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

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# Find Historic Hotels in Timber Pines, FL from CA $205

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## Check availability on Timber Pines Historic Hotels

Tonight

[Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6352585&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=6352585&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6352585&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6352585&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Timber Pines historic hotels

![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/1812cec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/d5785a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/dd36ed7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/84000000/83130000/83130000/83129912/8c2c8e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hacienda

[](https://www.expedia.ca/New-Port-Richey-Hotels-The-Hacienda.h83129912.Hotel-Information)

Downtown

9.6/10

Exceptional

(670)

"A perfectly relaxing stay. "

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

Dean

[](https://www.expedia.ca/New-Port-Richey-Hotels-The-Hacienda.h83129912.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121130000/121127800/121127759/cef49998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121130000/121127800/121127759/fa07cc34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121130000/121127800/121127759/e8fb83a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121130000/121127800/121127759/0f181c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Garden Cottage Within Walking Distance to Downtown Brooksville

[](https://www.expedia.ca/Brooksville-Hotels-Cozy-Garden-Cottage-Within-Walking-Distance-To-Downtown-Brooksville.h121127759.Hotel-Information)

Brooksville

CA $138

CA $336 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Brooksville-Hotels-Cozy-Garden-Cottage-Within-Walking-Distance-To-Downtown-Brooksville.h121127759.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/110000000/109500000/109492100/109492066/d69a04fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109500000/109492100/109492066/a59360e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109500000/109492100/109492066/ef7d121a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/110000000/109500000/109492100/109492066/f57602fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet studio in New Port Richey Downtown. Apartment B

[](https://www.expedia.ca/New-Port-Richey-Hotels-Quite-Studio-In-New-Port-Richey-Downtown-Apartment-B.h109492066.Hotel-Information)

Sims Grant

9.6/10

Exceptional

(10)

"This is a wonderful, quiet, clean and peaceful place to stay. Everything you need is right there both in the town square and in the studio. If you're looking for a clean, safe, and relaxing place to stay, this is it!"

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

Missy S.

CA $90

CA $205 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/New-Port-Richey-Hotels-Quite-Studio-In-New-Port-Richey-Downtown-Apartment-B.h109492066.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33650000/33645700/33645631/03a786d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33645700/33645631/9fb88cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33650000/33645700/33645631/b3a562d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, desk, soundproofing](https://images.trvl-media.com/lodging/34000000/33650000/33645700/33645631/c6748cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  3 Bed \~ 2 Bath\~ Pool \~ Wifi \~ Pets Welcome \~Optional Heated Pool \~SS Barbecue 

[](https://www.expedia.ca/Port-Richey-Hotels-3-Bed-2-Bath-Pool-Wifi-Pets-Welcome-Optional-Heated-Pool.h33645631.Hotel-Information)

Spring Hill

9.4/10

Exceptional

(130)

"Beautiful house and well stocked! Great pool and location. I highly recommend."

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

David B.

CA $155

CA $501 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Port-Richey-Hotels-3-Bed-2-Bath-Pool-Wifi-Pets-Welcome-Optional-Heated-Pool.h33645631.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806294/a35416f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806294/92d37bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806294/d78c0423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806294/685d7b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk Everywhere! 1-Bedroom Gem in Downtown Hub

[](https://www.expedia.ca/New-Port-Richey-Hotels-Walk-Everywhere-1-Bedroom-Gem-In-Downtown-Hub.h100806294.Hotel-Information)

Downtown

10/10

Exceptional

(7)

"Check in was super easy, place was extremely clean and well stocked upon arrival. Will definitely stay again!"

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

April B.

CA $123

CA $313 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/New-Port-Richey-Hotels-Walk-Everywhere-1-Bedroom-Gem-In-Downtown-Hub.h100806294.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/22000000/21060000/21058200/21058167/fbe5bf82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/22000000/21060000/21058200/21058167/f2046223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21060000/21058200/21058167/04af69b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/22000000/21060000/21058200/21058167/f859e169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dolan House B&B

[](https://www.expedia.ca/Port-Richey-Hotels-Dolan-House-BB.h21058167.Hotel-Information)

Downtown Brooksville

10/10

Exceptional

(66)

"Our second time here. Comfortable bed, great breakfast, friendly and accommodating hosts. It’s walkable to the May-Stringer House, a local must-do. "

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

Melinda

CA $240

CA $268 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Port-Richey-Hotels-Dolan-House-BB.h21058167.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/75000000/74440000/74437100/74437059/006197e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74440000/74437100/74437059/e02e5e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74440000/74437100/74437059/6afdb3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74440000/74437100/74437059/b6a208de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Weeki Wachee House - Private Pool & Nearby to Nature Preserves

[](https://www.expedia.ca/Spring-Hill-Hotels-Weeki-Wachee-House-Private-Pool-Nearby-To-Nature-Preserves.h74437059.Hotel-Information)

Weeki Wachee

10/10

Exceptional

(21)

"My family and I were very pleased with the b&b. We would definitely stay here again."

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

Michelle S.

CA $164

CA $658 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Spring-Hill-Hotels-Weeki-Wachee-House-Private-Pool-Nearby-To-Nature-Preserves.h74437059.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806227/34dfc325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806227/bf30101f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806227/696603ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100810000/100806300/100806227/4517e61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-Bedroom Oasis in the Heart of Downtown

[](https://www.expedia.ca/New-Port-Richey-Hotels-Charming-1-Bedroom-Oasis-In-The-Heart-Of-Downtown.h100806227.Hotel-Information)

Downtown

10/10

Exceptional

(13)

"Great place for me to stay while home is going through construction. Host were wonderful and helpful. Enjoyed my stay for anyone on vacation@"

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

Kim-Marie F.

CA $153

CA $353 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/New-Port-Richey-Hotels-Charming-1-Bedroom-Oasis-In-The-Heart-Of-Downtown.h100806227.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/113000000/112670000/112666800/112666753/3ccc2aea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112670000/112666800/112666753/78955a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112670000/112666800/112666753/26d59f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112670000/112666800/112666753/e6a2b337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LULU Street Retreat-A Charming Historic Downtown Home in Brooksville

[](https://www.expedia.ca/Brooksville-Hotels-LULU-Street-Retreat-A-Charming-Historic-Downtown-Home-In-Brooksville.h112666753.Hotel-Information)

Brooksville

10/10

Exceptional

(15)

"A gorgeous, tranquil retreat! Well set up & plenty of space & supplies for our group of 10 explorers. Highly highly recommend for anyone looking to stay in area. "

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

althea m.

CA $482

CA $771 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Brooksville-Hotels-LULU-Street-Retreat-A-Charming-Historic-Downtown-Home-In-Brooksville.h112666753.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=2025-12-27&endDate=2025-12-28&regionId=6352585&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Timber Pines Hotel Reviews

## Frequently asked questions

### What should a history buff expect from a stay in Timber Pines?

### How many historical hotels will I find in Timber Pines?

### What are the top historical places and other sights in Timber Pines?

### What is a historic hotel like in Timber Pines?

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

### Do historic hotels in Timber Pines have modern facilities?

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