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Rockland Vacation Packages

Build your package with 2 more options

Rockland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Rockland (RKD)
Stay at this B&B in Searsport. Enjoy free breakfast, free WiFi, and 2 meeting rooms. Our guests praise the breakfast in our reviews. Popular attractions Penobscot Marine Museum and Long Cove are located nearby.
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Rockland (RKD)
Book a stay at this business-friendly hotel in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Golfer's Crossing Mini Golf and Merryspring Park are located nearby.

Rockland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Rockland (RKD)
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Rockland (RKD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Cape Air
Wed, Jun 4 - Thu, Jun 12
BOS
Logan Intl.
RKD
Knox County Regional
$295 Roundtrip, found 5 days ago
$295
Roundtrip
found 5 days ago
Select Cape Air flight, departing Wed, Jun 4 from Logan Intl. to Knox County Regional, returning Thu, Jun 12, priced at $295 found 5 days ago
Cape Air
Wed, Jun 4 - Thu, Jun 12
BOS
Logan Intl.
RKD
Knox County Regional
$295 Roundtrip, found 5 days ago
$295
Roundtrip
found 5 days ago
Select Cape Air flight, departing Wed, Jun 4 from Logan Intl. to Knox County Regional, returning Thu, Jun 12, priced at $295 found 5 days ago
Cape Air
Wed, Jun 4 - Thu, Jun 12
BOS
Logan Intl.
RKD
Knox County Regional
$305 Roundtrip, found 5 days ago
$305
Roundtrip
found 5 days ago
Select Cape Air flight, departing Wed, Jun 4 from Logan Intl. to Knox County Regional, returning Thu, Jun 12, priced at $305 found 5 days ago
JetBlue Airways
Wed, Jun 4 - Thu, Jun 12
BOS
Logan Intl.
RKD
Knox County Regional
$308 Roundtrip, found 5 days ago
$308
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Jun 4 from Logan Intl. to Knox County Regional, returning Thu, Jun 12, priced at $308 found 5 days ago