Discover Monhegan Island Vacation Packages

Name: Flagship Inn and Suites
Price range: $128 total
Rating: 8

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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

$428

per person

Mar 13 - Mar 15

found 1 day ago

Roundtrip flight included

Seattle (SEA) to Rockland (RKD)

8.4/10 Very Good! (312 reviews)

There was a big winter snow storm, i was staying at Tradewinds to be close to work. Staff was very accomodating, i was allowed to check in early - which was very important since i would be getting out of work after 10pm. This may happen again if this winter keeps being so snowy! I am curious if there is some sort of "frequent visitor" status or program for discounts? I am quite sure i will be back, and i recommend this hotel to family and friends. Hopefully next time i can actually spend time off from work in the pool!

Reviewed on Jan 26, 2026

The Country Inn at Camden Rockport

$511

per person

Apr 2 - Apr 5

found 22 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Rockland (RKD)

9.6/10 Exceptional! (1,001 reviews)

It was all great! Room was clean, customer service was great and hot tub was wonderful!

Reviewed on Jan 18, 2026

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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.

Monhegan Island Hotel Deals

Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.

Monhegan Island ME

10/10 Exceptional! (2 reviews)

This quintessential Monhegan summer cottage has beautiful bones, a lovely color palette, and an ever-changing prospect. The rooms are furnished simply with original art and period furniture with quiet lines. The kitchen was very recently remodeled, the clawfoot tub and shower’s up next!

Reviewed on Sep 25, 2025

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Mid-Town Motel

96 McKown St Boothbay Harbor ME

8.6/10 Excellent! (213 reviews)

Great place to stay. It was an easy walk to everything along the waterfront. Hag a fun time.

Reviewed on Oct 26, 2025

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Flagship Inn and Suites

200 Townsend Avenue Boothbay Harbor ME

$118 nightly

$128 total

Feb 2 - Feb 3

Total with taxes and fees

8/10 Very Good! (1,001 reviews)

Very convenient

Reviewed on Jan 21, 2026

See all 776 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 $428 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.

Monhegan Island Vacations from $428

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