Book Exclusive Oakland Vacation Packages

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Oakland flight + hotel packages

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

The Brunswick Hotel

3 out of 5
Price was CA $675, price is now CA $608 per person
CA $608
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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.
Topside Inn

Topside Inn

3 out of 5
Price was CA $1,596, price is now CA $1,440 per person
CA $1,440
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Augusta (AUG)
Stay at this hotel in Boothbay Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coastal Maine Botanical Gardens and Burnt Island Living Lighthouse are located nearby.
Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
Price was CA $726, price is now CA $690 per person
CA $690
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Augusta (AUG)
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.
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Price was CA $1,176, price is now CA $1,143 per person
CA $1,143
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Augusta (AUG)
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular attractions Coastal Maine Botanical Gardens and Carousel Music Theater are located nearby.
Admirals Quarters Inn

Admirals Quarters Inn

2 out of 5
Price was CA $1,325, price is now CA $1,288 per person
CA $1,288
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Augusta (AUG)
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Coastal Maine Botanical Gardens and Burnt Island Living Lighthouse 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
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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
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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
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

Rome ME
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Stay at this cottage in Oakland. Enjoy a garden, laundry facilities, and patios. Popular attractions Long Pond and Belgrade Lakes Golf are located nearby.
Kitchen
Washer
Charming Lakeview House with Deck, Cozy Fireplace and firepit

Charming Lakeview House with Deck, Cozy Fireplace and firepit

Rome ME
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Stay at this vacation home in Oakland. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Kimball Pond and Belgrade Lakes Golf are located nearby.
Kitchen
Washer
Stunning Belgrade Lakes Waterfront Retreat – Dock, Kayaks & Breathtaking Views!

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

Rome ME
Get rates
Stay at this vacation home in Oakland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Belgrade Lakes Golf and Long Pond are located nearby.
Kitchen
Washer
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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 $608. 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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