland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Fairlane Hotel

Fairlane Hotel

4 out of 5
Downtown Nashville
Save 100% on your flight
Price was $808, price is now $566 per person
$566
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and dry cleaning are also on offer.
The Gilmore, an AvantStay Hotel

The Gilmore, an AvantStay Hotel

4 out of 5
12 South
Save 100% on your flight
Price was $1,298, price is now $782 per person
$782
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
A rooftop terrace, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A garden, express check-in, and express check-out are also on offer.
1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,443, price is now $931 per person
$931
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
A full-service spa, 2 restaurants, and A 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
The Bankers Alley Hotel Nashville, Tapestry Collection By Hilton

The Bankers Alley Hotel Nashville, Tapestry Collection By Hilton

3.5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,539, price is now $1,028 per person
$1,028
per person
Jul 23 - Jul 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
A restaurant and a 24-hour gym are featured at this hotel. WiFi in public areas is free. Valet parking is offered and the front desk is staffed around-the-clock.
The Harpeth Franklin Downtown, Curio Collection by Hilton

The Harpeth Franklin Downtown, Curio Collection by Hilton

4 out of 5
Historic Downtown Franklin
Save 100% on your flight
Price was $1,359, price is now $943 per person
$943
per person
Sep 3 - Sep 7
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Valet parking, a business center, and a coffee shop are also offered.

Top Oakland hotels deals

Red Roof Inn & Suites Cave City

Red Roof Inn & Suites Cave City

2 out of 5
807 Mammoth Cave St Cave City KY
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $66 total per night
$66 total
Jul 5 - Jul 6
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Express check-out is also provided.
La Quinta Inn & Suites by Wyndham Bowling Green

La Quinta Inn & Suites by Wyndham Bowling Green

3 out of 5
1953 Mel Browning Street Bowling Green KY
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $89 total per night
$89 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Wingate by Wyndham Bowling Green

Wingate by Wyndham Bowling Green

3 out of 5
185 Greenwood Lane Bowling Green KY
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $92 total per night
$92 total
Jul 5 - Jul 6
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Drury Inn & Suites Bowling Green

Drury Inn & Suites Bowling Green

3 out of 5
3250 Scottsville Road Bowling Green KY
$119 nightly
The price is $135 total per night
$135 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Everhome Suites Bowling Green by Choice Hotels

Everhome Suites Bowling Green by Choice Hotels

2 out of 5
1699 Charlie Court Bowling Green KY
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $115 total per night
$115 total
Jun 16 - Jun 17
Total with taxes and fees
This hotel features a snack bar/deli, laundry facilities, and free self parking. A convenience store is provided and the front desk is staffed around-the-clock.
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
Free Cancellation
$114 nightly
The price is $126 total per night
$126 total
Jun 15 - Jun 16
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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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.

Frequently asked questions

How much are vacation packages to Oakland?
Adventure awaits in Oakland, with Travelocity vacation packages from as little as $566. Including both hotels and flights, these sensational deals make it easy to explore every corner of the globe.
Where can I get the best vacation package deals for Oakland?
With around 400 airline partners and 1,000,000 properties across the globe, it's tough to beat Travelocity. Take advantage of our extensive range and grab an affordable Oakland vacation package. Doesn't it feel amazing when organizing a trip is that easy?
Why should I book my Oakland vacation bundle via Travelocity?
With our Price Match Guarantee, we'll match any better price you can find. Add on our 24/7 customer support and high-quality service and your dream vacation is closer than ever before.
Can I save money on my Oakland car rental if I book it with my hotel or flight?
You most certainly can — combine your flight, car and hotel into an Oakland vacation package and you can save a handsome sum. With so many places to explore in Oakland, that rental vehicle will make exploring a joy. Once you've slid into the driver's seat, hit the wide open road and head to Grand Ole Opry, a must-see sight about 65 mi from Oakland.
Where should I stay when visiting Oakland?
The Bowling Green House w/ Shared Pool! is popular with many visitors. Book now before it's too late.

Photos of local treasures

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