Sears Island Vacation Packages 2026 from $821

Sears Island flight + hotel vacation packages

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

Trade Winds on the Bay

$821

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Rockland (RKD)

This aparthotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and laundry facilities are also provided.

Harborline Hotel

$1,013

per person

Oct 9 - Oct 11

found 20 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Rockland (RKD)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Express check-out and luggage storage are also provided.

Homeport Inn and Tavern

$1,149

per person

Oct 9 - Oct 11

found 20 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Rockland (RKD)

A restaurant and a bar/lounge are featured at this inn. A terrace, a garden, and a library are also on offer.

The Craignair Inn & Restaurant

$1,194

per person

Oct 9 - Oct 11

found 20 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Rockland (RKD)

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

3 Bedroom 2 1/2 Bath Apartment With Views of Rocklan

$1,753

per person

Oct 9 - Oct 11

found 20 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Rockland (RKD)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.

Top Sears Island hotels deals

Belfast Harbor Inn

91 Searsport Ave Belfast ME

Free Cancellation

Reserve now, pay when you stay

$171 nightly

$186 total

Sep 13 - Sep 14

Total with taxes and fees

This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.

Pool

Hot Tub

Colonial Gables Oceanfront Village

7 Eagle Avenue Belfast ME

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$156 total

Oct 6 - Oct 7

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.

On private beach

Pet friendly

Fireside Inn & Suites - Belfast

159 Searsport Avenue Belfast ME

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$166 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. There's a sauna on site, and a 24-hour front desk and a terrace are also provided.

Pool

Hot Tub

Whitehall

52 High St. Camden ME

$245 nightly

$267 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel features free self parking and free WiFi in public areas. Enjoy the free self-serve breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

Breakfast included

Parking included

Cedar Crest Inn

115 Elm Street Camden ME

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$104 total

Sep 7 - Sep 8

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. There's an outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

Fort Knox Park Inn

64 Main St Bucksport ME

Free Cancellation

Reserve now, pay when you stay

$176 nightly

$192 total

Sep 10 - Sep 11

Total with taxes and fees

Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.

Parking included

Free WiFi

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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.

Frequently asked questions

How much are vacation packages to Sears Island?

An amazing $821 package deal can be booked for your upcoming visit to Sears Island. Why not let Travelocity take all the hassle out of organizing your vacation? The great part about bundling your hotel and flights is that it will save you both money and time. And there's nothing better than extra cash in your pocket!

Where can I get the best vacation package deals for Sears Island?

Travelocity will be able to help you lock in an unbeatable Sears Island package deal. With more than 400 partner airlines and 1,000,000 properties across the globe, we know you'll find one that works for you.

Why should I purchase my Sears Island vacation package via Travelocity?

Because we believe in crafting stress-free vacation experiences. From hotels and flights to car rentals and activities, our packages make traveling a breeze. Our customer care is available 24/7 to make sure you'll never wander alone. We also offer a Price Match Guarantee, so you can lock in your trip knowing you've landed the best deal possible. Find a lower price and we'll match it!