Lodging Image

Chebeague Island 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chebeague Island 4 Star Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Chebeague Island 4-star hotels

Breakfast, lunch, dinner and brunch served

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,017 reviews)
"Great location, very walkable to food and activities."
United States
Terica
The price is HK$2,345
HK$2,594 total
includes taxes & fees
23 Aug - 24 Aug
The Westin Portland Harborview
Restaurant

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,794 reviews)
"food is good, room is ok, hotel location is good."
United States
Zheng
The price is HK$2,816
HK$3,415 total
includes taxes & fees
23 Aug - 24 Aug
Portland Harbor Hotel
Exterior

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,611 reviews)
"Great location and wonderful views from the rooms"
United States
Sandra
The price is HK$1,852
HK$2,049 total
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Portland-By the Bay by IHG
Breakfast and dinner served

Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
South Portland
8.4 out of 10, Very good, (1,000 reviews)
"Great stay"
United States
ajay
The price is HK$1,475
HK$1,608 total
includes taxes & fees
16 Aug - 17 Aug
Portland Sheraton at Sable Oaks
Bar (on property)

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,007 reviews)
"Great stay and location!"
United States
Renee
The price is HK$3,553
HK$3,931 total
includes taxes & fees
16 Aug - 17 Aug
Canopy by Hilton Portland Waterfront
Indoor pool

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.2 out of 10, Very good, (1,424 reviews)
"Staff was very nice. Clean property breakfast was good and waitress Nicole was an absolute pleasure."
United States
Lamica
The price is HK$1,502
HK$1,637 total
includes taxes & fees
25 Aug - 26 Aug
DoubleTree by Hilton Hotel Portland
Breakfast, lunch, dinner and brunch served

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely fun hotel with great doormen and outstanding restaurant!"
United States
Elizabeth
The price is HK$3,978
HK$4,401 total
includes taxes & fees
27 Aug - 28 Aug
The Press Hotel, Marriott Autograph Collection
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (180 reviews)
"Such a cute hotel! Staff was super helpful and friendly"
United States
Alexis
The price is HK$3,028
HK$3,653 total
includes taxes & fees
2 Aug - 3 Aug
Longfellow Hotel
Children’s activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.6 out of 10, Exceptional, (326 reviews)
"Very nice place, very cclean and friendly."
United States
Victor W
The price is HK$6,768
HK$7,940 total
includes taxes & fees
9 Aug - 10 Aug
Inn By The Sea
Private kitchen

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (106 reviews)
"Really nice room and location"
United States
Victoria
The price is HK$2,998
HK$3,856 total
includes taxes & fees
26 Aug - 27 Aug
The Weldon Hotel
View from property

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (85 reviews)
"Great place to go and relax for a few days."
United States
Rob
The price is HK$1,849
HK$2,217 total
includes taxes & fees
29 Jul - 30 Jul
Chebeague Island Inn
Sauna

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (122 reviews)
"Kelleigh is an amazing hostess! The room was immaculate and smelled beautiful. Breakfast was delicious. Charming and excellent!"
United States
Sara
Brewster House Bed & Breakfast
Living area

5 Seaview Ave

5 Seaview Ave
4.0 star property
Old Orchard Beach
5 Seaview Ave
Interior

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

Walk to Pier & Ocean: Apt in Old Orchard Beach!
4.0 star property
Old Orchard Beach
6.0 out of 10, (1 review)
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
United States
Lawrence
The price is HK$933
HK$2,586 total
includes taxes & fees
25 Aug - 26 Aug
Walk to Pier & Ocean: Apt in Old Orchard Beach!
Private kitchen

The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
4.0 star property
Blue Point
The Coastal Nest Stay for 5!
Street view

PineCrest Inn

PineCrest Inn
4.0 star property
Gorham
9.8 out of 10, Exceptional, (104 reviews)
"Amazing property!"
United States
Christine
PineCrest Inn
Living area

Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
4.0 star property
Grand Beach
10.0 out of 10, Exceptional, (1 review)
Latitude Adjustment Walk to Beach & Dining!
Interior

Old Orchard Beach Apt - Walk to Beach & Pier!

Old Orchard Beach Apt - Walk to Beach & Pier!
4.0 star property
Old Orchard Beach
Old Orchard Beach Apt - Walk to Beach & Pier!
Living area

Oceanfront Home - Beach Access - Deck + Ping Pong

Oceanfront Home - Beach Access - Deck + Ping Pong
4.0 star property
Old Orchard Beach
Oceanfront Home - Beach Access - Deck + Ping Pong
Dining

Golf-front Personal Arcade Hot tub Outdoor Kitchen

Golf-front Personal Arcade Hot tub Outdoor Kitchen
4.5 star property
Old Orchard Beach
Golf-front Personal Arcade Hot tub Outdoor Kitchen
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
"We stayed at the Harbor Hotel for a weekend away from the kids for my husbands 40th birthday. It was lovely! The courtyard is so peaceful, the design of the hotel overall is impeccable, and the staff was great. I would definitely stay there again."
Danielle 3-night trip
Posted 7 hours ago
Portland Harbor Hotel
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"nice clean well maintained large hotel -- not close to tourist destinations"
laurance w 2-night trip
Posted 7 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$1,608

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.

Explore a world of travel with Expedia