
Pemaquid Harbor Vacations from $282
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The Latest Pemaquid Harbor Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Harborline Hotel
per person
Oct 17 - Oct 20
found 22 hours ago
Roundtrip flight included
Cleveland (CLE) to Rockland (RKD)
7.8/10 Good! (90 reviews)
The best part about this hotel is the location and during Lobsterfest the festival entry is right across the street. Upon entry the girl at the front was nice, but no early checkins. When we did check-in the guy was brusk and not very friendly. No electronic entry keys, all doors are keycodes. No amenities, no coffee machine. Parking is limited and you need a parking pass. I would stay again if I couldn't find anything else, but it won't be my first choice.
Reviewed on Aug 7, 2025

Trade Winds on the Bay
per person
Oct 17 - Oct 20
found 22 hours ago
Roundtrip flight included
Cleveland (CLE) to Rockland (RKD)
8.4/10 Very Good! (245 reviews)
The Trade Winds is an awesome location for visiting the Maine Lobster Festival, as it’s literally across the street. Be aware that being that close does have a disadvantage if you go to sleep early since you can hear the live entertainment from the main stage of the festival. We enjoyed it though since we could open the balcony door and enjoy the music from the comfort of our room. The staff were very kind and helpful. Being able to park our car and walk everywhere was another benefit.
Reviewed on Aug 2, 2025

The Craignair Inn & Restaurant
per person
Oct 17 - Oct 20
found 22 hours ago
Roundtrip flight included
Cleveland (CLE) to Rockland (RKD)
9/10 Wonderful! (187 reviews)
Delightful, historical inn right next to Clark Island Preserve. Lovely wee walks on the shore and to the old quarry. Minimal light pollution at night allows for terrific stargazing. Rooms are on the small side, but thoughtfully designed. Included breakfast was delicious, with fresh made biscuits and a nice selection of offerings. Only slight negative is the slow WiFi, but maybe it's okay to take a break from streaming and read a book!
Reviewed on Jul 28, 2025

The Country Inn at Camden Rockport
per person
Oct 17 - Oct 20
found 22 hours ago
Roundtrip flight included
Cleveland (CLE) to Rockland (RKD)
9.6/10 Exceptional! (1,000 reviews)
Great place, great stay…we had one of the cottages. Very comfortable. Private and clean with fridge, coffee pot and microwave. Excellent continental breakfast and friendly staff. Highly recommend if visiting Camden or Rockport (or Rockland).
Reviewed on Aug 9, 2025

Homeport Inn and Tavern
per person
Oct 10 - Oct 13
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
9.8/10 Exceptional! (283 reviews)
Excellent place to stop between Portland and Bar Harbor. Nice co.fortable bed, clean, and quiet. Breakfast was fabulous. Highly recommend.
Reviewed on Aug 7, 2025
Pemaquid Harbor Hotel Deals

Ocean Gate Resort
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $193 total per night from Sep 1 to Sep 2
$193 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,006 reviews)
"Beautiful location with beautiful views and so much to do! We paddleboarded and kayaked every day. Breakfast was excellent."
Reviewed on Aug 9, 2025

Flagship Inn and Suites
200 Townsend Avenue, Boothbay Harbor, ME
$153 nightly
The price is $167 total per night from Sep 10 to Sep 11
$167 total
Sep 10 - Sep 11
Total includes taxes and fees
8.2/10 Very Good! (1,003 reviews)
"The free breakfast was great and convenient to town"
Reviewed on Aug 8, 2025

Fishermans Wharf Inn
22 Commercial St, Boothbay Harbor, ME
Fully refundableReserve now, pay when you stay
$230 nightly
The price is $251 total per night from Sep 7 to Sep 8
$251 total
Sep 7 - Sep 8
Total includes taxes and fees
8.6/10 Excellent! (786 reviews)
"Right in the heart of the harbor and parking on sight"
Reviewed on Aug 6, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.