Compare and book 4 Star hotels in Bailey Island, Maine

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Check availability on Bailey Island 4 Star Hotels

Tonight
30 Mar - 31 Mar
Tomorrow
31 Mar - 1 Apr
This weekend
3 Apr - 5 Apr
Next weekend
10 Apr - 12 Apr

Our top choices for Bailey Island 4-star hotels

Breakfast, lunch, dinner served; American cuisine

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1,003 reviews)
"Just a great place to stay"
United States
Jason
The price is 3.212.992 ₫
3.554.853 ₫ total
includes taxes & fees
7 Apr - 8 Apr
The Westin Portland Harborview
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, (1,482 reviews)
"The staff was particularly good and friendly."
United States
Ronald
The price is 2.185.888 ₫
2.418.467 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Holiday Inn Portland-By the Bay by IHG
Restaurant

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,763 reviews)
"A very nice and unique hotel in a great location. Would definitely stay again. "
United States
James
The price is 3.001.909 ₫
4.326.030 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Portland Harbor Hotel
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, (1,002 reviews)
"Nice location and hotel"
United States
Colleen
The price is 4.262.482 ₫
4.716.009 ₫ total
includes taxes & fees
6 Apr - 7 Apr
Canopy by Hilton Portland Waterfront
Outdoor pool

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very good, (1,373 reviews)
"We enjoyed our stay. "
United States
Lindsey
The price is 2.137.956 ₫
2.330.372 ₫ total
includes taxes & fees
7 Apr - 8 Apr
DoubleTree by Hilton Hotel Portland
Breakfast, lunch, dinner served; American cuisine

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,001 reviews)
"Amazing for our stay. Highly recommend! So cozy! "
United States
JAMES
The price is 4.566.662 ₫
5.052.555 ₫ total
includes taxes & fees
6 Apr - 7 Apr
The Press Hotel, Marriott Autograph Collection
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (152 reviews)
"Wonderful hotel- great location, staff and vibe."
United States
Laurie
The price is 3.057.610 ₫
4.387.578 ₫ total
includes taxes & fees
8 Apr - 9 Apr
Longfellow Hotel
Breakfast and dinner served, American cuisine

Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
South Portland
8.4 out of 10, Very good, (1,002 reviews)
"the room was very nice very clean"
United States
NANCY
The price is 3.057.610 ₫
3.332.794 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Portland Sheraton at Sable Oaks
Children’s activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (308 reviews)
"Such a beautiful place, great to walk on beach, nice view, staff great.. cozy place.. so well decorated.. highly recommend for a nice quiet get away"
United States
Christian
The price is 5.048.611 ₫
5.923.045 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Inn By The Sea
Desk, laptop workspace, free WiFi

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (12 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is 2.765.280 ₫
3.014.155 ₫ total
includes taxes & fees
31 Mar - 1 Apr
HomeAwhile
Deluxe Suite, 1 King Bed | Private kitchen | Full-sized fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (98 reviews)
"The hotel is in an ideal location in downtown Portland. The staff is so kind and very accommodating! The stay was beyond comfortable and is the place we will stay every time we return to Portland!"
United States
Lauren
The price is 4.820.120 ₫
7.229.131 ₫ total
includes taxes & fees
29 Apr - 30 Apr
The Weldon Hotel
Sauna

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (115 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is 4.076.813 ₫
4.443.673 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Brewster House Bed & Breakfast
View from property

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (77 reviews)
"Great place to go and relax for a few days."
United States
Rob
Chebeague Island Inn
Apartment (2 Bedrooms) | Interior

Waterfront Condo: Walk to Downtown Boothbay Harbor

Waterfront Condo: Walk to Downtown Boothbay Harbor
4.0 star property
Boothbay Harbor
Waterfront Condo: Walk to Downtown Boothbay Harbor
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Learn more about Bailey Island

Hike the Giant's Stairs trail along the rocky coastline for dramatic views of Casco Bay. Seafood lovers shouldn't miss lobster rolls at Cook's Lobster & Ale House on the island's southern tip.

See all hotels in Bailey Island

Top Bailey Island Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

8/10 Good
"Breakfast was really good, free shuttle to town helped, the only problem was the bad was too small, but the rest was really good."
Patricia 1-night trip
Posted 9 hours ago
The Westin Portland Harborview

Frequently asked questions

What are the best 4-star hotels in Bailey Island?
Expedia customers highly recommend Chebeague Island Inn. From its handy amenities to its attentive service, every feature of this 4-star hotel in Bailey Island is designed to provide an awesome guest experience.
How much does it cost to stay in a 4-star hotel in Bailey Island?
We can help you easily locate the perfect 4-star hotel for your trip to Bailey Island. Use our filter tool to fine-tune your search by things like price, amenities and star rating and get access to fabulous deals in a few clicks.

  • Search for the lowest price from 2.330.372 ₫

What's the difference between 5-star and 4-star hotels in Bailey Island?
Offering a friendly guest experience and upscale surroundings, 4-star hotels are a wonderful option for your Bailey Island trip. These kinds of stays generally feature loads of handy amenities that make it easy to unpack and recharge — think 24-hour room service, gyms and restaurants. Or live the high life at a 5-star hotel designed to pamper with high-end perks and amenities. On-site health clubs, premium toiletries and gourmet dining are typically included at these plush properties.