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.
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
Price was $608, price is now $541 per person
$541
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Augusta (AUG)
Ski-in/ski-out access, a gym, and a restaurant are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the outdoor pool and perks like free self parking.
Greenleaf Inn

Greenleaf Inn

2 out of 5
Price was $974, price is now $741 per person
$741
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Augusta (AUG)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A 24-hour business center, a lobby fireplace, and a communal living room are also on offer.
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Price was $667, price is now $549 per person
$549
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Augusta (AUG)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
Jordan Hotel

Jordan Hotel

3 out of 5
Price was $660, price is now $582 per person
$582
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Augusta (AUG)
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the outdoor pool and perks like free self parking and a free area shuttle.
Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
Price was $643, price is now $570 per person
$570
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Augusta (AUG)
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Top Oakland hotels deals

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

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This cottage featured laundry facilities and barbecue grills.
Kitchen
Dryer
Cozy Long Pond Cottage: private mooring & shared dock

Cozy Long Pond Cottage: private mooring & shared dock

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This vacation home features a water park, laundry facilities, and barbecue grills.
Kitchen
Washer
Sister A-Frame in Woods B

Sister A-Frame in Woods B

$210 nightly
The price is $228 total per night
$228 total
Oct 2 - Oct 3
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

2 out of 5
$272 nightly
The price is $296 total per night
$296 total
Oct 31 - Nov 1
Total with taxes and fees
This guesthouse features a water park, limo/town car service, and a garden. Families will appreciate the playground and barbecue grills.
Pet friendly
Free WiFi
Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.

$225 nightly
The price is $245 total per night
$245 total
Oct 2 - Oct 3
Total with taxes and fees
This apartment includes a garden and laundry facilities.
Kitchen
Washer
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

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This cabin includes a garden and barbecue grills.
Kitchen
Air conditioning
Don't see what you're looking for?
See all available properties in Oakland
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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.

Popular places to visit

Tree Spirits

You can enjoy a tasting or tour at Tree Spirits during your travels to Oakland. Make time to visit the shops and monuments while you're in the area.

Tree Spirits

Frequently asked questions

How much are vacation packages to Oakland?
You might be pleasantly surprised — you could find yourself in Oakland for as little as $541. Let Travelocity save you time and money with our amazing vacation packages. With hotels, flights and experiences all ready to be snapped up, why put it off?
How long should my Oakland vacation be?
Many travelers choose to stay around 8 nights in Oakland. But what's right for them mightn't be right for you. Whether you opt to stay for a couple of days or a couple of weeks, you'll love discovering all the wonderful things that this place has to offer.
Where can I get the best vacation package deals for Oakland?
You'll come across a terrific range of Oakland package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 properties worldwide, arranging the ultimate escape will be easy.
Why should I purchase my Oakland vacation package with Travelocity?
Whether you're planning a weeks-long vacation or a last-minute escape, we have plenty of alluring destinations to choose from at a good price. In addition, we provide 24/7 assistance, top-notch service and a Price Match Guarantee. Save yourself time and money and reserve your dream vacation today.
Can I save money on my Oakland car rental if I combine it with my hotel or flight?
You most certainly can — bundle your hotel, flight and car into an Oakland vacation package and you'll save a ton. With so many places to explore in and around Oakland, that set of wheels will make exploring easy. Once you've slid into the driver's seat, put the stereo on and make your way to Franconia Notch State Park, a renowned attraction roughly 100 mi from Oakland.
Which airport is best for Oakland?
Bangor Intl. Airport (BGR), 50 mi northeast of downtown Oakland, is most likely where you'll arrive. Your other choices are Augusta State Airport (AUG) (16 mi away from central Oakland) and Knox County Regional Airport (RKD) (45 mi away from central Oakland).
Where should I stay when visiting Oakland?
If you're after somewhere to base yourself, take a look at the Cozy Long Pond cottage, private mooring and community beach. Bring your boat!. It's the top choice for many visitors.

Photos of local treasures

Browse Oakland vacation photos for more inspiration

Photo by Marc Maheu
Photo by Marc Maheu

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Explore More Ways to Travel with Travelocity