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.
GLō Best Western Nashville Airport

GLō Best Western Nashville Airport

3 out of 5
Save 100% on your flight
Price was $1,037, price is now $702 per person
$702
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
A 24-hour gym is featured at this hotel, along with free self parking. Enjoy perks like free full breakfast and free airport pick-up. A 24-hour business center, free WiFi in public areas, and a snack bar/deli are also on offer.
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 $2,534, price is now $1,663 per person
$1,663
per person
Jun 23 - Jun 30
found 1 day 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.
The Hermitage Hotel

The Hermitage Hotel

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,378, price is now $941 per person
$941
per person
Jul 25 - Jul 29
found 3 hours ago
Roundtrip flight included
New York (NYC) to Nashville (BNA)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Boulevard Stays Downtown Nashville

Boulevard Stays Downtown Nashville

3.5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,683, price is now $1,175 per person
$1,175
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
This aparthotel features free WiFi in public areas, luggage storage, and concierge services. A virtual front desk are provided for your convenience.
The Gilmore, an AvantStay Hotel

The Gilmore, an AvantStay Hotel

4 out of 5
12 South
Save 100% on your flight
Price was $1,538, price is now $1,075 per person
$1,075
per person
Jun 23 - Jun 30
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.

Top Oakland hotels deals

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
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $67 total per night
$67 total
May 19 - May 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a picnic area are also provided.
Breakfast included
Parking 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
$80 nightly
The price is $91 total per night
$91 total
May 25 - May 26
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.
Pool
Breakfast included
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
May 20 - May 21
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
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
May 21 - May 22
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.
Pet friendly
Parking included
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
$98 nightly
The price is $111 total per night
$111 total
May 24 - May 25
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.
Pet friendly
Parking included
Drury Inn & Suites Bowling Green

Drury Inn & Suites Bowling Green

3 out of 5
3250 Scottsville Road Bowling Green KY
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $135 total per night
$135 total
May 24 - May 25
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.
Pool
Hot Tub
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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 $702. 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.

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