
Sears Island Vacations from $621
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The Latest Sears Island vacation packages
Price found within the past 48 hours. Click for updated prices.

Captain Sweetser's Inn
Price was $762, price is now $621 per person
$621
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Rockland (RKD)
10/10 Exceptional! (130 reviews)
Wonderful stay at a lovely historic property. The room was very nice with a view of Penobscot Bay.
The hosts were very friendly and knowledgeable about the local history and community.
Reviewed on Oct 21, 2025

Harborline Hotel
Price was $923, price is now $765 per person
$765
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Rockland (RKD)
7.6/10 Good! (256 reviews)
No clock, no inside chair, no telephone to contact desk, no coffee maker. Coffee not available until 7:am. Missing room fire alarm. Good porch table and 2 chairs. Bad, porch had easy access from porches from rooms on both sides. Price reasonable. Step it up and I would highly recommend. Great location.
Reviewed on Jun 4, 2026

Trade Winds on the Bay
Price was $830, price is now $698 per person
$698
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Rockland (RKD)
8.6/10 Excellent! (394 reviews)
Visiting my son in the Coast Guard… Great trip. Last time I came I stayed at a different hotel (won't mention who) but this was much better. Thanks again.
Reviewed on Jun 2, 2026

The Craignair Inn & Restaurant
Price was $1,191, price is now $1,006 per person
$1,006
per person
Aug 27 - Aug 30
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

Glen Cove Inn & Suites
Price was $861, price is now $740 per person
$740
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Rockland (RKD)
9.4/10 Exceptional! (1,004 reviews)
Good location. Nice view. Loved the small deck/patio on each room and the green space.
Reviewed on Jun 3, 2026
Don't see what you're looking for?
See all available trips from Columbus to Sears Island
View all tripsDiscover the most popular places to visit in Sears Island
Moose Point State Park
You can take time to visit Moose Point State Park during your travels to Searsport. Wander the seaside and beautiful beaches in the area.
Penobscot Marine Museum
You can spend time browsing the exhibits at Penobscot Marine Museum during your trip to Searsport. Wander the seaside and beautiful beaches in the area.
Sears Island Hotel Deals

Camden Riverhouse Hotel
11 Tannery Lane Camden ME
$179 nightly
The price is $195 total per night from Jun 6 to Jun 7
$195 total
Jun 6 - Jun 7
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"Great breakfast and good sized room. Clean room. Beds were a little firm but it was a great inn and I would stay again."
Reviewed on Jun 4, 2026

Colonial Gables Oceanfront Village
7 Eagle Avenue Belfast ME
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $148 total per night from Jun 7 to Jun 8
$148 total
Jun 7 - Jun 8
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
"If we could give more than an “excellent” rating we would. Attention to detail, clean, comfortable … not one thing wrong."
Reviewed on Jun 3, 2026

Belfast Harbor Inn
91 Searsport Ave Belfast ME
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $160 total per night from Jun 11 to Jun 12
$160 total
Jun 11 - Jun 12
Total with taxes and fees
9.6/10 Exceptional! (1,004 reviews)
"Complimentary breakfast per person including a homemade quiche and baked good of choice. Very tasty"
Reviewed on May 31, 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 Sears Island Vacation Packages
Sears Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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- Searsport Vacations
- Penobscot Marine Museum
- Visit Searsport
- Moose Point State Park
- Stockton Springs Vacations
- Visit Stockton Springs
- Perry's Nut House
- Maine Maritime Academy
- Main Street
- Fort Madison State Park
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


















