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Islesboro Vacation Packages

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

Islesboro
Maine
United States of America
North America
Hotwire.com

Islesboro Flight + Hotel Packages

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

Harborline Hotel

3 out of 5

Price was $488, price is now $440 per person

$440

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Rockland (RKD)

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 Maine Lighthouse Museum and Project Puffin Visitor Center are located nearby.

The Inn on Mount Desert

3 out of 5

Price was $1,391, price is now $1,196 per person

$1,196

per person

Dec 13 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to Bangor (BGR)

Book a stay at this family-friendly hotel in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are located nearby.

The Pathmaker Hotel

2 out of 5

Price was $1,148, price is now $991 per person

$991

per person

Dec 18 - Dec 23

found 24 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Bangor (BGR)

Stay at this hotel in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are located nearby.

Hollywood Casino Bangor

3 out of 5

Price was $1,102, price is now $990 per person

$990

per person

Dec 18 - Dec 23

found 24 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Bangor (BGR)

Book a stay at this business-friendly hotel in Bangor. Enjoy a casino, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Cross Insurance Center and Maine Savings Amphitheater are located nearby.

Pine Tree Trail Lodge

3 out of 5

Price was $1,373, price is now $1,248 per person

$1,248

per person

Jan 4 - Jan 8

found 23 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Bangor (BGR)

Book a stay at this spa B&B in Pittsfield. Enjoy free parking, a full-service spa, and a garden. Popular attraction JW Parks Golf Course is located nearby.

The Primrose

3 out of 5

Price was $666, price is now $621 per person

$621

per person

Dec 11 - Dec 13

found 19 hours ago

Roundtrip flight included

Tampa (TPA) to Bangor (BGR)

Book a stay at this golf B&B in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are located nearby.

So adorable, breakfast was enjoyable, it was a nice walk to the downtown area although it’s not very well lit at night so FYI, you may want to bring a flashlight if you plan on being out after sunset. The beds were really comfortable, we enjoyed the extra plush robes and fancy local soap. The staff was all really nice – it was exactly the experience we were hoping for.

Reviewed on Nov 2, 2026

Hotel Ursa

4 out of 5

Price was $840, price is now $785 per person

$785

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to Bangor (BGR)

Stay at this hotel in Orono. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Bangor Mall and Hudson Museum are located nearby.

Ursa is a great! Right on campus and so unique. Always our first choice when in Orno

Reviewed on Nov 5, 2026

Trade Winds on the Bay

3.5 out of 5

Price was $606, price is now $577 per person

$577

per person

Dec 11 - Dec 13

found 1 day ago

Roundtrip flight included

Tampa (TPA) 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 Project Puffin Visitor Center and Maine Lighthouse Museum are located nearby.