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Tenants Harbor Vacation Packages

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A wooden pier leading to a lighthouse at sunset.

Tenants Harbor
Maine
United States of America
North America
Hotwire.com

Tenants Harbor Flight + Hotel Packages

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

Trade Winds on the Bay

3.5 out of 5

Price was $695, price is now $578 per person

$578

per person

Oct 1 - Oct 4

found 21 hours ago

Roundtrip flight included

Chicago (CHI) 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.

Had a balcony and was sitting on, the people above us dumped his cooler on his balcony and I was soaked. Then we got back to the room around 11:00 pm and the kids were running a marathon. It started again this morning around 7:00 am. The marathon never stopped till we left. The view was great.

Reviewed on Jul 14, 2026

Harborline Hotel

3 out of 5

Price was $737, price is now $641 per person

$641

per person

Oct 1 - Oct 4

found 21 hours ago

Roundtrip flight included

Chicago (CHI) 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 Samoset Resort Golf Course and Maine Lighthouse Museum are located nearby.

The staff were so pleasant and helpful! The location is great.

Reviewed on Jul 12, 2026

Glen Cove Inn & Suites

2.5 out of 5

Price was $868, price is now $756 per person

$756

per person

Aug 14 - Aug 19

found 14 hours ago

Roundtrip flight included

Chicago (CHI) to Rockland (RKD)

Stay at this motel in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Samoset Resort Golf Course and Oakland Park Bowling Lanes are located nearby.

Breakfast on the deck is available every day including hard-boiled eggs, make-you-own waffles, oatmeal, several types of coffee, and other items; so a good variety. The rooms are clean.

Reviewed on Jul 13, 2026

The Craignair Inn & Restaurant

3.5 out of 5

Price was $852, price is now $752 per person

$752

per person

Oct 1 - Oct 4

found 21 hours ago

Roundtrip flight included

Chicago (CHI) to Rockland (RKD)

Book a stay at this beach inn in Spruce Head. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tenants Harbor Marina and Birch Point Beach are located nearby.

Synday brunch was very good

Reviewed on Dec 22, 2025

The Country Inn at Camden Rockport

2.5 out of 5

Price was $1,030, price is now $951 per person

$951

per person

Aug 14 - Aug 19

found 14 hours ago

Roundtrip flight included

Chicago (CHI) to Rockland (RKD)

Book a stay at this business-friendly hotel in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Samoset Resort Golf Course and Golfer's Crossing Mini Golf are located nearby.

Beautiful, clean, comfortable hotel! We will definitely stay again.

Reviewed on Jul 11, 2026