𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chebeague Island (2026)

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Go beyond your typical stay in Chebeague Island

Pet friendly

Apartment

Pool

Condo

Hot tub

Family friendly

Waterpark

Check prices for these dates

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Our top choices for Chebeague Island hotels

A Holiday Inn Express building with a covered entrance, multiple floors, and a clear sky.

A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.

1. Holiday Inn Express Hotel & Suites Freeport by IHG

Freeport

Marvin

S$132

includes taxes & fees

3 Nov - 4 Nov

A hotel room with a bed, bedside tables, a television, and artwork on the wall.

2. Spark by Hilton Freeport

Freeport

Paul

S$127

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with clear blue water, surrounded by large windows offering views of trees and a clear sky.

A spacious lobby with a blue wall, a reception desk, a large mirror, and seating areas with a patterned table and chairs.

An outdoor patio with a row of tables and chairs, a green umbrella, and a wooden fence.

A dining area with a long table, multiple chairs, hanging lights, a fruit bowl, and a wall with a framed picture.

3. Hampton Inn Freeport/Brunswick

Freeport

Steven

S$145

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a sofa, ottoman, and chairs, a kitchen area with a counter and pendant lights, and a large window with curtains.

A hotel room with two beds, a large framed picture of a lighthouse, and a view of boats.

A modern hotel lobby with wooden shelving, a Pepsi refrigerator, and a reception desk.

A modern kitchen with a herringbone wood floor, a central island with bar stools, and a built-in TV shelf.

4. The Freeport Hotel, an Ascend Collection Hotel

Freeport

Margaret

S$130

includes taxes & fees

28 Oct - 29 Oct

A hotel room with a large bed, a desk with a chair, a TV, and a window with curtains.

Outdoor seating with Adirondack chairs, a fire pit, and umbrellas.

A building with a sign reading "L.L.Bean" and a rock waterfall feature in front.

5. Hilton Garden Inn Freeport Downtown

Freeport

Leanne

S$146

includes taxes & fees

5 Nov - 6 Nov

A modern living room with dark blue walls, large windows, and a view of a landscaped garden.

A hotel room with two beds, a desk, and a view of the outdoors.

A hotel room with a large bed, a desk with a chair, a balcony with a view, and a modern design.

A modern living room with a grey sofa, a coffee table, and a decorative plant.

6. Best Western Freeport Inn

Freeport

Robert

S$135

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.

A reception area with a wooden counter, a wall with text, and a vending machine.

An outdoor patio with a fire pit, seating area, and chairs.

7. SpringHill Suites by Marriott Freeport Brunswick

Freeport

Vilma

S$168

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.

A modern bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.

A modern dining area with a dark blue booth seating, wooden ceiling beams, and large windows providing natural light.

A modern lobby with a geometric wall design, seating area, and a large abstract artwork.

8. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

Sharion

S$192

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a large glass conservatory and yellow umbrellas in the garden area.

A cozy living room with a wooden bench, a fireplace, and a large map on the wall.

A stone staircase leading to a white house surrounded by lush greenery and autumnal decorations.

A dining area with a fireplace, a green sofa, and a table set with food and flowers.

9. The Harraseeket Inn & Event House Freeport Downtown

Freeport

Carol

S$180

includes taxes & fees

5 Nov - 6 Nov

An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

A bar area with stools, a counter, and a herringbone-patterned wall.

A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.

10. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Tim

S$167

includes taxes & fees

1 Nov - 2 Nov

A breakfast buffet with pastries, coffee, and condiments.

A hotel room with a large bed, a bedside table, a chair, a window with curtains, and a door.

A reception desk at Econolodge with a wooden finish, a framed picture on the wall, and a clock.

11. Econo Lodge Freeport - Brunswick Area

Freeport

John

S$119

includes taxes & fees

4 Nov - 5 Nov

A modern bar area with a wooden bar counter, black bar stools, and a contemporary light fixture.

A hotel room with a large bed, a sofa, a small table, and a bench. There is a window with a view of the water.

A modern reception area with a central desk, seating arrangements, and large windows offering views of the cityscape.

A modern living room with a sofa, two armchairs, a glass coffee table, and a decorative wall panel.

12. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Paul

S$173

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

A hotel room with a large bed, a desk with a flat-screen TV, a bathroom with a sink and mirror, and a door leading to another room.

A hotel lobby with a sofa, chairs, a TV, and a breakfast sign.

A modern living room with a fireplace, comfortable seating, and a flat-screen TV.

13. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Portland

Joseph

S$113

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a bar counter, seating, and a view of the cityscape.

A modern living room with a grey sofa, a yellow armchair, and a red armchair. There are two floor lamps, a flat-screen TV, and patterned wallpaper.

A pool table with balls, a sofa, and a dining area with chairs and tables.

A modern hotel entrance with a glass facade, outdoor seating, and a well-lit lobby area.

14. Aloft by Marriott Portland Downtown Waterfront ME

Downtown Portland

susan

S$137

includes taxes & fees

1 Nov - 2 Nov

A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

A hotel lobby with a bar area, seating arrangements, and a fireplace.

A large indoor swimming pool with clear water, tiled flooring, and a seating area with chairs and a plant.

A spacious lobby with a high ceiling, large chandeliers, and a mix of seating areas including sofas and armchairs.

15. Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

Jenna

S$188

includes taxes & fees

2 Nov - 3 Nov

A multi-story hotel with a prominent entrance, large windows, and a well-lit facade.

A large indoor swimming pool with a wooden ceiling and tiled walls.

A modern lounge area with a fireplace, seating, and a large window.

A living room with a sofa, a small table, and a window with a view of a bridge and buildings.

16. Hampton Inn Portland Downtown - Waterfront

Downtown Portland

CURTIS

S$161

includes taxes & fees

2 Nov - 3 Nov

A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.

A modern hotel with a dark facade, multiple windows, and a visible sign for 'Hyatt Place'.

A modern hotel room with a large bed, a desk, and a TV.

A bar area with a black countertop, blue bar stools, and a variety of bottles and glasses.

17. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Jeetindra

S$182

includes taxes & fees

2 Nov - 3 Nov

The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.

A restaurant with booths and tables, brick walls, and pendant lighting.

A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.

A modern hotel lobby with a reception desk, a seating area, and a large wall mural.

18. Courtyard Portland Downtown/Waterfront

Downtown Portland

Laura

S$169

includes taxes & fees

1 Nov - 2 Nov

A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.

A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.

A spacious lobby with multiple seating areas, a fireplace, and large windows.

19. Embassy Suites by Hilton Portland Maine

Portland

Andrew

S$176

includes taxes & fees

1 Nov - 2 Nov

A multi-story building with a stone facade, multiple windows, and awnings.

A sign for "The Inn at St. John" with a pineapple emblem.

A hotel room with a bed, a desk, a lamp, a television, and a brick wall.

A hotel lobby with a reception desk, several armchairs, a patterned carpet, and a red wall with framed pictures.

20. Inn at St John Portland In-Town

Valley Street

Tess

S$114

includes taxes & fees

19 Oct - 20 Oct

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Learn more about Chebeague Island

Rent bikes to explore this peaceful island's rocky beaches and historic 1920s inn, where fresh lobster awaits. Take the passenger ferry from Cousins Island for a day trip, then kayak along the quiet coastline or hike wooded trails.

See all hotels in Chebeague Island

A calm harbor with several sailboats anchored in the water.

Top Chebeague Island Hotel Reviews

Inn at St John Portland In-Town

8/10 Good

"The inn itself was beautifully kept. The water pressure was great. There was plenty of hot water except very early in the morning (before 6am). I didn’t walk in the area but if I had too, I wouldn’t feel comfortable in the evening. There was parking behind the hotel and I was lucky to get a spot both nights that I was there otherwise you would have to park in their other lot somewhere around the corner. They had lemon water, fruit, cookies, tea and coffee out all the time. The included breakfast was just an easy grab a toasted bagel and go. Nothing special but it was a nice offer. The beds were soft, the AC worked well and our room was very large. Our room was on the second floor, no elevator and extremely steep steps, but staff was always available to help with bags or luggage. Overall, a very nice stay and less expensive than closer to town."

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent

"The room clean and the property was well kept. The included breakfast was solid for a hotel breakfast. My only complaints would be that we didnt have hand soap which took a few tries to track down because the desk staff was away when we came back late night, the other complaint is the elevator door is scary loud but it functions properly, just something wonky with the door"

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good

"This was my first stay, I was surprised at how nice and big the lobby area was. The hallway to my room smelled really nice, and a staff member was in the hall and asked me if I needed help finding my room. I fly out of Portland often and the airport shuttle is a must. This was the first time I did not have to wait for my arrival pick-up. The young man that was the driver, was the most personable and respectful. He is truly an asset to your organization, I apologize for not getting his name."

Clarion Hotel Portland Airport ME

8/10 Good

"Nice hotel and near the airport."

Portland Regency Hotel & Spa

8/10 Good

"The staff was friendly, and the room was clean. There is a restaurant on site, and the location is fantastic and close to everything."

The Westin Portland Harborview

8/10 Good

"Wonderful, historic building. Clean room. Great staff. Design starting to look a bit dated."

Fireside Inn & Suites Portland

8/10 Good

"S for"

DoubleTree by Hilton Hotel Portland

10/10 Excellent

"I liked that it had an indoor pool, bar and restaurant."

Clarion Pointe South Portland

10/10 Excellent

"L"

More cheap stays in Chebeague Island

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

S$71

4 Nov - 5 Nov

includes taxes & fees

7.2/10 Good! (898 reviews)

Quality Inn & Suites South Portland

738 Main Street South Portland ME

S$90

5 Nov - 6 Nov

includes taxes & fees

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

S$99

4 Nov - 5 Nov

includes taxes & fees

8.4/10 Very good! (2,401 reviews)

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

S$100

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,753 reviews)

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

S$106

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (1,825 reviews)

Inn at St John Portland In-Town

939 Congress St Portland ME

S$114

19 Oct - 20 Oct

includes taxes & fees

8.6/10 Excellent! (1,145 reviews)

Frequently asked questions

What's the best place for a stay in Chebeague Island?

Quality Inn & Suites South Portland, located 13.1 mi (21.2 km) from the heart of Chebeague Island, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel and Clarion Hotel Portland Airport ME. See all available top hotels, or vacation rentals in Chebeague Island.

If I need to cancel my hotel reservation in Chebeague Island, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chebeague Island.

What's the best accommodation option to stay near the beach in Chebeague Island?

Chebeague Island Inn is a top hotel with free WiFi and free bike hire, and it's located close to the beach . See more stays near the beach in Chebeague Island.

What are some accommodation options with pools in Chebeague Island?

Clarion Hotel Portland Airport ME: Hotel located near State Theatre. Provides free self parking, a pool and complimentary wireless Internet access. Clarion Pointe South Portland and Fireside Inn & Suites Portland are a couple of other choices with an on-site pool. View all hotels with pools in Chebeague Island.

What is staying in Chebeague Island like?

Visitors can enjoy all that Chebeague Island has to offer, including the shopping and restaurants. In Chebeague Island, there are 9 hotels and other accommodation options to choose from. Find out more about Chebeague Island.

What should I see while I'm in Chebeague Island?

Places to visit in the wider area include Little John Island Preserve, Wolfe's Neck Woods State Park and Bailey Island Bridge. You'll also find Casco Bay and Sand Beach in the area. Take a look at what more there is to see and do in Expedia's Chebeague Island guide.

What's the seasonal weather like in Chebeague Island?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chebeague Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

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Things to do in South Portland

Chebeague Island Hotels from S$71

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chebeague Island

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chebeague Island hotels

1. Holiday Inn Express Hotel & Suites Freeport by IHG

2. Spark by Hilton Freeport

3. Hampton Inn Freeport/Brunswick

4. The Freeport Hotel, an Ascend Collection Hotel

5. Hilton Garden Inn Freeport Downtown

6. Best Western Freeport Inn

7. SpringHill Suites by Marriott Freeport Brunswick

8. Cambria Hotel Portland Downtown-Old Port

9. The Harraseeket Inn & Event House Freeport Downtown

10. Residence Inn by Marriott Portland Downtown/Waterfront

11. Econo Lodge Freeport - Brunswick Area

12. AC Hotel Portland Downtown/Waterfront, ME

13. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

14. Aloft by Marriott Portland Downtown Waterfront ME

15. Hilton Garden Inn Portland Downtown Waterfront

16. Hampton Inn Portland Downtown - Waterfront

17. Hyatt Place Portland Downtown - Old Port Square

18. Courtyard Portland Downtown/Waterfront

19. Embassy Suites by Hilton Portland Maine

20. Inn at St John Portland In-Town

Learn more about Chebeague Island

Top Chebeague Island Hotel Reviews

Inn at St John Portland In-Town

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Clarion Hotel Portland Airport ME

Portland Regency Hotel & Spa

The Westin Portland Harborview

Fireside Inn & Suites Portland

DoubleTree by Hilton Hotel Portland

Clarion Pointe South Portland

More cheap stays in Chebeague Island

Clarion Pointe South Portland

Quality Inn & Suites South Portland

Comfort Inn South Portland Airport

Clarion Hotel Portland Airport ME

Spark by Hilton Portland Airport Maine Mall

Inn at St John Portland In-Town

Frequently asked questions

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