Title: Book the Best HISTORIC Hotels in Portland in 2026 | Expedia.ca

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Photo by Linda Cronan

# Find Historic Hotels in Portland, KY from CA $132

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## Check availability on Portland Historic Hotels

Tonight

[Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976395733&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976395733&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976395733&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976395733&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Portland historic hotels

![Private kitchen](https://images.trvl-media.com/lodging/96000000/95940000/95932200/95932169/ea4f9317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/96000000/95940000/95932200/95932169/c9653679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95940000/95932200/95932169/42daded4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95940000/95932200/95932169/9d38076a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Friendly, Free Parking, WiFi, Spacious, Historically Modern Living

[](https://www.expedia.ca/Louisville-Hotels-Historically-Modern-Living.h95932169.Hotel-Information)

Portland

4.0/10

(1)

"The overall stay was not bad. The neighborhood is terrible, the house it self was not terrible either but when I brought us some sanitary issues with the property management he acted like he did not know. I asked for my cleaning fee back that was included in the price with no response back. The communication stopped after the stay was over and nothing being done afterward! Beware of the property is all I have to say."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kristen l.

CA $120

CA $336 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Louisville-Hotels-Historically-Modern-Living.h95932169.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/13000000/12560000/12552800/12552757/380612f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/13000000/12560000/12552800/12552757/bf3651e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/13000000/12560000/12552800/12552757/84bc2f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/13000000/12560000/12552800/12552757/70f22474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Louisville Downtown by IHG

[](https://www.expedia.ca/Louisville-Hotels-Holiday-Inn-Express-Suites-Louisville-Downtown.h12552757.Hotel-Information)

Downtown Louisville

8.8/10

Excellent

(1668)

"very clean throughout, helpful staff,very nice breakfast"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wayne

CA $112

CA $132 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Louisville-Hotels-Holiday-Inn-Express-Suites-Louisville-Downtown.h12552757.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/5c04f012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/2c34bd2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/c99cb08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/365889d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Louisville Downtown, KY

[](https://www.expedia.ca/Louisville-Hotels-Homewood-Suites-By-Hilton-Louisville-Downtown.h21599840.Hotel-Information)

Downtown Louisville

9.2/10

Wonderful

(1004)

"Very friendly and clean! Great stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jackie

CA $140

CA $165 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Louisville-Hotels-Homewood-Suites-By-Hilton-Louisville-Downtown.h21599840.Hotel-Information)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/10000000/9220000/9215400/9215348/d064e9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9220000/9215400/9215348/88bcc887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/10000000/9220000/9215400/9215348/443cd71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/10000000/9220000/9215400/9215348/fb100f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Louisville Downtown

[](https://www.expedia.ca/Louisville-Hotels-Hilton-Garden-Inn-Louisville-Downtown.h9215348.Hotel-Information)

Downtown Louisville

8.4/10

Very good

(1005)

"Great stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

THERESA

CA $117

CA $138 total

includes taxes & fees

Jan 15 - Jan 16, 2026

[](https://www.expedia.ca/Louisville-Hotels-Hilton-Garden-Inn-Louisville-Downtown.h9215348.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/31000000/30490000/30480400/30480319/15bdae7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/31000000/30490000/30480400/30480319/7c15b23d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30490000/30480400/30480319/b946477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30490000/30480400/30480319/80b09b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

[](https://www.expedia.ca/Louisville-Hotels-Captains-Cabin-Bed-Breakfast-Bourbon-Trail.h30480319.Hotel-Information)

Louisville

9.8/10

Exceptional

(141)

"Our host were phenomenal. Made us feel right at home. I would highly recommend this place to anybody.!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Corey D.

CA $349

CA $551 total

includes taxes & fees

Jan 30 - Jan 31, 2026

[](https://www.expedia.ca/Louisville-Hotels-Captains-Cabin-Bed-Breakfast-Bourbon-Trail.h30480319.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/72000000/71990000/71989200/71989113/d18ae3ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71990000/71989200/71989113/42508e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/72000000/71990000/71989200/71989113/e456e0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71990000/71989200/71989113/9d61c778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

[](https://www.expedia.ca/Louisville-Hotels-Cheerful-Historical-5-Bedroom-6-Bath-Vacation-Home-In-Derby-City.h71989113.Hotel-Information)

Louisville

9.8/10

Exceptional

(76)

"Interesting property!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donald R.

CA $800

CA $1,603 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Louisville-Hotels-Cheerful-Historical-5-Bedroom-6-Bath-Vacation-Home-In-Derby-City.h71989113.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18761300/18761250/22b7780d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18770000/18761300/18761250/939e1214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18761300/18761250/9cae8f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video-game console, DVD player, books](https://images.trvl-media.com/lodging/19000000/18770000/18761300/18761250/39b82bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fall Haven - King Beds, Hot Tub

[](https://www.expedia.ca/Louisville-Hotels-2-Living-Rooms-Close-2-Shopping-Restaurants.h18761250.Hotel-Information)

Louisville

10/10

Exceptional

(151)

"Easy to navigate, everyone had space. Will stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kimberly b.

CA $309

CA $780 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Louisville-Hotels-2-Living-Rooms-Close-2-Shopping-Restaurants.h18761250.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30080000/30074800/30074757/762572a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30080000/30074800/30074757/38e39e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30080000/30074800/30074757/ecc61835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/31000000/30080000/30074800/30074757/5939a87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

[](https://www.expedia.ca/Louisville-Hotels-The-Highlands-Hideaway.h30074757.Hotel-Information)

Deer Park

10/10

Exceptional

(168)

"Great location. Great property. Superb communication with the property manager."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katie H.

CA $184

CA $501 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Louisville-Hotels-The-Highlands-Hideaway.h30074757.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89180000/89175400/89175390/0b0019df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89180000/89175400/89175390/3b0ba7f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89180000/89175400/89175390/w1024h581x0y47-cf8d02d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89180000/89175400/89175390/d9ad62fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing/Entire house 5 min away from the Airport

[](https://www.expedia.ca/Louisville-Hotels-AmazingEntire-House-5-Min-Away-From-The-Airport.h89175390.Hotel-Information)

Hayfield Dundee

10/10

Exceptional

(30)

"Great house, super clean, nicely appointed and decorated, plenty of space and nice backyard space - the location is convenient but right off the highway so there is road noise but did not bother us too much. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

cristal M.

CA $442

CA $950 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Louisville-Hotels-AmazingEntire-House-5-Min-Away-From-The-Airport.h89175390.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9900/9861/840e31de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9900/9861/3c2671ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/10000/9900/9861/2a2a7fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/10000/9900/9861/f0221042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Brown Hotel

[](https://www.expedia.ca/Louisville-Hotels-The-Brown-Hotel.h9861.Hotel-Information)

Downtown Louisville

9.4/10

Exceptional

(1164)

"Fantastic place to stay in Louisville."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nathaniel

CA $208

CA $245 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Louisville-Hotels-The-Brown-Hotel.h9861.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-13&endDate=2026-01-14&regionId=553248635976395733&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Portland Hotel Reviews

![SpringHill Suites by Marriott Louisville Downtown](https://images.trvl-media.com/lodging/2000000/1820000/1818500/1818408/2278ecb5_y.jpg)

### SpringHill Suites by Marriott Louisville Downtown

10/10 Excellent

"clean rooms, comfy bed and large space, Really liked the shower and toilet being seperated."

[](https://expedia.ca/Louisville-Hotels-SpringHill-Suites-By-Marriott-Louisville-Downtown.h1818408.Hotel-Information)

![The Brown Hotel](https://images.trvl-media.com/lodging/1000000/10000/9900/9861/840e31de_y.jpg)

### The Brown Hotel

10/10 Excellent

"Courteous staff, well-attended rooms, great amenities. "

[](https://expedia.ca/Louisville-Hotels-The-Brown-Hotel.h9861.Hotel-Information)

![Hilton Garden Inn Louisville/Northeast](https://images.trvl-media.com/lodging/3000000/2050000/2041500/2041424/b2a28346_y.jpg)

### Hilton Garden Inn Louisville/Northeast

10/10 Excellent

"The room was spotless, the bed was comfy with plenty of pillows, and the staff was friendly"

[](https://expedia.ca/Louisville-Hotels-Hilton-Garden-Inn-Louisville-Northeast.h2041424.Hotel-Information)

![Galt House Hotel Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/200000/191500/191434/b5c46c3f_y.jpg)

### Galt House Hotel Trademark Collection by Wyndham

10/10 Excellent

"Clean rooms. Clean bathrooms. Roof top bar very nice."

[](https://expedia.ca/Louisville-Hotels-Galt-House-Hotel-Trademark-Collection-By-Wyndham.h191434.Hotel-Information)

![Wingate by Wyndham Louisville Fair and Expo](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000719/25c2a8c5_y.jpg)

### Wingate by Wyndham Louisville Fair and Expo

10/10 Excellent

"This place was super clean and everyone we encountered was super friendly. Every time we went out or came in and walked by the front desk we were spoken to and asked about the things we said we were out doing that night. They offered us an upgrade on our room because of it being our anniversary."

[](https://expedia.ca/Louisville-Hotels-Wingate-By-Wyndham-Louisville-Fair-And-Expo.h1000719.Hotel-Information)

![Radisson Hotel Louisville North](https://images.trvl-media.com/lodging/1000000/30000/26400/26306/50b82654_y.jpg)

### Radisson Hotel Louisville North

10/10 Excellent

"Friendly staff. Great amenities. Easy access from Louisville via 2nd Street bridge. Nice clean rooms with plenty of pillows for maximum comfort. Even though I didn’t use the pool it is a nice size pool with plenty of room to just sit and relax. "

[](https://expedia.ca/Louisville-Hotels-Radisson-Hotel-Louisville-North.h26306.Hotel-Information)

![Embassy Suites Louisville Downtown](https://images.trvl-media.com/lodging/10000000/9030000/9027600/9027531/e02820b0_y.jpg)

### Embassy Suites Louisville Downtown

10/10 Excellent

"Staff was great, the restaurant on the first floor was amazing. Love the size of the hotel rooms. "

[](https://expedia.ca/Louisville-Hotels-Embassy-Suites-Louisville-Downtown.h9027531.Hotel-Information)

![Studio 6 Suites Louisville, KY – Airport/Expo Center](https://images.trvl-media.com/lodging/1000000/20000/18200/18112/3994d35c_y.jpg)

### Studio 6 Suites Louisville, KY – Airport/Expo Center

10/10 Excellent

"Everything was great "

[](https://expedia.ca/Louisville-Hotels-Studio-6-Suites-Louisville.h18112.Hotel-Information)

![Hyatt Regency Louisville](https://images.trvl-media.com/lodging/1000000/330000/327000/326983/f8482687_y.jpg)

### Hyatt Regency Louisville

10/10 Excellent

"Wonderful stay. Service from the front desk staff was fantastic and each member was personable. Due to the coldness outside, it would have been great if the rooms had a heating function."

[](https://expedia.ca/Louisville-Hotels-Hyatt-Regency-Louisville.h326983.Hotel-Information)

## Frequently asked questions

### What can a history enthusiast expect from a trip to Portland?

### How many historical hotels are there in Portland?

### What are the must-see historical places and other sights to visit in Portland?

### What is a historic hotel like in Portland?

### What is the difference between a historic hotel and a heritage hotel?

### Do historic hotels in Portland have modern facilities?

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- [Hotels near Whiskey Row ](https://www.expedia.ca/Whiskey-Row-Hotels.0-l710255723734024192-0.Travel-Guide-Filter-Hotels)

- [Flights to Louisville ](https://www.expedia.ca/Cheap-Flights-To-Louisville.d603002.Travel-Guide-Flights)
- [Flights from Louisville ](https://www.expedia.ca/lp/flights/603002/flights-from-louisville)

- [Belle of Louisville ](https://www.expedia.ca/Belle-Of-Louisville-Downtown-Louisville.d6062661.Vacation-Attraction)
- [Conrad-Caldwell House Museum ](https://www.expedia.ca/Conrad-Caldwell-House-Museum-Old-Louisville.d6062667.Vacation-Attraction)
- [Kfc Yum Center ](https://www.expedia.ca/KFC-Yum-Center-Downtown-Louisville.d6140365.Vacation-Attraction)
- [Visit Downtown Louisville ](https://www.expedia.ca/Louisville-Downtown-Louisville.dx6059557)
- [Louisville Slugger Museum ](https://www.expedia.ca/Louisville-Slugger-Museum-Downtown-Louisville.d6062643.Vacation-Attraction)
- [Louisville Vacations ](https://www.expedia.ca/Louisville.d603002.Destination-Travel-Guides)
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- [Muhammad Ali Center ](https://www.expedia.ca/Muhammad-Ali-Center-Downtown-Louisville.d6062649.Vacation-Attraction)
- [Riverfront Plaza Belvedere ](https://www.expedia.ca/Riverfront-Plaza-Belvedere-Downtown-Louisville.d6062651.Vacation-Attraction)

- [Car rentals near Belle of Louisville ](https://www.expedia.ca/Car-Rentals-In-Belle-Of-Louisville.d6062661.Car-Rental-Guide)
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- [Louisville Vacation Rentals ](https://www.expedia.ca/Louisville-Vacation-Rentals.d603002.Travel-Guide-VacationRentals)

- [Things to do in Louisville ](https://www.expedia.ca/Things-To-Do-In-Louisville.d603002.Travel-Guide-Activities)

- [Book Hotels in Portland on Expedia.com ](https://www.expedia.com/Portland-Louisville-Hotels-Historic-Hotel.0-n553248635976395733-0-tHistoricHotel.Travel-Guide-Filter-Hotels)