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Waldoboro Vacation Packages

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A calm lake with a buoy in the center, surrounded by a dense forest and a misty shoreline.

Waldoboro
Maine
United States of America
North America
Hotwire.com

Waldoboro Flight + Hotel Packages

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

Harborline Hotel

3 out of 5

Price was $848, price is now $792 per person

$792

per person

Dec 7 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) 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.

Greenleaf Inn

2 out of 5

Price was $1,226, price is now $1,085 per person

$1,085

per person

Dec 7 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Augusta (AUG)

Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and a marina. Popular attractions Coastal Maine Botanical Gardens and Burnt Island Living Lighthouse are located nearby.

Cozy Keyes Cottage-family-friendly Amazing Views

3.5 out of 5

Price was $2,222, price is now $1,992 per person

$1,992

per person

Dec 22 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Augusta (AUG)

Stay at this vacation home in Winthrop. Enjoy free parking, a garden, and bathrobes. Popular attractions Augusta Country Club and Little Cobbossee Lake are located nearby.

Pressey House Lakeside Bed & Breakfast

3 out of 5

Price was $1,602, price is now $1,437 per person

$1,437

per person

Dec 22 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Augusta (AUG)

Stay at this B&B in Oakland. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tree Spirits and Gordon Center For Creative & Performing Arts are located nearby.

Very charming place with great breakfast and beautiful lake

Reviewed on Oct 4, 2026

Sunset Chalet-amazing Views Private hot tub

3 out of 5

Price was $1,612, price is now $1,487 per person

$1,487

per person

Dec 7 - Dec 11

found 1 hour ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Augusta (AUG)

Stay at this vacation home in Belgrade. Enjoy free parking, a garden, and air conditioning. Popular attractions Messalonskee Lake and Belgrade Lakes Chain are located nearby.

Admirals Quarters Inn

2 out of 5

Price was $1,302, price is now $1,206 per person

$1,206

per person

Dec 7 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Augusta (AUG)

Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Coastal Maine Botanical Gardens and Burnt Island Living Lighthouse are located nearby.

Red Cedar Haven in Sidney

2 out of 5

Price was $2,710, price is now $2,516 per person

$2,516

per person

Dec 22 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Augusta (AUG)

Stay at this vacation home in Augusta. Enjoy free parking. Popular attractions Messalonskee Lake and Belgrade Lakes Chain are located nearby.