Oakland Vacation Packages 2026 from $1,027

Oakland flight + hotel vacation packages

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

The Brunswick Hotel

$1,027

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Augusta (AUG)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

Admirals Quarters Inn

$1,384

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Augusta (AUG)

A rooftop terrace, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A garden, a communal living room, and a picnic area are also on offer.

Flagship Inn and Suites

$1,286

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) 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.

Greenleaf Inn

$1,246

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Augusta (AUG)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A 24-hour business center, a terrace, and a garden are also on offer.

OneSixtyFive

$1,141

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Augusta (AUG)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Luggage storage and concierge services are also provided.

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

Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

Oakland ME

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This cabin includes a garden and barbecue grills.

Pet friendly

Free WiFi

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

4 br comfortable home near Belgrade Lakes

Oakland ME

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This vacation home includes a garden and laundry facilities.

Kitchen

Washer

Stunning Belgrade Lakes Waterfront Retreat – Dock, Kayaks & Breathtaking Views!

Rome ME

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This vacation home includes a garden and laundry facilities.

Kitchen

Washer

Fireside Inn & Suites Waterville

376 Main Street Waterville ME

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$105 total

Dec 16 - Dec 17

Total with taxes and fees

This hotel features a hot tub, a gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. Free parking, a business center, and free WiFi in public areas are also offered.

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.

Stay near popular Oakland attractions

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.

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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 $1,027. 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.