Book Exclusive Oakland Vacation Packages

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Oakland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast

3 out of 5
Price was CA $1,925, price is now CA $1,745 per person
CA $1,745
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Augusta (AUG)
Stay at this B&B in Oakland. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tree Spirits and Gordon Center For Creative & Performing Arts are located nearby.
Red Cedar Haven in Sidney

Red Cedar Haven in Sidney

2 out of 5
Price was CA $3,760, price is now CA $3,210 per person
CA $3,210
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Augusta (AUG)
Stay at this vacation home in Augusta. Enjoy free parking. Popular attractions Messalonskee Lake and Belgrade Lakes Chain are located nearby.
Cozy Keyes Cottage-family-friendly Amazing Views

Cozy Keyes Cottage-family-friendly Amazing Views

3.5 out of 5
Price was CA $2,874, price is now CA $2,508 per person
CA $2,508
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Augusta (AUG)
Stay at this vacation home in Winthrop. Enjoy free parking, a garden, and bathrobes. Popular attractions Augusta Country Club and Little Cobbossee Lake are located nearby.
Snow Cap Inn

Snow Cap Inn

2.5 out of 5
Price was CA $2,499, price is now CA $2,281 per person
CA $2,281
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Augusta (AUG)
Book a stay at this 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 White Cap Ski Lift are located nearby.
Tree-lined Home With Screened Porch & Perfect Midcoast Location

Tree-lined Home With Screened Porch & Perfect Midcoast Location

2 out of 5
Price was CA $3,247, price is now CA $3,028 per person
CA $3,028
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Augusta (AUG)
Stay at this vacation home in Damariscotta. Enjoy free parking and laundry facilities. Popular attractions Damariscotta Farmer's Market and Whaleback Shell Midden State Historic Site are located nearby.

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

Oakland ME
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Stay at this cottage in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions East Pond and North Pond are located nearby.
Kitchen
Dryer
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

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

Oakland ME
Get rates
Stay at this cabin in Oakland. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Tree Spirits and Gordon Center For Creative & Performing Arts are located nearby.
Pet-friendly
Free WiFi
Cozy Long Pond Cottage: community access, private mooring & shared dock.

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 Long Pond and Belgrade Lakes Golf are located nearby.
Kitchen
Washer
4 br comfortable home near Belgrade Lakes

4 br comfortable home near Belgrade Lakes

Oakland ME
Get rates
Stay at this vacation home in Oakland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tree Spirits and Gordon Center For Creative & Performing Arts are located nearby.
Kitchen
Washer
Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

2 out of 5
376 Main Street Waterville ME
Free cancellation
Reserve now, pay when you stay
The price is CA $156 per night
CA $156
CA $170 total
Nov 19 - Nov 20
includes taxes & fees
Stay at this hotel in Waterville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gordon Center For Creative & Performing Arts and Quarry Road Trails are located nearby.
Pool
Hot tub
Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
65 Whitten Rd Augusta ME
Free cancellation
The price is CA $180 per night
CA $180
CA $196 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this family-friendly hotel in Augusta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Turnpike Mall and Kennebec Ice Arena are located nearby.
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.

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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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 $1,745. 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

A lake surrounded by trees with autumn leaves.
A lake surrounded by dense forest and a rocky outcrop in the foreground.
A sunset over a calm lake with trees and a grassy foreground.

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