
Sears Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Sears Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Trade Winds on the Bay
Price was CA $704, price is now CA $657 per person
CA $657
per person
Aug 14 - Aug 16
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
8.6/10 Excellent! (411 reviews)
Everything was very nice. Everyone was very pleasant. The only thing I will say unfortunately the screen on our sliding door blew off during the windstorm we were there the weekend. It was very foggy about a week ago, and when you walked in to the building the hallway kind of reminded me of a con bless in Home smell in our room was a very musty smell, but otherwise the day was fine. The coffee was amazing and the people were amazing what I stay there again possibly
Reviewed on Jun 20, 2026

Harborline Hotel
Price was CA $2,892, price is now CA $2,061 per person
CA $2,061
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rockland (RKD)
7.6/10 Good! (266 reviews)
Soap and shampoo poor quality/quantity. No response for light bulb replacement. Breakfast not as advertised. satisfactory for budget minded people.
Reviewed on Jun 19, 2026

The Craignair Inn & Restaurant
Price was CA $2,805, price is now CA $2,279 per person
CA $2,279
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Sears Island Hotel Deals

Colonial Gables Oceanfront Village
7 Eagle Avenue Belfast ME
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Jun 29 to Jun 30
CA $192
CA $210 total
Jun 29 - Jun 30
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"I would suggest higher quality bedspreads and taller deck chairs. When sitting on the deck chairs, the railing is at eye level and blocks the entire view. I had to stand to enjoy the beautiful view."
Reviewed on Jun 25, 2026

Belfast Harbor Inn
91 Searsport Ave Belfast ME
Fully refundableReserve now, pay when you stay
The price is CA $269 per night from Jun 28 to Jun 29
CA $269
CA $293 total
Jun 28 - Jun 29
includes taxes & fees
9.6/10 Exceptional! (1,007 reviews)
"Awesome awesome awesome awesome"
Reviewed on Jun 25, 2026

Whitehall
52 High St. Camden ME
The price is CA $253 per night from Jul 9 to Jul 10
CA $253
CA $276 total
Jul 9 - Jul 10
includes taxes & fees
9.2/10 Wonderful! (633 reviews)
"I had never been to Camden and what a treat I was missing out on! The Whitehall Inn is beautiful, cozy and clean! The staff was wonderful and helpful. I loved the cozy room with great air - the bed was great - I slept so well. I loved the firepit - what a wonderful place and reasonably priced!"
Reviewed on Jun 26, 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.
What to do in Sears Island
Explore a world of travel with Expedia
- B&B in Bayside
- Chalets in Bayside
- Guest Houses in Bayside
- Bayside Hotels
- Farmstay in Belfast
- Aparthotels in Belfast
- B&B in Belfast
- Cabin Rentals in Belfast
- Chalets in Belfast
- Guest Houses in Belfast
- Hotels near Belfast Harbor
- Hostels in Belfast
- Beach Hotel Hotels in Belfast
- Boutique Hotels in Belfast
- Cheap Hotels in Belfast
- Family Hotels in Belfast
- Historic Hotels in Belfast
- Hotels with a Pool in Belfast
- Hotels with Bar in Belfast
- Hotels with Free Breakfast in Belfast
- Hotels with Hot Tubs in Belfast
- Hotels with an Indoor Pool in Belfast
- Hotels with Kitchenettes in Belfast
- Lgbt Friendly Hotels in Belfast
- Luxury Hotels in Belfast
- Oceanfront Hotels in Belfast
- Shopping Hotels in Belfast
- Spa Hotels in Belfast
- Belfast Hotels
- Inns in Belfast
- Lodges in Belfast
- Motels in Belfast
- B&B in Castine
- Chalets in Castine
- Beach Hotel Hotels in Castine
- Boutique Hotels in Castine
- Cheap Hotels in Castine
- Luxury Hotels in Castine
- Pet-Friendly Hotels in Castine
- Romantic Hotels in Castine
- Castine Hotels
- Inns in Castine
- Lodges in Castine
- Motels in Castine
- Waldo County Hotels
- Cottages in Harborside
- Harborside Hotels
- Villas in Harborside
- Hotels near Main Street
- Hotels near Maine Maritime Academy
- B&B in Sandy Point
- Chalets in Sandy Point
- Guest Houses in Sandy Point
- Sandy Point Hotels
- Inns in Sandy Point
- Lodges in Sandy Point
- B&B in Searsport
- Pet-Friendly Hotels in Searsport
- Winery Hotels in Searsport
- Searsport Hotels
- Motels in Searsport
- Cabin Rentals in Stockton Springs
- Luxury Hotels in Stockton Springs
- Stockton Springs Hotels
- Motels in Stockton Springs
- Bangor Vacations
- Barrett's Cove Public Beach
- Belfast City Park
- Belmont Vacations
- Blue Hill Bay Gallery
- Brooks Vacations
- Camden Vacations
- Cascade Park
- Cross Insurance Center
- Eddington Vacations
- Fort Knox State Historic Site
- Garland Farm
- Grand Theatre
- Hollywood Casino at Bangor
- Lawson's Quarry
- Megunticook Lake
- Mount Desert Island Vacations
- Mount Hope Cemetery
- Orland Vacations
- Owls Head Lighthouse
- Owls Head Vacations
- Penobscot Narrows Bridge and Observatory
- Rockland Breakwater Lighthouse
- Rockland Harbor Park
- Rockland Vacations
- Samoset Resort Golf Course
- Seacoast Fun Park
- Telephone Museum
- The Sports Arena
- Wild Acadia Fun Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








