A calm harbor with several sailboats anchored in the water.

Hotels in Chebeague Island

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Where to stay in Chebeague Island?

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.

A modern dining area with round tables and chairs, a coffee station, and a view of the city.

1. Holiday Inn Express Hotel & Suites Freeport by IHG

Freeport

$95

$104 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

A hotel lobby with a seating area, a snack bar, and a refrigerator.

2. Hampton Inn Freeport/Brunswick

Freeport

$104

$114 total

includes taxes & fees

Nov 1 - Nov 2

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

A snack vending area with a Pepsi refrigerator and shelves stocked with various snacks.

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

3. The Freeport Hotel, an Ascend Collection Hotel

Freeport

$93

$101 total

includes taxes & fees

Oct 22 - Oct 23

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

4. Spark by Hilton Freeport

Freeport

$93

$101 total

includes taxes & fees

Nov 2 - Nov 3

A breakfast buffet with pastries, coffee, and condiments.

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

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

5. Econo Lodge Freeport - Brunswick Area

Freeport

$85

$93 total

includes taxes & fees

Nov 1 - Nov 2

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

A living room with two armchairs, a coffee table, and a TV. There is a door leading outside, a window with a view, and a patterned wall.

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

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

6. Best Western Freeport Inn

Freeport

$111

$121 total

includes taxes & fees

Nov 1 - Nov 2

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

An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.

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

7. Hilton Garden Inn Freeport Downtown

Freeport

$105

$114 total

includes taxes & fees

Nov 1 - Nov 2

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.

A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.

8. SpringHill Suites by Marriott Freeport Brunswick

Freeport

$112

$122 total

includes taxes & fees

Nov 1 - Nov 2

A large, multi-story building with a central courtyard, featuring a fire pit and outdoor seating area.

A pool area with lounge chairs and a building with multiple levels and outdoor seating.

A spacious living room with a fireplace, two armchairs, a coffee table, and a dining area with chairs and a table.

A cozy lounge area with a fireplace, comfortable seating, and a bar with wooden stools.

9. Inn at Diamond Cove

Portland

$299

$364 total

includes taxes & fees

Oct 8 - Oct 9

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

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

10. The Harraseeket Inn & Event House Freeport Downtown

Freeport

$129

$141 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with 'Resilience Inn' and 'Mozy Hotels' signage, featuring a modern brick facade and multiple ground-level retail spaces.

An indoor swimming pool with clear water, a diving board, and lounge chairs.

An outdoor patio with a brick wall, a barbecue grill, and seating arrangements.

11. Moxy Portland Thompson's Point

Portland

$116

$128 total

includes taxes & fees

Nov 1 - Nov 2

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 living room with a sofa, armchairs, a coffee table, and a rug.

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

12. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

$111

$150 total

includes taxes & fees

Nov 1 - Nov 2

A view from a window overlooking a body of water with a distant shoreline, a vase with flowers, and a glass on a table.

A dining table with a white tablecloth, two folded napkins, and two wooden chairs. The table is positioned near large windows offering a view of a body of water and greenery.

A beach with a sandy shore, calm water, and a clear sky.

A spacious lobby with a high ceiling, a large chandelier, and a set of double doors with glass panels.

13. The McKernan Inn

South Portland

$223

$243 total

includes taxes & fees

Oct 15 - Oct 16

A hotel room with two beds, a desk, a TV, and a window with curtains.

A modern café with wooden tables, green artificial grass, and a blue counter with a coffee machine.

A reception area with a wooden desk, a green wall with a geometric design, and a bench.

A modern kitchenette with a blue cart, a refrigerator, and a microwave.

14. Spark by Hilton Brunswick

Brunswick

$89

$97 total

includes taxes & fees

Nov 1 - Nov 2

A Travelers Inn with a white exterior, green trim, and a prominent sign.

A hotel lobby with a reception desk, a dining area with a table and chairs, a potted plant, and a view of the street through large windows.

A balcony with potted flowers and a tiled floor.

A cozy kitchen with a coffee machine, a dining area with chairs, and large windows with curtains.

15. Travelers Inn

Brunswick

$80

$87 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.

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

A banquet hall with round tables, white tablecloths, and wooden chairs.

The exterior of the Westin hotel with a prominent entrance and two bicycles parked in front.

16. The Westin Portland Harborview

Downtown Portland

$135

$149 total

includes taxes & fees

Nov 1 - Nov 2

A modern bar area with a long counter, multiple seating options, and a built-in fire feature.

A conference room with a stage featuring a large screen displaying the word 'Float' and a banner for the University of Maine.

A modern bar area with seating and a bar counter.

A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.

17. Holiday Inn Portland-By the Bay by IHG

Downtown Portland

$103

$114 total

includes taxes & fees

Nov 1 - Nov 2

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

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

18. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

$122

$135 total

includes taxes & fees

Nov 1 - Nov 2

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

A bar area with a polished granite countertop, a variety of liquor bottles, a fruit bowl, and blue upholstered bar stools.

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.

19. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

$129

$143 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.

An indoor swimming pool with a tiled floor, clear glass walls, and a few chairs.

A hotel room with a flat-screen TV, a coffee maker, a mini-fridge, a desk with a lamp, and a modern office chair.

A restaurant with wooden tables and chairs, a buffet counter, and a clock on the wall.

20. Clarion Pointe South Portland

Thorton Heights

$51

$56 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Go beyond your typical stay in Chebeague Island

Learn more about Chebeague Island

The region around Chebeague Island is home to attractions such as Little John Island Preserve and Wolfe's Neck Woods State Park.

See all hotels in Chebeague Island

Check out reviews of Chebeague Island hotels guests love

Hampton Inn Freeport/Brunswick

Freeport

10/10 Exceptional

Dwight

The McKernan Inn

South Portland

10/10 Exceptional

elizabeth

A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

A living room with a beige sofa, a green armchair, a wooden coffee table, and a bookshelf.

A bedroom with a bed, bedside tables, a chair, a ceiling fan, and a radiator.

A dining area with wooden tables and chairs, a chandelier, and a kitchen in the background.

Candlebay Inn

Freeport

10/10 Exceptional

Sheree Lee

Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

10/10 Exceptional

Douglas

Holiday Inn Portland-By the Bay by IHG

Downtown Portland

10/10 Exceptional

Sherry

The Westin Portland Harborview

Downtown Portland

10/10 Exceptional

Lawrence

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

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

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.

Courtyard Portland Downtown/Waterfront

Downtown Portland

10/10 Exceptional

Anonymous traveler

A view through a window of a natural landscape with trees and a body of water.

A multi-story building with a green roof, situated by a body of water.

A balcony with a view of a lake, surrounded by trees and a blue tent.

A table with various dishes including steak, asparagus, and fries, with a view of a lake and boats in the background.

Sebasco Harbor Resort & Golf Club

Phippsburg

10/10 Exceptional

A step back in time but with modern conviences! Our room was lively woth a large bathroom. Room had a coffee maker, refrig and microwave. Pool area and deck are newly renovated. We had dinner and drinks at the restaurant and the views and food were great. Front desk was helpful and the grounds are lovely to walk. The best was the recreational center. Board games, video games, ping pong, table shuffleboard and four candlepin bowling lanes. 🎳 so much fun!

Deborah

A spacious living room with a large dining table, comfortable seating, and large windows offering views of the city.

A modern kitchen with a central island, stainless steel appliances, and wooden bar stools.

A modern living room with a sofa, coffee table, and chairs. There is a kitchen area with cabinets and a refrigerator.

A hotel room with a bed, a nightstand with a lamp, a mirror, a bathroom with a sink and a shower.

The Docent's Collection at 121 Middle Street

Downtown Portland

10/10 Exceptional

Jeffrey

A fire pit surrounded by wicker chairs in a garden setting.

A dining area with round tables and chairs, a view of the garden through large windows, and a cozy atmosphere.

A hotel room with a large bed, two bedside tables, a chair, a window with curtains, and a view of the city.

A spacious living area with large windows, a staircase, and modern furniture.

Portland Harbor Hotel

Downtown Portland

10/10 Exceptional

Christopher

A modern bathroom with a red bathtub, a fireplace, and a flat-screen TV mounted on the wall.

Best Western Plus Brunswick Bath

Brunswick

10/10 Exceptional

Nancy

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

A reception desk with a "Welcome to the Lobster State" sign, a "Hilton Honors" sign, and a digital screen.

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

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

Hampton Inn Portland Downtown - Waterfront

Downtown Portland

10/10 Exceptional

Courtney

A spacious room with large windows overlooking a beach, furnished with blue and white patterned chairs and a wooden table.

A white porch with rocking chairs, a door, and a view of the ocean.

A living room with a sofa, coffee table, and fireplace.

A coastal room with a large window overlooking the ocean, a wooden dining table with blue chairs, and a view of the sea.

The Breakers Inn

Higgins Beach

10/10 Exceptional

We highly recommend staying! We were only there one night but it was our favorite overnight of our trip and struggled leaving the next day. The property is meticulously maintained. Our room was very clean and the entire property is beautifully curated. Tom was very welcoming and helpful with recommendations for the rest of our trip. The home is right on the beach so we could have walked the beach or sat watching it for hours. We were there in September but would love to go back in the summer...

Mallory

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

A breakfast bar with various food items, a clock, and a mirror.

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

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

Inn at St John Portland In-Town

Valley Street

10/10 Exceptional

George

A calm beach with large rocks in the water and a distant shoreline with trees.

A sign for Higgins Beach Inn with a beach umbrella symbol, indicating a beach view.

A beach with people relaxing, a blue umbrella, and rocky terrain.

A bedroom with a bed, two bedside tables, and wall-mounted lamps.

Higgins Beach Inn

Higgins Beach

10/10 Exceptional

My sister and I reserved twin beds with a shared bath for two nights. The first night we asked if there was room with a private bath available. There was and we were given that room for just a bit more in price. The next day we had to move, but the staff moved our luggage to the room with shared bath. Shared bath was fine, not a problem ever getting in and we saw no one else involved in our "sharing". Staff very pleasant, restaurant great for breakfast; we did not have dinner there. ...

Casha

A hotel room with two beds, a nightstand, a lamp, and a chair.

A breakfast area with tables and chairs, a counter with a coffee machine, and a sign for Daybreak Breakfast.

A brick building with a central entrance labeled "OFFICE," flanked by windows and a small tree.

A hotel lobby with a reception desk, two patterned armchairs, a small table with a vase of flowers, and wall art.

Days Inn by Wyndham Brunswick Bath Area

Brunswick

10/10 Exceptional

Rebecca

An indoor swimming pool with clear glass walls, lounge chairs, and potted plants.

A hotel room with a large bed, a desk, a chair, a fireplace, and a television.

A covered outdoor patio with a pool, green metal chairs, and a wooden pergola.

A hot tub with a metal ladder, a clock on the wall, and a view of the room with chairs and a table.

Fireside Inn & Suites Portland

Nasons Corner

10/10 Exceptional

Amy

Frequently Asked Questions

What accommodations do travelers recommend in Chebeague Island?

Guests like Portland Harbor Hotel, Holiday Inn Portland-By the Bay by IHG and Cambria Hotel Portland Downtown-Old Port.

Can I book a refundable hotel in Chebeague Island?

If you need the flexibility to change your plans to Chebeague Island, most hotels offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Chebeague Island if I want a vacation rental instead of a hotel?

If you want to find a good alternative to a hotel, browse our selection of 5 vacation homes.

What will the weather in Chebeague Island be like during my trip?

July and August are typically the warmest months in Chebeague Island when the average temp is 65°F. January and February are the coldest months when the average temperature is 30°F. October and December are the months with the most rain.

Why should I book my Chebeague Island hotel with Hotels.com?

There are lots of reasons to book your Chebeague Island trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.