A sunset over a lake surrounded by dense forests and a distant shoreline.

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Check availability on Long Island Historic Hotels

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Long Island historic hotels

A balcony with a table and chairs, overlooking a street with buildings and parked cars.
A bar area with multiple seating options, including bar stools and chairs, and a bar counter with a variety of bottles and glasses.
A hot tub area with a tiled floor, a wooden bench, a potted plant, and towels on a rack.
A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.

1. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
Downtown Portland
United States
Julie
AED 496
AED 549 total
includes taxes & fees
1 Nov - 2 Nov
Portland Regency Hotel & Spa
A street lined with buildings, one with a red door and a sign that reads "MINATO".
A cozy room with a wooden table, a sofa, a bookshelf, and a window with a view.
A kitchen with a wooden island, two stools, a refrigerator, and a hanging light fixture.
A corner room with large windows offering a city view.

2. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
United States
Kiernan
AED 650
AED 1,009 total
includes taxes & fees
20 Oct - 21 Oct
Adorable Portland getaway on the Eastern Promenade
A wooden house with a deck and a stone pathway leading to a grassy area.
A cozy living room with a brown sofa, a small kitchenette with a microwave and refrigerator, and a window with a view of trees.
A wooden hallway with built-in shoe racks and a metal coffee table.
A bedroom with a wooden bed, two bedside tables, a nightstand, a wooden desk, and a door.

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

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
United States
Hana L.
AED 538
AED 1,015 total
includes taxes & fees
20 Oct - 21 Oct
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A street lined with buildings, one with a red door and a sign that reads "MINATO".
A living room with a sofa, armchairs, a coffee table, and a potted plant.
A living room with a white sofa, a small table with a potted orchid, a bookshelf, and a radiator.
A restaurant interior with tables and chairs, a bar area, and shelves with bottles.

4. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
United States
William
AED 1,091
AED 1,702 total
includes taxes & fees
14 Oct - 15 Oct
Glorious getaway on Portland's Eastern Promenade.
A two-story house with a balcony, a covered patio, and a fenced yard.
A house with a black front door, white trim, and a number '106' above the door. There are two flower pots on the steps.
A dining area with a wooden table, four chairs, a hanging light fixture, and a window with curtains.
A living room with a gray sofa, two pink armchairs, a wooden coffee table, and a colorful rug.

5. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
United States
Richard D.
The Globe House on Munjoy Hill - Walk to Breweries
A modern kitchen with a dishwasher, a dining area with chairs, and a red refrigerator.
A bridge over a river with a building on the right.
A street with storefronts, including a hair salon and a natural foods shop.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining area.

6. 2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
United States
caralyn g.
AED 533
AED 1,117 total
includes taxes & fees
12 Oct - 13 Oct
2King Bed BR Private Apt Downtown Brunswick
A wooden deck with a view of a lake, surrounded by trees and shrubs.
A kitchen with wooden cabinets, a stove, a refrigerator, and a dining table with chairs.
A staircase with wooden steps and white walls, leading to an upper floor.
A cabin room with a bed, a chair, a desk, and large windows with blinds.

7. Centerview cottage

Centerview cottage
Harpswell
United States
Catherine G.
Centerview cottage
A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.
A modern kitchen with a central island, a dining area with a sofa, and a living room with a coffee table.
A modern kitchen with white cabinets, a central island with stools, a microwave, and a large window.
A bridge over a river with a building on the right.

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

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
United States
Britta M.
AED 661
AED 1,501 total
includes taxes & fees
2 Nov - 3 Nov
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
A staircase with wooden railings and carpeted steps leading to an upper floor.
A cozy, wooden-floored living room with a pool table, leather sofa, and a piano.
A dining area with a wooden table and four chairs, surrounded by wooden walls and a window with curtains.
A kitchen with a large island, white cabinets, and a stainless steel refrigerator.

9. The Gregory House in Southern Maine close to many beaches & popular destinations

The Gregory House in Southern Maine close to many beaches & popular destinations
Downtown Saco
United States
Bob Z.
The Gregory House in Southern Maine close to many beaches & popular destinations
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Top Long Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"We liked the “pantry” on each floor. Coffee and snacks were perfect!"
Mary 2-night trip
Posted 1 hour ago
Portland Harbor Hotel
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"The breakfast was good."
Sharon 1-night trip
Posted 16 hours ago
Hampton Inn Portland Downtown - Waterfront
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"It was mostly good. Still carrying the Hilton name, I expected it to be nicer. But, on the other hand, I understand that they're taking an old hotel and giving it the Spark refresh. Airport shuttle was nice to have, though no grab-and-go breakfast options were available, despite the breakfast being grab-n-go in the first place. Nice people."
Alex 1-night trip
Posted 23 hours ago
Spark by Hilton Portland Airport Maine Mall
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"The staff was friendly, and the room was clean. There is a restaurant on site, and the location is fantastic and close to everything."
Angela M 1-night trip
Posted 2 days ago
Portland Regency Hotel & Spa

Frequently asked questions

What should I expect on my historical trip to Long Island?
The historical sites in Long Island are likely a big part of your travel plans. You can also explore the many sights to visit such as restaurants and shopping
How many historical hotels will I find in Long Island?
In Long Island, there are 7 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical sites and other places to visit in Long Island?
Places to visit in the wider area include Sand Beach, East End Beach, and Willard Beach. You'll also find Maine Narrow Gauge Railroad and Casco Bay Lines Ferry Terminal in the area.
What is a historic hotel like in Long Island?
By booking a historic hotel, guests can spend a night or two someplace that has an officially recognized 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's a place of special interest. Traditional architecture and period features can be admired within the guestrooms or public spaces of such hotels in Long Island, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The physical building and architecture of a historic hotel tends to be the most important aspect. For a heritage hotel, it's often the cultural value and how it inspired the community.
Do historic hotels in Long Island have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, while every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the normal amenities found at a contemporary hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Long Island, you won't find yourself staying at a place that is rundown or uncomfortable.