Friendship Vacations from $529

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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.
Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
Price was $612, price is now $529 per person
$529
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Rockland (RKD)
10/10 Exceptional! (120 reviews)
Wonderful property decorated and cared for with love. Lori & Ginny were wonderful hosts who share the history of the area and property which was so interesting. It was spotless and the bed and housing very comfortable and spacious….and the breakfast was amazing! A real treasure for sure!

Reviewed on Aug 21, 2025

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Save 100% on your flight
Price was $1,021, price is now $750 per person
$750
per person
Oct 5 - Oct 11
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
8.4/10 Very Good! (250 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

Harborline Hotel

Harborline Hotel

3 out of 5
Price was $746, price is now $558 per person
$558
per person
Oct 5 - Oct 11
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
7.6/10 Good! (124 reviews)
It took awhile to find someone to check in but turns out he was helping someone to fix the tv in their room. Very nice room. Would definitely stay there again.

Reviewed on Aug 24, 2025

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
Price was $711, price is now $640 per person
$640
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
9.4/10 Exceptional! (955 reviews)
Need to use cleaner in Kerig coffee maker. Tasted terrible

Reviewed on Aug 25, 2025

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
Price was $1,492, price is now $1,380 per person
$1,380
per person
Oct 20 - Oct 24
found 13 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Rockland (RKD)
9/10 Wonderful! (188 reviews)
The inn is a unique place, in a pleasant way. The owners are wonderful at making you feel at home in their establishment. It's homey with its small, clean rooms. Our room had a private bathroom and a beautiful view. The breakfast was delicious, everything is made from scratch, the ingredients are obviously fresh and locally sourced (I had forgotten what real eggs taste like). The dinner at the restaurant below was also memorable. We highly recommend this place.

Reviewed on Aug 23, 2025

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Friendship Hotel Deals

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $191 total per night from Sep 1 to Sep 2
$191 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
"We had a great stay and loved all the facilities. The most beautiful setting and the canoes and campfires were a highlight. Definitely recommend!"

Reviewed on Aug 24, 2025

Ocean Gate Resort
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $153 total per night from Aug 27 to Aug 28
$153 total
Aug 27 - Aug 28
Total with taxes and fees
7.6/10 Good! (134 reviews)
"Great location and friendly staff"

Reviewed on Aug 22, 2025

Harborline Hotel
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
$149 nightly
The price is $163 total per night from Sep 24 to Sep 25
$163 total
Sep 24 - Sep 25
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"The only thing i can complain about is that the hot tub wasn't working"

Reviewed on Aug 23, 2025

Flagship Inn and Suites
See all 1,651 properties in Friendship
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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Frequently asked questions

How much does a Friendship vacation package cost?
You can grab a vacation package to this destination from $529 on Expedia. However, how much your vacation to Friendship costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Friendship?
November, December and January are the best times to look for cheap Friendship vacation packages. Choosing to travel in less busy months means you can usually find better prices on accommodations and flights.
How many days is enough for Friendship?
The ideal length for your Friendship vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to go to all the leading sights and discover some hidden gems along the way.
How to find the best Friendship package deals?
Landing a cheap Friendship package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Friendship package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Friendship vacation as a package?
You can enjoy significant savings on your Friendship break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Friendship?
If you've got your Friendship travel dates locked in, book as early as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Friendship vacation packages?
Your Friendship getaway is meant to be an escape from your busy life, not a source of money-related stress. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.