Book Exclusive Oakland Vacation Packages

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Oakland flight + hotel packages

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

Evergreen Valley Inn

3 out of 5
per person
Jul. 13 - Jul. 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
Stay at this 3-star family-friendly inn in Stoneham. Enjoy free parking, daily housekeeping, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions Kezar Lake and Baldface Range are located nearby.
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
per person
Jul. 13 - Jul. 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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.
Jordan Hotel

Jordan Hotel

3 out of 5
per person
Jul. 13 - Jul. 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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.
Condos at Fairlawn

Condos at Fairlawn

3 out of 5
per person
Jul. 13 - Jul. 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
Stay at this 3-star golf condo in Poland. Enjoy free WiFi, free parking, and a golf course. Popular attractions Range Ponds State Park and Poland Spring Preservation Society Park are located nearby.
Highland Lake Resort

Highland Lake Resort

2.5 out of 5
per person
Jul. 13 - Jul. 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
Book a stay at this beach motel in Bridgton. Enjoy free WiFi, free parking, and a private beach. Popular attractions Rufus Porter Museum and Civil War Monument 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
Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast

3 out of 5
32 Belgrade Rd, Oakland, ME
The price is CA $335 per night
CA $335
CA $365 total
includes taxes & fees
Jun 7 - Jun 8
Stay at this 3-star B&B in Oakland. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tree Spirits and Redington Museum are located nearby.
Pet-friendly
Parking included
Charming 3-bedroom Duplex Historic Farmhouse

Charming 3-bedroom Duplex Historic Farmhouse

The price is CA $298 per night
CA $298
CA $543 total
includes taxes & fees
May 11 - May 12
Stay at this farm stay in Oakland. Enjoy free WiFi, a garden, and patios. Popular attractions Tree Spirits and Belgrade Lakes Chain are located nearby.
Pool
Pet-friendly
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.
Kitchen
Washer
Lakefront Maine House ~ 4 Mi to Colby College

Lakefront Maine House ~ 4 Mi to Colby College

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Stay at this vacation home in Oakland. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Tree Spirits and Redington Museum are located nearby.
Kitchen
Air conditioning
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

Get rates
Stay at this cottage in Oakland. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attraction Tree Spirits is located nearby.
Kitchen
Dryer
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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).

Photos of local treasures

Browse Oakland vacation photos for more inspiration

Photo by Marc Maheu
Photo by Marc Maheu