Book Exclusive Oakland Vacation Packages

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Oakland flight + hotel packages

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

Colonial Valley Motel

2.5 out of 5
per person
Mar. 30 - Apr. 1
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Augusta (AUG)
Book a stay at this business-friendly motel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Titcomb Mountain Ski Area and Lower Fox are located nearby.
Jordan Hotel

Jordan Hotel

3 out of 5
per person
Mar. 30 - Apr. 1
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Augusta (AUG)
Stay at this 3-star spa hotel in Newry. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Jordan Bowl Express Ski Lift are located nearby.
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
per person
Mar. 30 - Apr. 1
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Augusta (AUG)
Stay at this 3-star ski hotel in Newry. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Sunday River and Little White Cap Ski Lift are located nearby.
Snow Cap Inn

Snow Cap Inn

2.5 out of 5
per person
Mar. 30 - Apr. 1
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Augusta (AUG)
Book a stay at this ski hotel in Newry. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and White Cap Ski Lift are located nearby.
Comfort Inn And Suites Wilton

Comfort Inn And Suites Wilton

2.5 out of 5
per person
Mar. 30 - Apr. 1
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Augusta (AUG)
Book a stay at this business-friendly hotel in Wilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Titcomb Mountain Ski Area and Lower Fox are located nearby.

Top Oakland hotels deals

Cozy Long Pond Cottage: private mooring & shared dock

Cozy Long Pond Cottage: private mooring & shared dock

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Book a stay at this family-friendly vacation home in Oakland. Enjoy free WiFi, a water park, and an in-room coffeemaker. Popular attractions Belgrade Lakes Golf and Belgrade Lakes Chain are located nearby.
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
The price is CA $202 per night
CA $202
CA $388 total
includes taxes & fees
4 Feb - 5 Feb
Book a stay at this golf guesthouse in Oakland. Enjoy free WiFi, a water park, and breakfast (surcharge). Popular attractions Tree Spirits and Belgrade Lakes Chain are located nearby.
Pet-friendly
Free WiFi
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

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

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Stay at this cottage in Oakland. Enjoy a garden, patios, and air conditioning. Popular attractions Belgrade Lakes Golf and Belgrade Lakes Chain are located nearby.
Washer
Dryer
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

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

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Stay at this cabin in Oakland. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Tree Spirits and Redington Museum are located nearby.
Kitchen
Pet-friendly
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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Stay at this cottage in Oakland. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attraction Tree Spirits is located nearby.
Kitchen
Dryer
The Modern Maine Retreat

The Modern Maine Retreat

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Stay at this vacation home in Oakland. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Tree Spirits and First Congregational Church are located nearby.
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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

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 $1,162. 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.

Photos of local treasures

Browse Oakland vacation photos for more inspiration

Photo by Marc Maheu
Photo by Marc Maheu