Oakland Vacations from $446
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Your Oakland Vacation
There's no better way to embark on an adventure than with one of our vacation packages to Oakland. The rich history and eclectic style are just a couple of the convincing reasons to visit this captivating city. Make your trip to Oakland even more fun and exciting by going sightseeing. Colby College, Belgrade Lakes Chain and Waterville Opera House are among the leading attractions worth exploring. Expedia can help you escape the everyday. Tailor your vacation to Oakland to match your travel style, whatever that may look like.
The Latest Oakland vacation packages
Price found within the past 48 hours. Click for updated prices.
Newagen Seaside Inn
Save 100% on your flight
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Augusta (AUG)
9.4/10 Exceptional! (296 reviews)
Our recent stay at the Newagen Seaside Inn was nothing short of wonderful! From the moment we arrived, my daughters, grandson, and I were greeted with genuine warmth and kindness. The staff made us feel immediately welcome, like we were guests in a friend’s home rather than just checking into a hotel.
The atmosphere throughout the inn is cozy, peaceful, and inviting. Our accommodations were comfortable, clean, and thoughtfully arranged, giving us plenty of space to relax and spend time together. Surrounded by the ocean, the setting added an extra layer of calm and beauty to our stay.
Highly recommended for families or anyone seeking a warm, restorative retreat in a beautiful setting!
Reviewed on Jul 4, 2025
Spruce Point Inn
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Augusta (AUG)
8.8/10 Excellent! (353 reviews)
Gorgeous property, everything available right there. Great amenities, definitely somewhere we would stay for an entire weekend next time and just stay on the resort to explore and relax. Staff was very friendly and kind.
Reviewed on Jun 8, 2025
Admirals Quarters Inn
Save 100% on your flight
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Augusta (AUG)
9.4/10 Exceptional! (21 reviews)
Loved the property and location. It has a great set up with access to common rooms and kitchen. Super comfy beds!
Reviewed on Jun 6, 2025
Oakland Hotel Deals
Scenic Farm Stay Retreat in the heart of Belgrade Lakes Region! Pet Friendly!
Oakland
$457 nightly
The price is $498 total per night from Jul 6 to Jul 7
$498 total
Jul 6 - Jul 7
Total includes taxes and fees
10/10 Exceptional! (1 review)
A great 1st exerience with Vrbo
"The property we rented was as advertised - 3 bedrooms and a 10-minute drive from Colby College, where we attended our college reunion. The house was older but had modern appliances, 2 bathrooms, a washer and dryer. The home is on a farm with horses and a mule on the premises, which we enjoyed. The ..."
Reviewed on Jun 22, 2025
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Oakland
9.4/10 Exceptional! (52 reviews)
Beautiful spot
"Classic Maine camp, beautiful area!Really enjoyed our stay! Only minor complaint would be the amount of cobwebs and bugs inside the camp."
Reviewed on Jul 1, 2025
Sister A-Frame in Woods B
Oakland
$210 nightly
The price is $228 total per night from Jul 7 to Jul 8
$228 total
Jul 7 - Jul 8
Total includes taxes and fees
10/10 Exceptional! (1 review)
Cute place tucked in the woods
"Great stay. Would stay here again if in the area."
Reviewed on Jun 4, 2025
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.
Find the Best Oakland Vacation Packages
Oakland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Augusta State Airport (AUG) |
Population | 2,600 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | First Congregational Church, Colby College and Belgrade Lakes Chain |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.