Find 4 Star Hotels in Bailey Island, ME from $97

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Check availability on Bailey Island 4 Star Hotels

Tonight
Apr 29 - Apr 30
Tomorrow
Apr 30 - May 1
This weekend
May 1 - May 3
Next weekend
May 8 - May 10

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, (1,009 reviews)
"Wonderful breakfast!"
United States
Lori
$130 nightly
The price is $144
May 3 - May 4
Total with taxes and fees
The Westin Portland Harborview
Restaurant

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,754 reviews)
"Simply the best place to stay in Portland bar none."
United States
Aaron
$212 nightly
The price is $235
May 3 - May 4
Total with taxes and fees
Portland Harbor Hotel
Fitness facility

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (27 reviews)
"It was a perfect stay!"
United States
Armando
$116 nightly
The price is $127
May 21 - May 22
Total with taxes and fees
HomeAwhile
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, (1,522 reviews)
"Great place to stay! Pool was nice! Location is perfect!"
United States
Michelle
$99 nightly
The price is $110
Apr 30 - May 1
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG
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, (1,001 reviews)
"Nice location and hotel"
United States
Colleen
$174 nightly
The price is $192
May 26 - May 27
Total with taxes and fees
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, (1,380 reviews)
"Great stay!"
United States
Lee
$89 nightly
The price is $97
May 17 - May 18
Total with taxes and fees
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)
"Fantastic hotel in the perfect location for walking around Portland. Hip, but comfortable vibe, great amenities and the restaurant is surprisingly good!"
United States
Sherri
$207 nightly
The price is $229
May 25 - May 26
Total with taxes and fees
The Press Hotel, Marriott Autograph Collection
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (157 reviews)
"Wonderful hotel- great location, staff and vibe."
United States
Laurie
$214 nightly
The price is $237
May 3 - May 4
Total with taxes and fees
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, (1,001 reviews)
"Clean room- helpful staff Quiet night"
United States
Lynne
$125 nightly
The price is $136
May 10 - May 11
Total with taxes and fees
Portland Sheraton at Sable Oaks
Children's activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.6 out of 10, Exceptional, (312 reviews)
"Couldn't recommend this hotel enough - it was the perfect stay! Staff are incredibly helpful, the rooms are amazing, and the spa was awesome! 15 minutes from Portland and right on the beach, it couldn't get better!"
United States
Emily
$379 nightly
The price is $413
May 5 - May 6
Total with taxes and fees
Inn By The Sea
Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (101 reviews)
"Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again"
United States
Roberta
$291 nightly
The price is $310
May 25 - May 26
Total with taxes and fees
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
$167 nightly
The price is $182
May 10 - May 11
Total with taxes and fees
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
"Parking garage right next to hotel, close to restaurants, old port and music venues."
Michael 1-night trip
Posted 3 hours ago
The Westin Portland Harborview

Find out more about Bailey Island

Bailey Island Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Bailey Island, Maine are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Bailey Island 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Bailey Island. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Bailey Island, Maine, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Bailey Island hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Bailey Island?
Relax in refined comfort at Chebeague Island Inn. Based on reviews by our guests, this is one of Bailey Island's favorite 4-star hotels.
How much does it cost to stay in a 4-star hotel in Bailey Island?
To find a 4-star hotel in Bailey Island that fits your budget, take advantage of Expedia's search and sort filters. Check out the availability during your preferred dates and use our pricing filter to set your limit. You can also sort your results by the most budget-friendly stay first.

  • Search for the lowest price from $97

What's the difference between 5-star and 4-star hotels in Bailey Island?
Treat yourself to luxury during your Bailey Island vacation by checking in to a 4-star hotel. As well as featuring upscale accommodations, these properties are typically packed with amenities, including bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and special one. 24-hour front desk, luxurious spas and gourmet dining are a few of the first-rate services and conveniences you'll likely be able to enjoy.

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