Monhegan Island Vacations from $445

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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.

The Latest Monhegan Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Price was $474, price is now $445 per person
$445
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Rockland (RKD)
8.4/10 Very Good! (312 reviews)
It was adequate for our purposes but not perfectly clean inside. The partial ocean view was lovely but partly blocked by appliances. Tub was not easily filled (no tub lever). Bed was very comfortable. We were grateful it was reasonable in cost.

Reviewed on Nov 26, 2025

Harborline Hotel

Harborline Hotel

3 out of 5
Price was $466, price is now $446 per person
$446
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Rockland (RKD)
7.6/10 Good! (218 reviews)
The room was very clean and staff was friendly and courteous.

Reviewed on Nov 7, 2025

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Discover the most popular places to visit in Monhegan Island

Lupine Gallery

You can spend time exploring the galleries in Lupine Gallery during your travels in Monhegan Island. Amble around the area's parks or experience its art scene.

Lupine Gallery

Monhegan Island Hotel Deals

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
$172 nightly
The price is $187 total per night from Dec 28 to Dec 29
$187 total
Dec 28 - Dec 29
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
Staff courteous and helpful.

Reviewed on Nov 20, 2025

Flagship Inn and Suites
Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St. Boothbay Harbor ME
$160 nightly
The price is $174 total per night from Dec 1 to Dec 2
$174 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
Staff was great and courteous, very pleasant. we showed up early and our room was ready, so they let us check in early. The room and shower were very clean.

Reviewed on Nov 23, 2025

Tugboat Inn
Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

3 out of 5
191 Shore Road East Boothbay ME
8.8/10 Excellent! (556 reviews)
Nice enough ocean view, fun little area, and nice local restaurant.

Reviewed on Nov 11, 2025

Get rates
Bluebird Ocean Point Inn
See all 841 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.

Find the Best Monhegan Island Vacation Packages

Monhegan Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Knox County Regional Airport (RKD)
Max Temp Winter
30ºF
Max Temp Summer
70ºF
Top Sights
Fish Beach, Pemaquid Point Lighthouse Park and Lupine Gallery

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Frequently asked questions

How much does a Monhegan Island vacation package cost?
Offering excellent value package deals from $445 on Expedia, you'll be thrilled with how little a vacation to Monhegan Island costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Monhegan Island?
If you'd like to book a cheap Monhegan Island vacation package, consider planning a trip in October, November and December. You'll usually find lower rates on accommodations and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Monhegan Island?
With a well-planned schedule, you can easily hit the main Monhegan Island attractions in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Monhegan Island vacation for longer.
Is it worth booking a vacation package to Monhegan Island?
Well known for its culture, nature and a host of other highlights, you can be assured Monhegan Island is a good vacation destination. Some of the top attractions to add to your itinerary? Don't miss Lupine Gallery and Fish Beach during your Monhegan Island vacation.
How to find the best Monhegan Island package deals?
Landing a cheap Monhegan Island package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Monhegan Island package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Monhegan Island vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Monhegan Island vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Monhegan Island?
If you've got your Monhegan Island vacation dates finalized, book as soon as you can to score some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Monhegan Island vacation packages?
Your Monhegan Island trip should be a relaxing escape from your daily routine, not a source of money worries. So to give you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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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.