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Islesboro flight + hotel 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 CA $606, price is now CA $516 per person
CA $516
per person
Oct 26 - Oct 30
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
Stay at this aparthotel in Rockland. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Samoset Resort Golf Course and Project Puffin Visitor Center are located nearby.
Bluff House Inn

Bluff House Inn

3 out of 5
Price was CA $2,158, price is now CA $1,642 per person
CA $1,642
per person
Oct 14 - Oct 21
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Bar Harbor (BHB)
Book a stay at this beach guesthouse in Gouldsboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Bar Harbor Whale Watch Co and Grindstone Neck Golf Course are located nearby.
Country Inn at The Mall

Country Inn at The Mall

2 out of 5
Price was CA $1,534, price is now CA $1,275 per person
CA $1,275
per person
Oct 14 - Oct 21
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Bangor (BGR)
Stay at this hotel in Bangor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Savings Amphitheater and Hollywood Casino at Bangor are located nearby.
Robbins Motel

Robbins Motel

2.5 out of 5
Price was CA $1,899, price is now CA $1,582 per person
CA $1,582
per person
Oct 14 - Oct 21
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Bangor (BGR)
Stay at this motel in Bar Harbor. Enjoy free WiFi, free parking, and housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Acadia National Park's Visitors Center and Bar Harbor Whale Watch Co are located nearby.
The Lucerne Inn

The Lucerne Inn

3.5 out of 5
Lucerne-in-Maine
Price was CA $2,163, price is now CA $1,838 per person
CA $1,838
per person
Oct 14 - Oct 21
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Bangor (BGR)
Book a stay at this golf hotel in Holden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Phillips Lake and Goose Pond are located nearby.

Top Islesboro hotels deals

Island log home in Maine with ocean views

Island log home in Maine with ocean views

Islesboro ME
Get rates
Stay at this vacation home in Islesboro. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Warren Island State Park and Windsor Chairmakers are located nearby.
Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...

Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...

Islesboro ME
Get rates
Stay at this cabin in Islesboro. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Dyce Head Lighthouse and Dyce Head Foot Path are located nearby.
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive Rockland ME
Free cancellation
Reserve now, pay when you stay
The price is CA $188 per night
CA $188
CA $224 total
Sep 3 - Sep 4
includes taxes & fees
Stay at this hotel in Rockland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Samoset Resort Golf Course and Maine Lighthouse Museum are located nearby.
Belfast Harbor Inn

Belfast Harbor Inn

3.5 out of 5
91 Searsport Ave Belfast ME
The price is CA $238 per night
CA $238
CA $260 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this beach hotel in Belfast. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions ALLPLaY Family Entertainment Center and Belfast Harbor are located nearby.
Colonial Gables Oceanfront Village

Colonial Gables Oceanfront Village

2.5 out of 5
7 Eagle Avenue Belfast ME
Free cancellation
Reserve now, pay when you stay
The price is CA $194 per night
CA $194
CA $212 total
Sep 21 - Sep 22
includes taxes & fees
Book a stay at this beach hotel in Belfast. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Perry's Nut House and Moose Point State Park are located nearby.
Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

3 out of 5
159 Searsport Avenue Belfast ME
The price is CA $211 per night
CA $211
CA $230 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this beach hotel in Belfast. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Perry's Nut House and ALLPLaY Family Entertainment Center are located nearby.
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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.

Stay near popular Islesboro attractions

Warren Island State Park

You can take time to visit Warren Island State Park during your travels to Islesboro.
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Islesboro Vacations

A bit of planning and research can mean the difference between a good vacation and an extraordinary one! Wander wisely in Islesboro by knowing a few basic facts about it before you go.

If you journey 9 miles (14 kilometers) southeast of Belfast, or 18 miles (29 kilometers) northeast of Rockland, you'll wind up in Islesboro.

Eager to meet a few locals? That shouldn't be too difficult. 600 people call this area of Maine home.

Places to visit in Islesboro

Fort Madison State Park is a beautiful spot to relax in if you've had enough of wandering around town. Find a seat, plop yourself down and rest your weary bones. Need some more ideas? Admire Dyce Head Lighthouse, a long-standing tower whose beam has lit a path through wild weather and crashing waves for years. But there's more. If you're interested in learning about the local area's history through its buildings, stick Schoolhouse Museum on your hit list. Make sure you stop and read any signs or plaques which tell the intriguing stories behind it.

Where do you fly into for Islesboro?

The thrill of exploring a new destination never gets old. Once you've safely arrived at Bangor International Airport (BGR), the main hubs of Islesboro will be only 35 miles (56 kilometers) from here.

Frequently asked questions

How much are vacation packages to Islesboro?
You'll be pleasantly surprised — you can recharge your batteries in Islesboro for as little as CA $516. Let Travelocity save you money and stress with our awesome vacation package deals. With flights, hotels and experiences all available at our one-stop shop, why wait?
Where can I get the best vacation package deals for Islesboro?
No matter your adventure, Travelocity can help you score the perfect Islesboro package deal. The only thing you need to do is select a combination from our 400 airlines and 665,000 worldwide properties.
Why should I purchase my Islesboro vacation package with Travelocity?
Because life is one incredible journey, and we have everything you could hope for to get you on your way. With our first-rate service and Price Match Guarantee, you can book with confidence. What's more, you can rest easy while you're away knowing we're always available to chat via our round-the-clock support.
Can I save money on my Islesboro car rental if I combine it with my hotel or flight?
Combining your flight, car and hotel into an Islesboro vacation package is an excellent way to land the best prices. Plus, having your own wheels gives you the freedom to make your way to all those amazing sights you'd like to explore. Located 190 kilometersfrom Islesboro, Mount Washington State Park is one place that should be on your can't-miss list. Buckle up and make a day trip of it.
What is the best time of year to go to Islesboro?
are the most popular months for travelers to visit, while are typically quieter. If you're traveling with a limited budget, contemplate visiting around . is typically the priciest time to drop by.
Which airport is best for Islesboro?
It's very likely you'll be arriving at Bangor, ME (BGR-Bangor Intl.), situated 55 kilometersnorth of inner Islesboro. Rockland, ME (RKD-Knox County Regional) (35 kilometersaway from central Islesboro) and Augusta, ME (AUG-Augusta State) (69 kilometersaway from central Islesboro) are your other options.
Where should I stay when visiting Islesboro?
The Modern and Spacious Ocean Front Home is popular with many travelers. Book now before it's too late.
Can I go on vacation to Islesboro at this time?
Don't take off to Islesboro without the facts about travel restrictions and quarantine policies. Travelocity's Covid-19 Travel Advisor will fill in the blanks. It has all the information you need to make your flight and vacation as stress-free as possible.

Photos of local treasures

Browse Islesboro vacation photos for more inspiration

A calm lake with a dock, boats, and a forested shoreline.