A wooden pier leading to a marina with boats docked.

Find Historic Hotels in Chebeague Island, ME

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Check availability on Chebeague Island Historic Hotels

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Chebeague Island historic hotels

1. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
Downtown Portland
United States
Arlene
NT$7,835
NT$8,668 total
includes taxes & fees
Sep 20 - Sep 21
Portland Regency Hotel & Spa
View all properties

Top Chebeague Island Hotel Reviews

Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"Location is good, staff is helpful. Breakfast is good. I would recommend to stay here"
Paresh 1-night trip
Posted less than an hour ago
Best Western Merry Manor Inn
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"It had a bed"
John 2-night trip
Posted 1 hour ago
Embassy Suites by Hilton Portland Maine
Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Amazing hotel!"
Allison 3-night trip
Posted 1 hour ago
Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"We did have a nice stay. Great location. The rooms felt old as did the hotel. Could use an update for the price."
JAMES 2-night trip
Posted 2 hours ago
Portland Regency Hotel & Spa
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"I was surprised how good the continental was as they had fresh yogurt from a dispenser and so much more… even hard boiled eggs. So no meat or cheese, but plenty else"
William 1-night trip
Posted 4 hours ago
Spark by Hilton Portland Airport Maine Mall
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Clean room and overall quiet. Hallway had a smell but was not in our room"
Samantha 1-night trip
Posted 7 hours ago
Clarion Pointe South Portland
Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"It's a historic hotel of years past. But a great find for the money. Personally we really liked it. Small and quaint. Make sure you get a room with a private if you need one. Stairs are steep. Breakfast is a nice touch. Location excellent."
Chad 1-night trip
Posted 7 hours ago
Inn at St John Portland In-Town
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8/10 Good
"Only thing I didn't like i had to pay for daily parking. I've never heard of this before! it's like double dipping!."
Jorge 2-night trip
Posted 21 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"It was a nice stay. The WIFi was unreliable."
Michael 1-night trip
Posted 23 hours ago
Comfort Inn South Portland Airport

Frequently asked questions

What should a history buff expect from a stay in Chebeague Island?
Significant historical sites in Chebeague Island are probably at the top of your travel itinerary. You can also discover all there is to see and do including the shopping and restaurants
How many historical hotels are there in Chebeague Island?
In Chebeague Island, there are 9 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the most important historical sites and other places in Chebeague Island?
Places to visit in the wider area include Wolfe's Neck Woods State Park, Bailey Island Bridge, and Casco Bay. You'll also find Sand Beach and Fifth Maine Museum in the area.
What is a historic hotel like in Chebeague Island?
Guests who choose a historic hotel can enjoy a vacation in a place that has an official historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel provided that it's a place of special interest. Traditional architecture and period features can be admired within the guestrooms or public spaces of such hotels in Chebeague Island, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be the most significant aspect. For a heritage hotel, it's often the cultural value as well as how it inspired the community.
Do historic hotels in Chebeague Island have modern facilities?
Hotels include modern conveniences and safety features you might expect, though efforts have been made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in any hotel will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Chebeague Island, you won't be staying at a place that's uncomfortable for guests or simply rundown.

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