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Chebeague Island 4 Stars Hotels

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Check availability on Chebeague Island 4 Star Hotels

Tonight
11 Sept - 12 Sept
Tomorrow
12 Sept - 13 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Chebeague Island 4-star hotels

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.
The exterior of the Westin hotel with a prominent entrance and two bicycles parked in front.
A banquet hall with round tables, white tablecloths, and wooden chairs.

1. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
United States
Lyudmila
HK$1,992
HK$2,204 total
includes taxes & fees
20 Sept - 21 Sept
The Westin Portland Harborview
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 living room with a fireplace, seating area, and a large window.

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
Allison
HK$2,535
HK$3,103 total
includes taxes & fees
14 Sept - 15 Sept
Portland Harbor Hotel
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.
A conference room with a large screen displaying 'AFloat' and 'Holiday Inn by the bay'.
A modern bar area with seating and a bar counter.

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
Zoe
HK$1,914
HK$2,117 total
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Portland-By the Bay by IHG
An outdoor patio area with tables and chairs, umbrellas, and a view of the surrounding greenery.
A modern living room with a central fireplace, two sofas with patterned cushions, and a large window with a view of trees.
An indoor swimming pool with a wooden ceiling, lounge chairs, and large windows offering a view of the outdoors.

4. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
Canada
Peter
HK$1,527
HK$1,664 total
includes taxes & fees
20 Sept - 21 Sept
Portland Sheraton at Sable Oaks
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.
A bar area with multiple screens displaying sports events, a selection of alcoholic beverages, and a pretzel with a drink on the counter.
A spacious lobby with leather booths, a reception desk, and a dining area with tables and chairs.
A stone sign with "DOUBLETREE BY HILTON" in front of a building with large windows and a landscaped garden.

5. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
United States
Davoud
HK$1,061
HK$1,157 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Hotel Portland
An outdoor seating area with a fire feature, comfortable seating, and a view of the cityscape.
A modern interior with a fireplace, seating area, and large windows.
A modern interior with wooden panel ceilings, a central seating area with sofas and tables, and a variety of decorative mirrors.
A modern bar with a long counter, multiple bar stools, and a large window offering a view of the cityscape.

6. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
john
HK$3,628
HK$4,014 total
includes taxes & fees
27 Sept - 28 Sept
Canopy by Hilton Portland Waterfront
A modern interior with a bar area, seating, and shelves with plants and books.
A modern living room with a large sectional sofa, a dining area with a kitchen in the background, and large windows offering a city view.
A modern restaurant with a bar area, wooden tables, and leather booths.
A rooftop terrace with a sofa, two chairs, and a small table, overlooking a cityscape and a body of water.

7. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
United States
Elizabeth
HK$3,628
HK$4,014 total
includes taxes & fees
27 Sept - 28 Sept
The Press Hotel, Marriott Autograph Collection
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.
A hotel room with a bed, a small table, and a window with curtains.
A multi-story brick building with a flat roof, large windows, and outdoor seating areas.
A wellness spa interior with a reception desk, potted plants, and wellness-related posters.

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
Alexis
HK$3,028
HK$3,653 total
includes taxes & fees
27 Sept - 28 Sept
Longfellow Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.
A beach with several blue umbrellas and lounge chairs.
A wooden pathway surrounded by lush greenery and flowers, leading to a row of houses with a staircase.
A large, multi-story resort with a central building and several wings, situated near a beach and a lake.

9. Inn By The Sea

Inn By The Sea
Cape Elizabeth
United States
Kelli
HK$4,030
HK$4,728 total
includes taxes & fees
22 Sept - 23 Sept
Inn By The Sea
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.
A room with a round wooden table, two chairs, a potted plant, a large window, and a round mirror on the wall.
A multi-story brick building with a modern design, featuring large windows and a flat roof.

10. The Weldon Hotel

The Weldon Hotel
Downtown Portland
United States
Victoria
HK$3,067
HK$3,932 total
includes taxes & fees
27 Sept - 28 Sept
The Weldon Hotel
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.
A boat docked near a building with a lawn and trees in the background.
A bar with wooden floors and hanging lights, bar stools, and a variety of bottles on shelves.
A cozy room with wooden ceilings, floral-patterned armchairs, a leather sofa, and a small table.

11. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
United States
Sarah
HK$1,623
HK$1,946 total
includes taxes & fees
29 Sept - 30 Sept
Chebeague Island Inn
A wooden outdoor seating area with a bench and a table, surrounded by trees and plants.
A garden with various flowers and a house in the background.
A dining area with white tablecloths, wooden chairs, and a view of a park through large windows.
A two-story house with a porch, a sign indicating it is a bed and breakfast, and a vacant sign.

12. Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
Freeport
United States
Julie
Brewster House Bed & Breakfast
A dining room with a wooden table and chairs, a window with curtains, and a painting on the wall.
A compact kitchen with a microwave, stove, oven, and coffee maker.

13. 5 Seaview Ave

5 Seaview Ave
Old Orchard Beach
5 Seaview Ave
A two-story house with a covered patio area featuring a table and chairs, a blue umbrella, and a 'Tenant Parking' sign.
A living room with a sofa, armchair, coffee table, and a ceiling fan.
A two-story house with a red door and white trim, a front porch, and a barrel in the yard.

14. Walk to Pier & Ocean: Apt in Old Orchard Beach!

Walk to Pier & Ocean: Apt in Old Orchard Beach!
Old Orchard Beach
United States
Lawrence
HK$894
HK$2,543 total
includes taxes & fees
13 Sept - 14 Sept
Walk to Pier & Ocean: Apt in Old Orchard Beach!
A spacious living room with a grey sofa set, a grey ottoman, and a large sliding glass door leading to an outdoor patio.
A modern living room with grey sofas, a coffee table, and a view of the outside.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.
A coastal pier with multiple wooden structures, likely accommodations, extending into the sea.

15. Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
Grand Beach
United States
Brandon
Latitude Adjustment Walk to Beach & Dining!
A modern kitchen with white cabinetry, a dining area with a round table and chairs, and a visible dishwasher.
A living room with a beige sofa, a round coffee table, and a dining area in the background.
A two-story white house with a garage, a front door, and a small front yard with a pathway.
A bedroom with a bed, two windows, a painting, and a ceiling light.

16. The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
Blue Point
The Coastal Nest Stay for 5!
A white building with green shutters, a porch, and a sign indicating it is Pine Crest Bed & Breakfast.
A white house with green shutters, a porch, and a garden with various plants and flowers.
A bedroom with a bed, a desk, a chair, a fireplace, and a window with curtains.
A fireplace mantel with a vase of flowers, a mirror, and a framed picture on the wall.

17. PineCrest Inn

PineCrest Inn
Gorham
United States
Christine
PineCrest Inn
A living room with a gray sofa, a wooden side table with a lamp, and a ceiling fan.
A living room with a sofa, a table with a lamp, a potted plant, a staircase, and a TV mounted on the wall.
A two-story building with a front porch and a small staircase leading to the entrance.
A white deck with a round table and two chairs, overlooking a residential area.

18. Old Orchard Beach Apt - Walk to Beach & Pier!

Old Orchard Beach Apt - Walk to Beach & Pier!
Old Orchard Beach
Old Orchard Beach Apt - Walk to Beach & Pier!
A modern living room with a large sofa set, a coffee table, and a view of the ocean through large windows.
A wide sandy beach with a clear blue sky and calm sea.
A coastal view from a window overlooking a beach, a grassy area, and a building with a sloped roof.
A dining area with a table set for a meal, large windows with a view of the sea, and a television displaying a sunset scene.

19. Oceanfront Home - Beach Access - Deck + Ping Pong

Oceanfront Home - Beach Access - Deck + Ping Pong
Old Orchard Beach
HK$8,036
HK$21,451 total
includes taxes & fees
27 Sept - 28 Sept
Oceanfront Home - Beach Access - Deck + Ping Pong
A spacious kitchen with a large dining table, modern appliances, and a view of a lush garden.
A living room with a fireplace, a television mounted above it, and a view of a beach through the window.
A modern kitchen with white cabinetry, stainless steel appliances, and a large island.
A residential area with houses, a driveway, and a solar panel on one house.

20. Golf-front Personal Arcade Hot tub Outdoor Kitchen

Golf-front Personal Arcade Hot tub Outdoor Kitchen
Old Orchard Beach
Golf-front Personal Arcade Hot tub Outdoor Kitchen
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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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Great location, convenient for our needs. The hotel offers a free shuttle into town or the airport. Very helpful and friendly staff."
Graham 1-night trip
Posted 6 hours ago
Holiday Inn Portland-By the Bay by IHG
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Great location, property was clean, quiet sleep, nice beds. Rooftop bar was a great plus and the restaurant was excellent quality. I would stay again for sure. Great value for the stay."
Suzanne 1-night trip
Posted 12 hours ago
The Westin Portland Harborview

Frequently asked questions

What are the best 4-star hotels in Chebeague Island?
Expedia customers love staying at Chebeague Island Inn. From its handy amenities to its welcoming staff, every feature of this 4-star hotel in Chebeague Island is designed to provide an incredible guest experience.
How much does it cost to stay in a 4-star hotel in Chebeague Island?
We can help you easily locate the ideal 4-star hotel for your stay in Chebeague Island. Use our filter tool to tailor your search by things like price, amenities and hotel star rating and get access to terrific deals in a couple of clicks.
  • Search for the lowest price from HK$1,157
What's the difference between 5-star and 4-star hotels in Chebeague Island?
If you decide to spend your holiday at a 4-star hotel in Chebeague Island, you'll usually find loads of conveniences to make sure you're comfortable, such as a gym, pool and restaurant. You can enjoy high-quality service and upscale accommodation. Choose a 5-star hotel and you'll have access to a few extra perks — think concierge assistance, on-site spas and nightly turndown services. You're likely to get extra amenities and first-class services at a 5-star getaway, though both are awesome options for luxury guests.

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