Oakland Vacation Packages
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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.
Top Oakland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Best Western Plus Rumford Falls
Price was CA $1,126, price is now CA $925 per person
CA $925
per person
Aug 13 - Aug 18
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
9.4/10 Exceptional! (283 reviews)
It is very pet friendly. Excellent dog accommodations.
Reviewed on May 20, 2026
Senator Inn & Spa
Price was CA $1,154, price is now CA $927 per person
CA $927
per person
Aug 13 - Aug 18
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
7.8/10 Good! (1,001 reviews)
Excellent staff, very helpful and knowledgeable, indoor and outdoor pool along withe an exercise room and a great restaurant
Reviewed on Jun 14, 2026
Topside Inn
Price was CA $2,796, price is now CA $2,366 per person
CA $2,366
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
9.8/10 Exceptional! (103 reviews)
One of the nicest inns I’ve ever stayed at! We absolutely loved it, the owners, the staff and the breakfast was out of this world!
Reviewed on Jun 22, 2026
Spruce Point Inn
Price was CA $2,154, price is now CA $1,871 per person
CA $1,871
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.8/10 Excellent! (403 reviews)
Beautiful spot and nice spacious room. Clearly orienting new staff and ramping up for the season. Disappointing was not accessing our room till 5:30pm after 5 hour drive and cold pools and hot tub with many babies and young children in it- an adult space would be nice. But love how family oriented the whole setting was and the spot and chairs to enjoy were great!
Reviewed on Jun 21, 2026
Oakland Hotel Deals
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Oakland ME
9.4/10 Exceptional! (68 reviews)
"Beautiful property was great for a small graduation party"
Reviewed on Jun 10, 2026
Cozy Long Pond Cottage: community access, private mooring & shared dock.
Rome ME
10/10 Exceptional! (23 reviews)
"Beautiful location. Beds were all very comfortable."
Reviewed on May 26, 2026
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Rome ME
9.2/10 Wonderful! (24 reviews)
"The host was great. Sending us checking info and directors days in advance. The house was clean and we had plenty of supplies. Local information was available, restaurant's, grocery store etc. The area is very peaceful and beautiful."
Reviewed on Oct 23, 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.
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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.
