Deals on vacations and trips to Oakland

Save when you book Oakland package deals

Choose two or more items and save on your trip:

Oakland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Caption by Hyatt Downtown Nashville

Caption by Hyatt Downtown Nashville

3 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,000, price is now $667 per person
$667
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a business center, and express check-in are also offered.
The Gilmore, an AvantStay Hotel

The Gilmore, an AvantStay Hotel

4 out of 5
12 South
Save 100% on your flight
Price was $1,294, price is now $825 per person
$825
per person
Apr 5 - Apr 11
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.
Hutton Hotel

Hutton Hotel

4.5 out of 5
West End
Save 100% on your flight
Price was $1,618, price is now $1,039 per person
$1,039
per person
Mar 3 - Mar 10
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. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Self parking, dry cleaning, and luggage storage are also offered.
Bode Nashville

Bode Nashville

3.5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,338, price is now $867 per person
$867
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
A bar/lounge and a coffee shop are featured at this hotel, along with self parking. WiFi in public areas is free. A terrace, a snack bar/deli, and a grocery/convenience store are also on offer.
1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $2,042, price is now $1,347 per person
$1,347
per person
Apr 19 - Apr 23
found 1 day ago
Roundtrip 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.

Top Oakland hotels deals

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
$76 nightly
The price is $86 total per night
$86 total
Feb 1 - Feb 2
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
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
Jan 29 - Jan 30
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
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
$106 nightly
The price is $120 total per night
$120 total
Feb 1 - Feb 2
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
Holiday Inn University Plaza-Bowling Green by IHG

Holiday Inn University Plaza-Bowling Green by IHG

3 out of 5
1021 Wilkinson Trce Bowling Green KY
Free Cancellation
$91 nightly
The price is $103 total per night
$103 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.
Pool
Pet friendly
Staybridge Suites Bowling Green by IHG

Staybridge Suites Bowling Green by IHG

3 out of 5
680 Campbell Ln Bowling Green KY
Free Cancellation
$86 nightly
The price is $98 total per night
$98 total
Feb 11 - Feb 12
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
425 Flint Ridge Rd Horse Cave KY
$38 nightly
The price is $42 total per night
$42 total
Feb 27 - Feb 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Oakland
View all properties
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 $667. 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

Browse Oakland vacation photos for more inspiration