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Chebeague Island 4 Stars Hotels

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Check availability on Chebeague Island 4 Star Hotels

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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.
A modern hotel lobby with a large chandelier, reception desk, and a staircase leading to other areas.
A banquet hall with round tables, white tablecloths, and wooden chairs.

1. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
United States
Samuel
NT$3,726
NT$4,123 total
includes taxes & fees
Nov 16 - Nov 17
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 living room with a fireplace, seating area, and a large window.
A spacious living area with large windows, a staircase, and modern furniture.

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
Eric
NT$4,829
NT$6,579 total
includes taxes & fees
Nov 16 - Nov 17
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 stage featuring a large screen displaying the word 'Float' and a banner for the University of Maine.
A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
Fran
NT$3,273
NT$3,639 total
includes taxes & fees
Nov 1 - Nov 2
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
Enedina
NT$4,104
NT$4,474 total
includes taxes & fees
Nov 1 - Nov 2
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
Amy
NT$2,630
NT$2,867 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Hotel Portland
A modern interior with a bar area, seating, and shelves with plants and books.
A rooftop terrace with a sofa, two chairs, and a small table, overlooking a cityscape and a body of water.
A modern restaurant with a bar area, wooden tables, and leather booths.
A cozy living room with a fireplace, two green armchairs, a coffee table, and a yellow ottoman.

6. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
United States
Mark
NT$6,445
NT$8,556 total
includes taxes & fees
Nov 8 - Nov 9
The Press Hotel, Marriott Autograph Collection
A modern interior with a fireplace, seating area, and large windows.
A modern hotel room with a large bed, a wooden headboard, a bedside table with a lamp, and a view of the outdoors through a window.
A modern living room with a fireplace, sofas, a coffee table, and a bookshelf.
A restaurant interior with wooden tables, black chairs, and a wall decorated with hanging light fixtures.

7. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
Abdolkarim
NT$5,054
NT$5,592 total
includes taxes & fees
Nov 17 - Nov 18
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.
Reception
A wellness spa interior with a reception desk, potted plants, and wellness-related posters.

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
thomas
NT$6,096
NT$7,998 total
includes taxes & fees
Nov 1 - Nov 2
Longfellow Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.
A balcony with a view of the sea, a pool, and a grassy area.
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.

9. Inn By The Sea

Inn By The Sea
Cape Elizabeth
United States
Suzanne
NT$11,635
NT$13,650 total
includes taxes & fees
Nov 8 - Nov 9
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.
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.

10. The Weldon Hotel

The Weldon Hotel
Downtown Portland
United States
Victoria
NT$5,788
NT$8,739 total
includes taxes & fees
Nov 4 - Nov 5
The Weldon Hotel
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.
A cozy room with wooden ceilings, floral-patterned armchairs, a leather sofa, and a small table.
A beach with clear skies, calm water, and a distant ship.
A boat docked near a building with a lawn and trees in the background.

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 dining area with white tablecloths, wooden chairs, and a view of a park through large windows.
A sauna with wooden benches and a glass door.
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
Living area
A dining room with a wooden table and chairs, a window with curtains, and a painting on the wall.
Living room
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 compact kitchen with a wooden chair, a dining table, and a refrigerator.
Interior
A living room with a sofa, armchair, coffee table, and a ceiling fan.

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
NT$3,694
NT$10,507 total
includes taxes & fees
Oct 28 - Oct 29
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 restaurant with tables set for dining, a large window with a view, and a wall-mounted sign.
A white house with green shutters, a porch, and a garden with various plants and flowers.
A fireplace mantel with a vase of flowers, a mirror, and a framed picture on the wall.

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 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.

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 modern living room with a sofa, a dining table with chairs, a floor lamp, and a hanging light fixture.
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.

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 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 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 spacious kitchen with a large island, wooden flooring, and ample natural light from large windows.
A residential area with houses, a driveway, and a solar panel on one house.

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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"From the moment we arrived, the Hilton Garden Inn Portland Downtown Waterfront exceeded every expectation. The room was spotless, spacious, beautifully appointed, and in the heart of the tourist section. Tour boats and trolleys, wonderful shops and restaurants are right there. This hotel is quiet, well designed and the bed was incredibly comfortable. We slept like babies. Beginning with a warm greeting at check, every staff member made us feel welcome and valued. We were especially moved by the front desk and management’s attentiveness — they went above and beyond to accommodate our needs. After we checked out, I realized I had left my wallet in the room. I can honestly say that I did not panic. I had a strong belief that the staff would retrieve it and send it to me. Two days later it arrived at my home with every ID, credit card and cash money still in it. This level of care and personalization is rare and truly memorable. Breakfast on site was how we started our day with traditional and continental fare that was fresh and satisfying. Our boat and trolley tours mentioned nearby famous restaurants that we happily tried for lunch and dinner. We went to relax, spend money, see a part of the country we had not visited before, witness the fall foliage, eat seafood and sleep. This ideal location satisfied our every whim, and I highly recommend it to anyone seeking a luxurious yet welcoming stay in the heart of the city."
Rylanda 2-night trip
Posted 1 hour ago
Portland Harbor Hotel
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

8/10 Good
"The hotel was beautiful, gorgeous view from the room. Has every amenity you need. Great location also. Very personable and knowledgeable staff."
Camilla 1-night trip
Posted 12 hours 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 NT$2,867
What's the difference between 5-star and 4-star hotels in Chebeague Island?
If you decide to spend your vacation 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 accommodations. 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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