Sears Island Vacation Packages

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Top Sears Island Vacation Deals

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

Harborline Hotel

3 out of 5
Price was CA $1,195, price is now CA $1,107 per person
CA $1,107
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Rockland (RKD)
7.6/10 Good! (124 reviews)
Great location and friendly staff

Reviewed on Aug. 22, 2025

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Price was CA $1,283, price is now CA $1,194 per person
CA $1,194
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Rockland (RKD)
8.4/10 Very Good! (250 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

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
Price was CA $1,213, price is now CA $1,188 per person
CA $1,188
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Rockland (RKD)
9.4/10 Exceptional! (955 reviews)
Check-in was easy, the room was clean and included a small refrigerator and coffee maker, and the breakfast was perfect. We thoroughly enjoyed our visit and would not hesitate to stay here again.

Reviewed on Aug. 20, 2025

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
Price was CA $1,305, price is now CA $1,280 per person
CA $1,280
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Rockland (RKD)
9/10 Wonderful! (188 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

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was CA $1,304, price is now CA $1,279 per person
CA $1,279
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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

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Sears Island Hotel Deals

Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

3 out of 5
159 Searsport Avenue, Belfast, ME
Fully refundableReserve now, pay when you stay
The price is CA $302 per night from Aug 24 to Aug 25
CA $302
CA $329 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (873 reviews)
"The rooms are large and it is nice that the bedroom area is away from the windows. Beautiful views and home base to explore the beauty of coastal Maine!"

Reviewed on Aug. 20, 2025

Fireside Inn & Suites - Belfast
Colonial Gables Oceanfront Village

Colonial Gables Oceanfront Village

2.5 out of 5
7 Eagle Avenue, Belfast, ME
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Sep 1 to Sep 2
CA $210
CA $229 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"This is a nice motel on a hill overlooking the water. Cabins are available. Great time wss being had by the kids on the beach and in the playground. Quiet area."

Reviewed on Aug. 21, 2025

Colonial Gables Oceanfront Village
Belfast Harbor Inn

Belfast Harbor Inn

3.5 out of 5
91 Searsport Ave, Belfast, ME
The price is CA $321 per night from Sep 7 to Sep 8
CA $321
CA $350 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
"The breakfast was very unique as I’ve never seen quiche served at a motel"

Reviewed on Aug. 18, 2025

Belfast Harbor Inn
See all 922 properties in Sears Island
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.
All Inclusive Vacations
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Frequently asked questions

How much does a Sears Island vacation package cost?
We make it easy to travel the world, with Sears Island vacation packages starting from as low as CA $1,107. You'll have the flexibility to bundle your favorite airlines, hotels and car rental. For the ultimate escape, why not add a couple of tours and activities to your travel itinerary?
How do I get a cheap travel package to Sears Island?
Combine your hotel and flight bookings, throw in extras such as activities, and save with a Sears Island vacation package. You won't just land wonderful discounts on your adventure — you'll have plenty of choice too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels all over the world. Your next epic adventure begins right here, right now!
How far in advance should I book my Sears Island vacation?
Savvy travelers often reserve their seats as early as possible. You can generally browse through international airfares on Expedia up to 12 months before your intended flight. If you're booking at the last minute, don't despair. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia Sears Island travel package include?
Flights, hotels and rental cars — we've got them covered. With Expedia, you can create your Sears Island travel package the way you want. All you have to do is figure out just what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking a Sears Island travel package?
You'll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and unlock great discounts. You're not limited to hotels, however. Book with us and choose from island villas, creek-side mountain cabins and even castles and houseboats!
Can I choose my airline with a Sears Island Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You're the boss! We have more than 550 airline partners globally, so you have loads of choice when creating your Sears Island getaway.
If I'm not able to travel, can I cancel my Sears Island vacation package?
Whether it's your hotel or flight, yes, you can cancel or amend it. Locked in your Sears Island vacation package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may incur a charge from your hotel, airline or car rental company. For more details, head to our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.