Monhegan Island Vacations from $326

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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.
Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
per person
Sep 11 - Sep 14
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Rockland (RKD)
10/10 Exceptional! (110 reviews)
Lori and Ginny are wonderfully helpful and friendly. Their inn is truly one of a kind. It's history is fascinating. I slept in the bedroom of a sea captain that sailed from Maine to Asia just like the father of in The Lupine Lady ( a picture book by Barbara Cooney)

Reviewed on Jul 5, 2025

Harborline Hotel

Harborline Hotel

3 out of 5
per person
Sep 11 - Sep 14
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Rockland (RKD)
8.6/10 Excellent! (46 reviews)
Decent room in a convenient location. Did not have curtains to cover the windows, so we had to use towels. Manager explained that new curtains were ordered, but delayed. They really should have left the old ones up until the new ones arrived. The sun streams in at 6:30 every morning.

Reviewed on Jun 25, 2025

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
per person
Aug 29 - Sep 1
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
8.4/10 Very Good! (221 reviews)
Convenient location, clean quiet room, beautiful common areas and of course located in the beautiful town of Rockland

Reviewed on Jul 5, 2025

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) 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

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
per person
Aug 29 - Sep 1
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
9/10 Wonderful! (182 reviews)
An absolutely delightful stay — the quintessential Maine experience. Nestled right on the water, it’s perfect for morning strolls with a coffee in hand, soaking in the serene coastal views. And when it’s time to dine, you’re just steps away from fantastic restaurants and bars that showcase the best of local flavor.

Reviewed on Jul 8, 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
$161 nightly
The price is $176 total per night from Jul 22 to Jul 23
$176 total
Jul 22 - Jul 23
Total includes taxes and fees
8.2/10 Very Good! (1,005 reviews)
"Everything was perfect for our night stay. The Pool was a bonus to have outside to enjoy. Just down the road was the Harbor."

Reviewed on Jul 7, 2025

Flagship Inn and Suites
Fishermans Wharf Inn
Fishermans Wharf Inn
2.5 out of 5
22 Commercial St, Boothbay Harbor, ME
Fully refundableReserve now, pay when you stay
$265 nightly
The price is $289 total per night from Jul 13 to Jul 14
$289 total
Jul 13 - Jul 14
Total includes taxes and fees
8.4/10 Very Good! (761 reviews)
"We had a water view with balcony and it was just perfect. The hotel is older but in good shape. Easy self parking and no need to drive again until check out. Plenty of shopping and dining options within walking distance. Would recommend."

Reviewed on Jul 1, 2025

Fishermans Wharf Inn
Topside Inn
Topside Inn
3 out of 5
60 McKown St, Boothbay Harbor, ME
Fully refundableReserve now, pay when you stay
$291 nightly
The price is $317 total per night from Jul 17 to Jul 18
$317 total
Jul 17 - Jul 18
Total includes taxes and fees
9.8/10 Exceptional! (12 reviews)
"Had a great stay, beautiful views. Property was unique, there is a lot of attention to detail. Breakfast was delicious and very well presented. Walk out your door right to the shops and restaurants. Staff was friendly and accommodating. Highly recommend."

Reviewed on Jul 4, 2025

Topside Inn
See all 829 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 $326 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.