Oakland Vacations 2026 from CA $1,402

Oakland flight + hotel packages

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

Fairfield Inn & Suites by Marriott Brunswick Freeport

CA $1,402

per person

May 18 - May 23

found 22 hours ago

Roundtrip flight included

Toronto (YTZ) to Augusta (AUG)

Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Brunswick Golf Course and Androscoggin Swinging Bridge are located nearby.

The Brunswick Hotel

CA $1,560

per person

Jun 4 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Augusta (AUG)

Book a stay at this business-friendly hotel in Brunswick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions First Parish Church and Pickard Theater are located nearby.

Top Oakland hotels deals

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

Rome ME

Get rates

Stay at this vacation home in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Belgrade Lakes Golf and Belgrade Lakes Chain are located nearby.

Kitchen

Washer

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

Oakland ME

Get rates

Stay at this cottage in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Tree Spirits and Quarry Road Trails are located nearby.

Kitchen

Dryer

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

Oakland ME

CA $218

CA $403 total

Mar 16 - Mar 17

includes taxes & fees

Book a stay at this golf guesthouse in Oakland. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Tree Spirits and Belgrade Lakes Chain are located nearby.

Pet-friendly

Free WiFi

Cozy getaway: farmhouse with wood stove & jacuzzi tub

Oakland ME

CA $292

CA $518 total

Mar 15 - Mar 16

includes taxes & fees

Stay at this vacation home in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Tree Spirits and Belgrade Lakes Chain are located nearby.

Pool

Hot tub

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

Rome ME

Get rates

Stay at this cottage in Oakland. Enjoy a garden, laundry facilities, and patios. Popular attractions Belgrade Lakes Golf and Belgrade Lakes Chain are located nearby.

Kitchen

Washer

Belgrade Lake house with Dock!

Rome ME

Get rates

Stay at this vacation home in Oakland. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Belgrade Lakes Golf and Belgrade Lakes Chain are located nearby.

Kitchen

Washer

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.

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.

Oakland Vacations

Ready for your next memorable adventure? Make sure you don't miss out on any excitement in Oakland by learning a few basics about it before you dash off.

Oakland is a neighborhood in Augusta, the state capital of Maine. It's about 17 miles (27 kilometers) to the north of the middle of town.

Ready to meet some of the locals? 19,000 people call Augusta home.

Places to visit in Oakland

Skiing is one of the most popular activities in Augusta and a superb excuse to get out and discover more of this exciting region. Cross-country skiing is a second activity to add to your must-do list.

Where do you fly into for Oakland?

Are you ready to kick-start your next fantastic vacation? Well, Oakland is approximately 50 miles (80 kilometers) from Bangor International Airport (BGR).

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 CA $1,402. 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 161 kilometers from Oakland.

Which airport is best for Oakland?

Bangor Intl. Airport (BGR), 80 kilometers northeast of downtown Oakland, is most likely where you'll arrive. Your other choices are Augusta State Airport (AUG) (26 kilometers away from central Oakland) and Knox County Regional Airport (RKD) (72 kilometers 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.