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Compare and book 4 Star hotels in Orrs Island, Maine

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Check availability on Orrs Island 4 Star Hotels

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Orrs Island 4-star hotels

View from property
The Westin Portland Harborview

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1001)
"Helpful and friendly staff"
United States
Wei Chien
The price is 2.339.098 ₫
2.587.977 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Westin Portland Harborview
Premium bedding, desk, blackout curtains, iron/ironing board
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1721)
"Great hotel in the perfect location. "
United States
Samantha
Portland Harbor Hotel
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1437)
"Every thing was perfect, service, accomodations, and friendly staff!!!"
United States
Michael
The price is 2.049.996 ₫
2.268.114 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Portland-By the Bay by IHG
Bar (on property)
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1001)
"Wonderful experience ... would definitely come back!"
United States
lynda
The price is 3.211.135 ₫
3.552.800 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Canopy by Hilton Portland Waterfront
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillow-top beds
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1001)
"Beautiful hotel, good & convenient restaurant and very short walk to Merrill Auditorium"
United States
PETER
The price is 4.110.505 ₫
4.547.863 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Press Hotel, Marriott Autograph Collection
Reception
Longfellow Hotel

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (140)
"Very stylish, clean, and comfortable hotel. We typically stay in the Oldport section of Portland but it was really nice to explore other areas. Lots of restaurants, bars, and coffee shops in the area. The hotel bar and coffee shop are great and very convenient. Look for those week day deals. Very affordable "
United States
Rachel
Longfellow Hotel
On the beach, fishing
Inn By The Sea

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (294)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (90)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is 6.268.257 ₫
6.832.532 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Weldon Hotel
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is 4.383.838 ₫
4.778.331 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
Brewster House Bed & Breakfast
Sun-loungers, beach umbrellas, beach towels
Chebeague Island Inn

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (77)
"Great place to go and relax for a few days."
United States
Rob
Chebeague Island Inn
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Learn more about Orrs Island

Orrs Island is calling! Discover its hiking, skiing, island views and more.

See all hotels in Orrs Island
The unique, granite Cribstone Bridge, Bailey Island Bridge, connecting Orr's and Bailey Islands in Harpswell, Maine

Top Orrs Island Hotel Reviews

Frequently asked questions

What are the best 4-star hotels in Orrs Island?
Kick back in deluxe comfort at Chebeague Island Inn. According to reviews by travellers, this is one of Orrs Island's top 4-star hotels.
How much does it cost to stay in a 4-star hotel in Orrs Island?
To lock in a 4-star hotel in Orrs Island that matches your budget, use Expedia's handy filter tool. Browse the availability during your getaway dates and use our pricing filter to set your maximum rate. You can also sort your results by the most wallet-friendly option first.

  • Search for the lowest price from 2.268.114 ₫

What's the difference between 5-star and 4-star hotels in Orrs Island?
Treat yourself to refined living during your Orrs Island holiday by choosing a 4-star hotel. As well as featuring upscale accommodation, these retreats are typically packed with amenities like large beds, complimentary bathrobes and plenty more. A 5-star hotel will go above and beyond to make your stay an even more indulgent and special one. Concierge assistance, on-site spas and world-class dining are a few of the superior conveniences and services you'll likely be able to enjoy.