Monhegan Island Vacation Packages

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Your Monhegan Island Vacation

When you book a Monhegan Island vacation package, you can relax and enjoy your escape to the fullest. Uncover the highlights of this unique city knowing that all your travel arrangements have been taken care of before you go. Up for a bit of sightseeing? A trip to Monhegan Island wouldn't be complete without visiting Lupine Gallery, Fish Beach and other leading attractions. A couple of clicks is all it takes to build a customized Monhegan Island vacation on Expedia.

Top Monhegan Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Rockland (RKD)
9.8/10 Exceptional! (282 reviews)
Lovely old inn and tavern. Lots of little extras provided, like distilled water for the coffee maker. The breakfasts were delicious. Housekeeping came daily. Close to town and Sears Island, where you could stroll on the beach or do some hiking. Highly recommended!

Reviewed on Jun. 17, 2025

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Monhegan Island 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
The price is CA $191 per night from Sep 1 to Sep 2
CA $191
CA $243 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"The walkway into our room was missing stones between the paver making a huge tripping hazard. The kayaks should be scheduled so others have time. One groups used them all day making it limited for others. Not enough fire pits. The pool was great! The view to the harbor is getting blocked by trees ..."

Reviewed on Aug. 1, 2025

Ocean Gate Resort
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is CA $164 per night from Aug 17 to Aug 18
CA $164
CA $212 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"We had a great stay, would definitely stay here when visiting again"

Reviewed on Aug. 2, 2025

Flagship Inn and Suites
Fishermans Wharf Inn

Fishermans Wharf Inn

2.5 out of 5
22 Commercial St, Boothbay Harbor, ME
The price is CA $317 per night from Aug 26 to Aug 27
CA $317
CA $346 total
Aug 26 - Aug 27
includes taxes & fees
8.6/10 Excellent! (782 reviews)
"Very clean and comfortable. Great pillow selection. The views are epic and truly a perfect location in BBH. We will be back."

Reviewed on Aug. 3, 2025

Fishermans Wharf Inn
See all 874 properties in Monhegan Island
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 Monhegan Island vacation package cost?
Offering excellent value package deals from CA $2,272 on Expedia, you'll be thrilled with how little a vacation to Monhegan Island costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Monhegan Island?
If you're looking to snag a cheap Monhegan Island vacation package, consider travelling in January, February and March. You'll typically find better prices on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Monhegan Island?
With a well-planned schedule, you can easily hit the most popular Monhegan Island sights in a few days. But if you want to discover hidden spots or go on day tours, think about booking your Monhegan Island vacation for longer.
Is it worth booking a vacation package to Monhegan Island?
During your Monhegan Island vacation, you can look forward to enjoying some top-notch nature and culture. Leave enough time in your itinerary to discover leading sights like Lupine Gallery and Fish Beach.
How to find the best Monhegan Island package deals?
Use Expedia's filters to help you find some fabulous Monhegan Island package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Monhegan Island package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Monhegan Island vacation as a package?
You can enjoy significant savings on your next Monhegan Island break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Monhegan Island?
If you've got your Monhegan Island vacation dates confirmed, book as early as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Monhegan Island?

  1. Choose your travel dates: What you plan to do in Monhegan Island and your favourite season can help you decide when to travel.
  2. Set your budget: Consider expenses such as food, flights and transportation when working out how much to save for your trip to Monhegan Island. Then, choose a property that fits your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Decide how many days away: Start by listing all the attractions and activities you'd like to get to in Monhegan Island. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Monhegan Island vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.