Oakland Vacation Packages 2026 from $676

Oakland flight + hotel vacation packages

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

Colonial Inn Ellsworth

$676

per person

May 1 - May 8

found 13 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Augusta (AUG)

A restaurant and an indoor pool are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Smuggler's Cove Inn

$948

per person

May 7 - May 12

found 15 hours ago

Roundtrip flight included

Phoenix (PHX) to Augusta (AUG)

A private beach and an outdoor pool are featured at this hotel. Enjoy a meal from the restaurant and perks like free on-the-go breakfast and free self parking. A bar/lounge, a terrace, and a garden are also provided.

Stone Park

$849

per person

May 1 - May 8

found 13 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Augusta (AUG)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, express check-in, and express check-out are also on offer.

Comfort Inn Ellsworth - Bar Harbor

$740

per person

May 1 - May 8

found 13 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Augusta (AUG)

A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

House near Acadia National Park

$1,394

per person

May 1 - May 8

found 13 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Augusta (AUG)

Top Oakland hotels deals

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

Oakland ME

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This cottage featured laundry facilities and barbecue grills.

Kitchen

Dryer

Cozy Long Pond Cottage: community access, private mooring & shared dock.

Rome ME

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Peaceful Farmhouse Retreat- Pets welcome

Oakland ME

$383 nightly

$406 total

Apr 4 - Apr 5

Total with taxes and fees

This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.

Pool

Hot Tub

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

Oakland ME

$246 nightly

$268 total

Apr 2 - Apr 3

Total with taxes and fees

This guesthouse features limo/town car service, a garden, and barbecue grills.

Pet friendly

Free WiFi

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

Rome ME

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This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Maine Evergreen Hotel, an Ascend Collection Hotel

65 Whitten Rd Augusta ME

Free Cancellation

$120 nightly

$131 total

Apr 12 - Apr 13

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. 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.

Pool

Breakfast included

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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.

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 $676. 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.