Search Deals onSouthwest Harbor Vacation Packages
Southwest Harbor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Greenleaf Inn
Price was $761, price is now $679 per person
$679
per person
Dec 3 - Dec 6
found 13 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Augusta (AUG)
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and a 24-hour business center. Popular attractions Burnt Island Living Lighthouse and Boothbay Harbor Memorial Library are located nearby.
Red Cedar Haven in Sidney
Save 100% on your flight
Price was $3,531, price is now $2,840 per person
$2,840
per person
Dec 27 - Jan 3
found 20 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Augusta (AUG)
Stay at this vacation home in Augusta. Enjoy free parking. Popular attractions Messalonskee Lake and Belgrade Lakes Chain are located nearby.
Sunset Chalet-amazing Views Private hot tub
Price was $2,488, price is now $2,089 per person
$2,089
per person
Dec 27 - Jan 3
found 20 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Augusta (AUG)
Stay at this vacation home in Belgrade. Enjoy free parking, a garden, and air conditioning. Popular attractions Messalonskee Lake and Belgrade Lakes Chain are located nearby.
The Brunswick Hotel
Price was $1,199, price is now $1,061 per person
$1,061
per person
Dec 30 - Jan 4
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Tree-lined Home With Screened Porch & Perfect Midcoast Location
Price was $2,925, price is now $2,607 per person
$2,607
per person
Dec 27 - Jan 3
found 22 hours ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Cozy Keyes Cottage-family-friendly Amazing Views
Price was $2,916, price is now $2,616 per person
$2,616
per person
Jan 8 - Jan 14
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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.
Lockwood Hotel
Price was $1,370, price is now $1,256 per person
$1,256
per person
Dec 27 - Jan 3
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Augusta (AUG)
Book a stay at this business-friendly hotel in Waterville. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Waterville Opera House and Common Street Arts are located nearby.
Excellent hotel. Enjoyed our stay.
Reviewed on Oct 19, 2026
Fairfield Inn & Suites by Marriott Brunswick Freeport
Price was $893, price is now $836 per person
$836
per person
Dec 26 - Jan 1
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Brunswick Golf Course and Androscoggin Swinging Bridge are located nearby.
Great place to stay for one night or more
Reviewed on Oct 19, 2026
Southwest Harbor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Southwest Harbor Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Oct 21 - Mon, Nov 2
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$240 Roundtrip, found 3 hours ago
$240
Roundtrip
found 3 hours ago
Wed, Oct 21 - Mon, Nov 2
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$260 Roundtrip, found 3 hours ago
$260
Roundtrip
found 3 hours ago
Wed, Oct 28 - Sat, Nov 7
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$260 Roundtrip, found 1 hour ago
$260
Roundtrip
found 1 hour ago
Wed, Oct 28 - Wed, Oct 28
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$274 Roundtrip, found 7 hours ago
$274
Roundtrip
found 7 hours ago
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