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Check availability on Chebeague Island 4 Star Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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

1. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
United States
Samuel
3.508.245 ₫
3.881.522 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Westin Portland Harborview
A fire pit surrounded by wicker chairs in a garden setting.
A living room with a fireplace, seating area, and a large window.
A dining area with round tables and chairs, a view of the garden through large windows, and a cozy atmosphere.
A spacious living area with large windows, a staircase, and modern furniture.

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
Teresa
4.399.340 ₫
5.858.834 ₫ total
includes taxes & fees
1 Nov - 2 Nov
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 Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.
A conference room with a stage featuring a large screen displaying the word 'Float' and a banner for the University of Maine.

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
CHARLES
2.676.661 ₫
2.961.457 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Portland-By the Bay by IHG
Restaurant
An indoor swimming pool with a wooden ceiling, lounge chairs, and large windows offering a view of the outdoors.
A modern living room with a central fireplace, two sofas with patterned cushions, and a large window with a view of trees.
A modern bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.

4. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
United States
Robert
5.355.921 ₫
5.837.954 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Portland Sheraton at Sable Oaks
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.
A stone sign with "DOUBLETREE BY HILTON" in front of a building with large windows and a landscaped garden.
A spacious lobby with leather booths, a reception desk, and a dining area with tables and chairs.
A spacious restaurant with multiple dining areas, a bar, and a television screen displaying a tennis match.

5. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
United States
Davoud
2.109.625 ₫
2.299.491 ₫ total
includes taxes & fees
3 Nov - 4 Nov
DoubleTree by Hilton Hotel Portland
A modern interior with a bar area, seating, and shelves with plants and books.
A modern restaurant with a bar area, wooden tables, and leather booths.
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 rooftop terrace with a sofa, two chairs, and a small table, overlooking a cityscape and a body of water.

6. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
United States
Mark
5.706.745 ₫
7.457.111 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Press Hotel, Marriott Autograph Collection
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 living room with a fireplace, bookshelves, and comfortable seating.
A modern interior with wooden panel ceilings, a central seating area with sofas and tables, and a variety of decorative mirrors.

7. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
john
4.733.272 ₫
5.236.892 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Canopy by Hilton Portland Waterfront
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.
A multi-story brick building with a flat roof, large windows, and outdoor seating areas.
A hotel room with a bed, a small table, and a window with curtains.
A wellness spa interior with a reception desk, potted plants, and wellness-related posters.

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
thomas
4.888.155 ₫
6.413.332 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Longfellow Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.
A large, multi-story resort with a central building and several wings, situated near a beach and a lake.
A wooden pathway surrounded by lush greenery and flowers, leading to a row of houses with a staircase.
A balcony with a view of the sea, a pool, and a grassy area.

9. Inn By The Sea

Inn By The Sea
Cape Elizabeth
United States
Kathleen
9.378.708 ₫
11.002.896 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Inn By The Sea
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.
A modern bedroom with a large bed, two bedside tables with lamps, a large abstract painting, a brick wall, and a window with a view of trees.
A room with a round wooden table, two chairs, a potted plant, a large window, and a round mirror on the wall.
Living area

10. The Weldon Hotel

The Weldon Hotel
Downtown Portland
United States
Victoria
5.389.133 ₫
7.823.180 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Weldon Hotel
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.
A bar with wooden floors and hanging lights, bar stools, and a variety of bottles on shelves.
A boat docked near a building with a lawn and trees in the background.
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
Rob
Chebeague Island Inn
A wooden outdoor seating area with a bench and a table, surrounded by trees and plants.
A two-story house with a porch, a sign indicating it is a bed and breakfast, and a vacant sign.
A dining area with white tablecloths, wooden chairs, and a view of a park through large windows.
A garden with various flowers and a house in the background.

12. Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
Freeport
United States
Julie
Brewster House Bed & Breakfast
Living area
Living room
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 two-story house with a red door and white trim, a front porch, and a barrel in the yard.
A living room with a sofa, armchair, coffee table, and a ceiling fan.
A compact kitchen with a wooden chair, a dining table, and a refrigerator.

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
2.962.518 ₫
8.426.804 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Walk to Pier & Ocean: Apt in Old Orchard Beach!
A white building with green shutters, a porch, and a sign indicating it is Pine Crest Bed & Breakfast.
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.
A restaurant with tables set for dining, a large window with a view, and a wall-mounted sign.

15. PineCrest Inn

PineCrest Inn
Gorham
United States
Christine
PineCrest Inn
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 kitchen with white cabinets, stainless steel appliances, and a wooden floor.
A bedroom with a bed, a sliding door leading to a living area, and a wall-mounted washing machine.
A coastal pier with multiple wooden structures, likely accommodations, extending into the sea.

16. 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 two-story white house with a garage, a front door, and a small front yard with a pathway.
A living room with a beige sofa, a round coffee table, and a dining area in the background.
A modern living room with a sofa, a dining table with chairs, a floor lamp, and a hanging light fixture.

17. The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
Blue Point
The Coastal Nest Stay for 5!
A living room with a gray sofa, a wooden side table with a lamp, and a ceiling fan.
A kitchen with wooden cabinets, a white stove, a black microwave, a white refrigerator, and a window with a blue curtain.
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.

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 spacious kitchen with a large dining table, modern appliances, and a view of a lush garden.
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.
A spacious kitchen with a large island, wooden flooring, and ample natural light from large windows.

19. 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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Staff was friendly"
Lori 1-night trip
Posted 12 hours ago
DoubleTree by Hilton Hotel Portland
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Very friendly and professional staff in the lobby. Portland Wharf has great restaurants and beautiful views in Downtown"
CHARLES 1-night trip
Posted 3 days ago
Holiday Inn Portland-By the Bay by IHG

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 2.299.491 ₫
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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