
Friendship Vacations from $355
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Your Friendship Vacation
Organizing your next big travel adventure is a walk in the park with a Friendship vacation package. The neighborhood of Medomak, which is great for walking, makes a terrific base to discover the wonders of this unique city. Fill your trip to Friendship with tours of some of its leading attractions. First up? Make a beeline for Marshall Point Lighthouse. Expedia will help you escape your routine. Tailor your vacation to Friendship to suit your travel style, whatever that may be.
The Latest Friendship vacation packages
Price found within the past 48 hours. Click for updated prices.


Trade Winds on the Bay
Save 100% on your flight
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Rockland (RKD)
8.4/10 Very Good! (245 reviews)
It was very hands off-- you go, retrieve your key from the lock box and let yourself in.
But it is a gorgeous old building built like a fancy plantation - castle, in the middle of a small coastal town in pristine Maine, with a pool and a fitness center. I didn't realize it at first, but my room had a hallway to another living room area, with a balcony to sit and watch the sunrise from. Wow!
Yeah, it's a great place.
Reviewed on Aug 14, 2025

Homeport Inn and Tavern
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
9.8/10 Exceptional! (283 reviews)
This beautiful antique mansion was the perfect place to begin exploring. Convenient to many attractions. Onsite tavern was a bonus. Breakfasts were perfect.hard to find charm and great hospitality.
Reviewed on Aug 13, 2025

Glen Cove Inn & Suites
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
9.4/10 Exceptional! (943 reviews)
We’ve stayed at Glen Cove numerous times in the past decade and we love it. The rooms are lovely, spacious, clean, with decks. Heated pool. Overlooks the ocean. The owners are super sweet.
Reviewed on Aug 14, 2025

The Craignair Inn & Restaurant
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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
Friendship 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! (1,000 reviews)
"A perfect escape for folks looking for an easy drive to one of the closer spots in Downeast Maine. Friendly staff and excellent breakfast for sure. Tennis courts and basketball rims need some TLC"
Reviewed on Aug 13, 2025

Harborline Hotel
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $164 total per night from Aug 19 to Aug 20
$164 total
Aug 19 - Aug 20
Total includes taxes and fees
7.6/10 Good! (107 reviews)
"This was near the marina and rhe view was beautiful. Bed was comfortable and rhe room spacious."
Reviewed on Aug 12, 2025

Flagship Inn and Suites
200 Townsend Avenue, Boothbay Harbor, ME
$149 nightly
The price is $163 total per night from Sep 15 to Sep 16
$163 total
Sep 15 - Sep 16
Total includes taxes and fees
8.2/10 Very Good! (1,018 reviews)
"This is a very clean place to stay, the rooms were very clean, beds were comfortable and they even gave you breakfast buffet for free. We will definitely be staying here again 😃"
Reviewed on Aug 14, 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.