
Rackliff Island Vacations from $745
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The Latest Rackliff Island vacation packages
Price found within the past 48 hours. Click for updated prices.

Trade Winds on the Bay
Price was $936, price is now $745 per person
$745
per person
Jul 1 - Jul 5
found 16 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Rockland (RKD)
8.6/10 Excellent! (381 reviews)
Excellent customer service. Great location. Unique room layout that worked pretty well for our needs. Cleanliness could be improved as well as some updates and repairs. Our bathtub and mini fridge were very dated. The gym also needs a complete upgrade. Good value for the area, but rates could have been cheaper as things were still closed for the season.
Reviewed on May 4, 2026


Glen Cove Inn & Suites
Save 100% on your flight
Price was $1,846, price is now $1,439 per person
$1,439
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Rockland (RKD)
9.4/10 Exceptional! (1,000 reviews)
Adorable place. I had a back deck on a little pond with distant ocean views. Nice and clean. Helpful staff.
Reviewed on May 8, 2026

The Craignair Inn & Restaurant
Price was $1,528, price is now $1,249 per person
$1,249
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Rockland (RKD)
9.2/10 Wonderful! (200 reviews)
No TVs, no alarm clocks, no microwaves, no mini fridge = No superfluous stuff cluttering up the room with noise and light! Light, in fact, was my only real issue because it's an old inn and the door to our room had a gap at the top so when the motion sensor hall light came on (and stayed on for a long time) after anyone came upstairs, it was pretty bright. However, I pack a sleep mask because most places have an obnoxious amount of tech-related lights, so not a big deal. Still, this was by far the coziest, quietest, comfiest place we've stayed maybe ever. LOVED the spectacular view from our room (St George) and from the dining area. REALLY LOVED that we could walk across the causeway and take in the surroundings/stretch our legs without needing a car. Came at the wrong time of year to have dinner there, but greatly appreciated that the website and room guides listed lots of other options (mostly in Rockland, which is an easy trip with other fun stops along the way.) Breakfast was lovely. I've never liked grits in my life, but lemon and thyme do something magical for them. And the Craignair did something magical for us. I miss it already! THANK YOU!!
Reviewed on Nov 17, 2025

East Wind Inn on the Water
Price was $908, price is now $801 per person
$801
per person
Jul 1 - Jul 5
found 16 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Rockland (RKD)
9.4/10 Exceptional! (128 reviews)
The inn was charming and the staff warm, friendly and helpful. The included breakfast was satisfying in a dining room overlooking an iconic Maine harbor. We wished we could have stayed more than one night.
Reviewed on Oct 7, 2025
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Camden Riverhouse Hotel
11 Tannery Lane Camden ME
$139 nightly
The price is $152 total per night from May 10 to May 11
$152 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
Great location, close walking distance to everything!
Reviewed on May 2, 2026

The Country Inn at Camden Rockport
8 Country Inn Way Rockport ME
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $141 total per night from May 10 to May 11
$141 total
May 10 - May 11
Total with taxes and fees
9.6/10 Exceptional! (1,005 reviews)
Breakfast was great. Staff was friendly and helpful. All the furniture in my room was uncomfortable. The shower was open around the pipe in the wall and wobbly. Elevator was reserved for freight, had to drag my luggage up the stairs. The floors in my room were sticky and dirty. No comfortable common ...
Reviewed on May 7, 2026

Trade Winds on the Bay
2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $110 total per night from May 10 to May 11
$110 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (381 reviews)
Excellent customer service. Great location. Unique room layout that worked pretty well for our needs. Cleanliness could be improved as well as some updates and repairs. Our bathtub and mini fridge were very dated. The gym also needs a complete upgrade. Good value for the area, but rates could have ...
Reviewed on May 4, 2026
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.
Find the Best Rackliff Island Vacation Packages
Rackliff Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Knox County Regional Airport (RKD) |
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