
Sears Island Vacations from $355
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The Latest Sears Island vacation packages
Price found within the past 48 hours. Click for updated prices.


Trade Winds on the Bay
Save 100% on your flight
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Rockland (RKD)
8.4/10 Very Good! (245 reviews)
It was very hands off-- you go, retrieve your key from the lock box and let yourself in.
But it is a gorgeous old building built like a fancy plantation - castle, in the middle of a small coastal town in pristine Maine, with a pool and a fitness center. I didn't realize it at first, but my room had a hallway to another living room area, with a balcony to sit and watch the sunrise from. Wow!
Yeah, it's a great place.
Reviewed on Aug 14, 2025

Homeport Inn and Tavern
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
9.8/10 Exceptional! (283 reviews)
This beautiful antique mansion was the perfect place to begin exploring. Convenient to many attractions. Onsite tavern was a bonus. Breakfasts were perfect.hard to find charm and great hospitality.
Reviewed on Aug 13, 2025

Glen Cove Inn & Suites
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
9.4/10 Exceptional! (943 reviews)
We’ve stayed at Glen Cove numerous times in the past decade and we love it. The rooms are lovely, spacious, clean, with decks. Heated pool. Overlooks the ocean. The owners are super sweet.
Reviewed on Aug 14, 2025

The Craignair Inn & Restaurant
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Rockland (RKD)
9/10 Wonderful! (187 reviews)
Delightful, historical inn right next to Clark Island Preserve. Lovely wee walks on the shore and to the old quarry. Minimal light pollution at night allows for terrific stargazing. Rooms are on the small side, but thoughtfully designed. Included breakfast was delicious, with fresh made biscuits and a nice selection of offerings. Only slight negative is the slow WiFi, but maybe it's okay to take a break from streaming and read a book!
Reviewed on Jul 28, 2025
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See all available trips from Columbus to Sears Island
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Moose Point State Park
4.5/5(4 reviews)
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
5/5(1 review)
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

Fireside Inn & Suites - Belfast
159 Searsport Avenue, Belfast, ME
Fully refundableReserve now, pay when you stay
$201 nightly
The price is $219 total per night from Sep 1 to Sep 2
$219 total
Sep 1 - Sep 2
Total includes taxes and fees
8.8/10 Excellent! (865 reviews)
"The grounds were lovely with beautiful flowers, lawn games and an ocean view. The location is convenient to Belfast and points north or south on route one. Dogs are frequent guests at the inn, so bear that in mind. The manager was responsive and thorough with an issue that arose. I was pleased with ..."
Reviewed on Aug 14, 2025

Belfast Harbor Inn
91 Searsport Ave, Belfast, ME
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $234 total per night from Sep 15 to Sep 16
$234 total
Sep 15 - Sep 16
Total includes taxes and fees
9.6/10 Exceptional! (1,004 reviews)
"The room was clean and quiet. No noisy A/C. Bed was wonderful and great view of of the bay. Plus wonderful indoor and outdoor pool."
Reviewed on Aug 11, 2025

Fort Knox Park Inn
64 Main St, Bucksport, ME
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $196 total per night from Aug 17 to Aug 18
$196 total
Aug 17 - Aug 18
Total includes taxes and fees
8.8/10 Excellent! (694 reviews)
"It is an older hotel, but we didn’t care if it was updated or not. The lady at the front desk was a wealth of information . The views are amazing daylight but evening was spectacular!! Wow!! Definitely spend the money and get the views!! Definitely would stay again!"
Reviewed on Aug 14, 2025
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.
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- Searsport Hotels
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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
- Wilson Museum
- Belfast City Park
- Visit Castine
- Northern Lights Gallery
- Coyote Moon
- Belfast Armistice Bridge
- Visit Sandy Point
- Waterfall Arts
- Visit Belfast
- Car rentals near Searsport
- Budget Rental Cars in Searsport
- Car rentals near Stockton Springs
- Car rentals near Perry's Nut House
- Car rentals near Maine Maritime Academy
- Car rentals near Main Street
- Car rentals near Castine
- Thrifty Car Rental Rental Cars in Castine
- Car rentals near Sandy Point
- Car rentals near Belfast Harbor
- Car rentals near Bayside
- Car rentals near Northern Lights Gallery
- Car rentals near Belfast
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.