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Check availability on Portland Historic Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Portland historic hotels

Front of property

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,671 reviews)
"Always a wonderful stay at the Regency!"
United States
Trevor
The price is £202
includes taxes & fees
7 Jun - 8 Jun
Portland Regency Hotel & Spa
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (132 reviews)
"The host was very friendly and it was an easy apartment to check into. "
United States
Kendall M.
The price is £233
includes taxes & fees
25 Jun - 26 Jun
Adorable Portland getaway on the Eastern Promenade
Beach

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (128 reviews)
"Beautiful home across from the water!"
United States
Anonymous traveller
The price is £377
includes taxes & fees
29 Jun - 30 Jun
City Amenities, Casco Bay Sunrises and Natural Beauty
Outdoor dining

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (97 reviews)
"Cozy and clean great location "
United States
Michele F.
The price is £513
includes taxes & fees
28 Jun - 29 Jun
The Globe House on Munjoy Hill - Walk to Breweries
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (174 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is £256
includes taxes & fees
10 Jun - 11 Jun
Glorious getaway on Portland's Eastern Promenade.
Interior

Old Port Penthouse Suite - Amazing Harbor Views

Old Port Penthouse Suite - Amazing Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (251 reviews)
"We loved our stay and will definitely book again the next time we come to Portland. The location is perfect - right in the middle of restaurants and just a short block’s walk to Fore St. for shopping. We loved the relaxing design of the apartment, and the views did not disappoint. Can’t wait to go back!"
United States
Barbara K.
The price is £691
includes taxes & fees
10 Jun - 11 Jun
Old Port Penthouse Suite - Amazing Harbor Views
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (60 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is £350
includes taxes & fees
4 Jun - 5 Jun
Centerview cottage
Fridge, microwave, oven, stovetop

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.6 out of 10, Exceptional, (33 reviews)
" Very spacious, clean and beautiful."
United States
robert p.
The price is £323
includes taxes & fees
16 Jun - 17 Jun
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Property grounds

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (17 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is £197
includes taxes & fees
7 Jun - 8 Jun
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Marina

Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square
Kennebunkport
10.0 out of 10, Exceptional, (86 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is £467
includes taxes & fees
4 Jun - 5 Jun
Historic Kennebunkport home only 0.3 miles to Dock Square
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"No issues for our 1 night stay.."
Matthew 1-night trip
Posted 5 hours ago
Holiday Inn Portland-By the Bay by IHG

Frequently asked questions

What can a history enthusiast expect from a trip to Portland?
The historical sites in Portland are likely a big part of your travel plans. And while you're here, you can check out the great live music and acclaimed theatre scene. You can also discover the area's fascinating museums.
Where's the best place to stay in Portland to be near historical sites?
Based on our travel expertise, Portland Regency Hotel & Spa is a top historic hotel bookable on Expedia and it features a full-service spa. State Theatre is a short 13-minute walk away.
How many historical hotels are there in Portland?
Portland is home to 384 hotels and other accommodation options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights to visit in Portland?
Portland is notable for landmarks like State Theatre, Wadsworth-Longfellow House and Victoria Mansion. Known for its live music and museums, cultural venues include Merrill Auditorium, Portland Museum of Art and Thompson's Point. A couple of additional sights to add to your itinerary are Casco Bay Lines Ferry Terminal and Cross Insurance Arena.
What is a historic hotel like in Portland?
By booking a historic hotel, guests can spend a night or two someplace that has an officially recognised national historic designation. A palace, castle, grand home or even an old police station, pub, lodge or skyscraper can be turned into a historic hotel as long as it has special significance. Traditional architecture and period features are typically found in the communal spaces and guestrooms of these historic hotels in Portland, 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. overall though the terms are similar. The architecture and actual building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value along with how it shaped the community.
Do historic hotels in Portland have modern facilities?
Hotels include modern conveniences and safety features you expect to find, but every effort is made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the amenities found in most hotels will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Portland, you won't find yourself staying at a place that's uncomfortable or rundown.

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