A wooden pier leading to a marina with boats docked.

Find 4 Star Hotels in Chebeague Island, ME from $151

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Check availability on Chebeague Island 4 Star Hotels

Tonight
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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.
A modern hotel lobby with a large chandelier, reception desk, and a staircase leading to other areas.
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
Lyudmila
$254 nightly
$281 total
Sep 20 - Sep 21
Total with taxes and fees
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 spacious living area with large windows, a staircase, and modern furniture.
A dining area with round tables and chairs, a view of the garden through large windows, and a cozy atmosphere.

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
Brandon
$401 nightly
$444 total
Sep 14 - Sep 15
Total with taxes and fees
Portland Harbor Hotel
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
A conference room with a large screen displaying 'AFloat' and 'Holiday Inn by the bay'.
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.

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
Zoe
$252 nightly
$279 total
Sep 20 - Sep 21
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG
A modern bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.
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.

4. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
Canada
Peter
$178 nightly
$194 total
Sep 20 - Sep 21
Total with taxes and fees
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
Sandra
$139 nightly
$151 total
Sep 13 - Sep 14
Total with taxes and fees
DoubleTree by Hilton Hotel Portland
An outdoor seating area with a fire feature, comfortable seating, and a view of the cityscape.
A modern bar with a long counter, multiple bar stools, and a large window offering 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.

6. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
john
$518 nightly
$573 total
Sep 20 - Sep 21
Total with taxes and fees
Canopy by Hilton Portland Waterfront
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 cozy living room with a fireplace, two green armchairs, a coffee table, and a yellow ottoman.

7. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
United States
Elizabeth
$463 nightly
$512 total
Sep 20 - Sep 21
Total with taxes and fees
The Press Hotel, Marriott Autograph Collection
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 wellness spa interior with a reception desk, potted plants, and wellness-related posters.
A hotel room with a bed, a small table, and a window with curtains.

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
Alexis
$464 nightly
$513 total
Sep 27 - Sep 28
Total with taxes and fees
Longfellow Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.
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.
A beach with several blue umbrellas and lounge chairs.

9. Inn By The Sea

Inn By The Sea
Cape Elizabeth
United States
Victor W
$577 nightly
$629 total
Sep 22 - Sep 23
Total with taxes and fees
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.
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
$450 nightly
$484 total
Sep 22 - Sep 23
Total with taxes and fees
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 bar with wooden floors and hanging lights, bar stools, and a variety of bottles on shelves.
A beach with clear skies, calm water, and a distant ship.

11. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
United States
Sarah
$253 nightly
$276 total
Sep 29 - Sep 30
Total with taxes and fees
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 garden with various flowers and a house in the background.
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 two-story house with a covered porch, a green door, and a number '5' on the front 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 compact kitchen with a wooden chair, a dining table, and a refrigerator.
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.

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
$298 nightly
$324 total
Sep 13 - Sep 14
Total with taxes and fees
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 coastal pier with multiple wooden structures, likely accommodations, extending into the sea.
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.

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 modern living room with a sofa, a dining table with chairs, a floor lamp, and a hanging light fixture.
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 bedroom with a bed, a desk, a chair, a fireplace, and a window with curtains.
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.

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 two-story building with a front porch and a small staircase leading to the entrance.
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 modern living room with a large sofa set, a coffee table, and a view of the ocean through large windows.
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.
A coastal residential area with a large building, a smaller house, and a beach in the background.

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

Oceanfront Home - Beach Access - Deck + Ping Pong
Old Orchard Beach
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 residential area with houses, a driveway, and a solar panel on one house.
A modern kitchen with white cabinetry, stainless steel appliances, and a large island.

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

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Great lication, clean, nice hotel."
David 1-night trip
Posted 10 hours ago
The Westin Portland Harborview
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Staff was very friendly and helpful. The room was spacious and comfortable. The location is very good. It's not right in the heart of the tourist district, but very close by. Portland is a walking city anyway. Word to the wise: we had a spectacular view of the ocean. Pay the extra few dollars to get this view - it is worth it."
Steven 1-night trip
Posted 12 hours ago
Holiday Inn Portland-By the Bay by IHG
Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Great room and loved the live music at night."
Josh 2-night trip
Posted 3 days ago
Portland Harbor Hotel

Find out more about Chebeague Island

The outset of any well-deserved trip kicks off with selecting a great location. Chebeague Island is a popular option with travelers because it offers so much. Yet, "location, location, location" applies to more than just what city where your plane lands. When you want a vacation that is incredible from start to finish, you need the right lodging.

Properties as Gorgeous as the City

Chebeague Island saw its fair share of visitors last year. Our comment section features tips to help you determine the lodge that is ideal for your trip. The hotels found here aim to make your vacation as delightful as your evenings exploring Chebeague Island. You won't have to venture far for a nice breakfast, to keep up with your exercise schedule, or an invigorating swim during your stay, thanks to all these hotels provide. They strive to make the grounds and facilities welcoming from the instant you step onto the property and with every step throughout the hotel.

Rooms have been configured to keep you as comfortable as possible, with amenities like premium bedding, in-room tea or coffee, and specially designed bathroom products. So, sit back and relax. Moreover, if you find that you're need of something else, you can be confident the staff will do their best to ensure you stay pleased during your time. These properties are so lovely that you'll regret the day you have to return back home.

Reserve a 4-Star Hotel in Chebeague Island Today!

A trip to Chebeague Island should be a complete break from your everyday worries. Your trip should be geared toward getting the very most out of your destination. And getting the most often means giving yourself the best. Expedia has 4-star accommodations that allow you to do just that. Reserve through Expedia today!

Frequently asked questions

What are the best 4-star hotels in Chebeague Island?
Expedia travelers highly rate Chebeague Island Inn. From its handy amenities to its attentive service, everything about this 4-star hotel in Chebeague Island is designed to deliver a memorable guest experience.
How much does it cost to stay in a 4-star hotel in Chebeague Island?
We can help you quickly track down the ideal 4-star hotel for your vacation in Chebeague Island. Use our filter tool to tailor your search by things like amenities, budget and hotel star rating and get access to terrific deals in a few clicks.
  • Search for the lowest price from $151
What's the difference between 5-star and 4-star hotels in Chebeague Island?
Offering a welcoming guest experience and upmarket surroundings, 4-star hotels are a wonderful option for your Chebeague Island getaway. These kinds of stays generally feature lots of useful amenities that make it easy to unpack and recharge — think pillowtop mattresses, pools and restaurants. Or get a taste of the high life at a 5-star hotel designed to pamper with exclusive perks and amenities. Concierge assistance, oversized bathrooms and fine dining are typically featured at these plush retreats.

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