Deals on vacations and trips to Islesboro

Save when you book Islesboro package deals

Choose two or more items and save on your trip:

Islesboro flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
Save 100% on your flight
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Bangor (BGR)
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
3Bedroom2Bath CarriageHouse Pet Friendly

3Bedroom2Bath CarriageHouse Pet Friendly

3.5 out of 5
Save 100% on your flight
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
This vacation home includes a garden and barbecue grills. Take advantage of the free self parking.
Eden Village Motel & Cottages

Eden Village Motel & Cottages

2.5 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls, an off-leash area, and pet-sitting services. A terrace, a picnic area, and express check-out are also on offer.
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 11
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
This aparthotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and laundry facilities are also provided.
Sand Bar Cottage Inn

Sand Bar Cottage Inn

3 out of 5
Save 100% on your flight
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Bangor (BGR)
A bar/lounge and a 24-hour front desk are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.

Top Islesboro hotels deals

Island log home in Maine with ocean views

Island log home in Maine with ocean views

Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

3 out of 5
159 Searsport Avenue, Belfast, ME
$211 nightly
The price is $231 total per night
$231 total
Aug 20 - Aug 21
Total includes taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. There's a sauna on site, and a 24-hour front desk and a terrace are also provided.
Pool
Hot Tub
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way, Rockport, ME
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $217 total per night
$217 total
Sep 2 - Sep 3
Total includes taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $174 total per night
$174 total
Aug 13 - Aug 14
Total includes taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Express check-out and luggage storage are also provided.
Breakfast included
Pet friendly
Belfast Harbor Inn

Belfast Harbor Inn

3.5 out of 5
91 Searsport Ave, Belfast, ME
$205 nightly
The price is $224 total per night
$224 total
Sep 2 - Sep 3
Total includes taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Fort Knox Park Inn

Fort Knox Park Inn

2 out of 5
64 Main St, Bucksport, ME
$180 nightly
The price is $196 total per night
$196 total
Aug 13 - Aug 14
Total includes taxes and fees
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Islesboro
View all properties
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.

Popular places to visit

Warren Island State Park

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

Warren Island State Park

Frequently asked questions

How much are vacation packages to Islesboro?
Adventures are calling in Islesboro, with Travelocity vacation packages starting from as low as $588. Including hotels and flights, these great deals make it really easy to see every corner of the world.
Where can I get the best vacation package deals for Islesboro?
With around 400 airlines and 1,000,000 hotels across the world, it's hard to go past Travelocity. Take advantage of our impressive range and score an incredible package deal to Islesboro. Don't you love it when traveling is that easy?
Why should I book my Islesboro vacation bundle via Travelocity?
Whether you're in search of the ultimate unplugged escape or you crave the hustle and bustle of the big smoke, booking everything with Travelocity saves you time, money and hassle. No need to comb through countless websites looking for the best deal — our Price Match Guarantee ensures you'll always get the lowest price, and our professional customer service experts are available 24/7 should you need anything at all.
Can I save money on my Islesboro car rental if I bundle it with hotels and flights?
With an Islesboro vacation package, you can combine your car, flight and hotel bookings and save loads. If you want to see the best of this fabulous city, why not make a beeline for Mount Washington State Park? This popular attraction is 120 mi from Islesboro. With your own rental car, you'll be there belong long.
What is the best time of year to go to Islesboro?
April, May and June is high season here, while November, December and January are more quiet. If your bank balance is your top consideration, try to avoid traveling during as it's typically the most expensive time. The cheapest month to explore this part of the world is .
Which airport is best for Islesboro?
For many, a stay in Islesboro means passing through Bangor Intl. Airport (BGR). This busy airport sits 35 mi north of the downtown area. You could also fly into Knox County Regional Airport (RKD) (18 mi away from central Islesboro) or Augusta State Airport (AUG) (45 mi away from central Islesboro).
What is there to do in Islesboro?
You'll find some fantastic photo opportunities at Warren Island State Park, one of the most popular attractions in Islesboro. There's a whole lot more to discover in this great city, so give yourself enough time to visit some of its lesser-known gems.
Where should I stay when visiting Islesboro?
Many travelers opt to spend their nights at the The Sea Box Island Retreat. Enjoy Ocean Views With Wooded Privacy. It's sure to be a great base for your Islesboro getaway.

Photos of local treasures

Browse Islesboro vacation photos for more inspiration

Photo by Colleen Johnson
Photo by Colleen Johnson