Find Historic Hotels in Timber Pines, FL

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Our top choices for Timber Pines historic hotels

Exterior
The Hacienda

The Hacienda

The Hacienda
3.0 star property
Downtown
9.6 out of 10, Exceptional, (670)
"A perfectly relaxing stay. "
United States
Dean
$122 nightly
The price is $137
Dec 21 - Dec 22
Total with taxes and fees
The Hacienda
Fridge, microwave, oven, stovetop
Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville
2.0 star property
Brooksville
$221 nightly
The price is $244
Dec 18 - Dec 19
Total with taxes and fees
Garden Cottage Within Walking Distance to Downtown Brooksville
Living area
Quiet studio in New Port Richey Downtown. Apartment B

Quiet studio in New Port Richey Downtown. Apartment B

Quiet studio in New Port Richey Downtown. Apartment B
Sims Grant
9.6 out of 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
Missy S.
$135 nightly
The price is $149
Dec 14 - Dec 15
Total with taxes and fees
Quiet studio in New Port Richey Downtown. Apartment B
Sun loungers, beach towels
3 Bed ~ 2 Bath~ Pool ~ Wifi ~ Pets Welcome ~Optional Heated Pool ~SS Barbecue

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

3 Bed ~ 2 Bath~ Pool ~ Wifi ~ Pets Welcome ~Optional Heated Pool ~SS Barbecue
Spring Hill
9.4 out of 10, Exceptional, (130)
"Beautiful house and well stocked! Great pool and location. I highly recommend."
United States
David B.
$330 nightly
The price is $364
Dec 14 - Dec 15
Total with taxes and fees
3 Bed ~ 2 Bath~ Pool ~ Wifi ~ Pets Welcome ~Optional Heated Pool ~SS Barbecue
Beach nearby
Walk Everywhere! 1-Bedroom Gem in Downtown Hub

Walk Everywhere! 1-Bedroom Gem in Downtown Hub

Walk Everywhere! 1-Bedroom Gem in Downtown Hub
Downtown
10.0 out of 10, Exceptional, (7)
"Check in was super easy, place was extremely clean and well stocked upon arrival. Will definitely stay again!"
United States
April B.
$213 nightly
The price is $227
Dec 22 - Dec 23
Total with taxes and fees
Walk Everywhere! 1-Bedroom Gem in Downtown Hub
View from property
Dolan House B&B

Dolan House B&B

Dolan House B&B
3.0 star property
Downtown Brooksville
10.0 out of 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
Melinda
$172 nightly
The price is $192
Jan 1 - Jan 2, 2026
Total with taxes and fees
Dolan House B&B
Beach
Weeki Wachee House - Private Pool & Nearby to Nature Preserves

Weeki Wachee House - Private Pool & Nearby to Nature Preserves

Weeki Wachee House - Private Pool & Nearby to Nature Preserves
Weeki Wachee
10.0 out of 10, Exceptional, (21)
"My family and I were very pleased with the b&b. We would definitely stay here again."
United States
Michelle S.
$434 nightly
The price is $478
Dec 14 - Dec 15
Total with taxes and fees
Weeki Wachee House - Private Pool & Nearby to Nature Preserves
Beach
Charming 1-Bedroom Oasis in the Heart of Downtown

Charming 1-Bedroom Oasis in the Heart of Downtown

Charming 1-Bedroom Oasis in the Heart of Downtown
Downtown
10.0 out of 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
Kim-Marie F.
$240 nightly
The price is $256
Dec 14 - Dec 15
Total with taxes and fees
Charming 1-Bedroom Oasis in the Heart of Downtown
Living area
LULU Street Retreat-A Charming Historic Downtown Home in Brooksville

LULU Street Retreat-A Charming Historic Downtown Home in Brooksville

LULU Street Retreat-A Charming Historic Downtown Home in Brooksville
Brooksville
10.0 out of 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
althea m.
$508 nightly
The price is $560
Dec 15 - Dec 16
Total with taxes and fees
LULU Street Retreat-A Charming Historic Downtown Home in Brooksville
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 Timber Pines Hotel Reviews

Frequently asked questions

What should a history buff expect from a stay in Timber Pines?
You're likely already making plans to see the places with historical relevance while on vacation in Timber Pines. You'll probably want to also explore the many sights while you're in the area.
How many historical hotels will I find in Timber Pines?
There are 514 hotels and other lodging options bookable on Expedia in the larger Spring Hill area, though not many historic hotels to choose from.
What are the top historical places and other sights in Timber Pines?
Places to visit in the wider area include Nature Coast Botanical Gardens, Weeki Wachee Springs State Park, and Weeki Wachee Springs. You'll also find Weeki Wachee River and Silverthorn Country Club in the area.
What is a historic hotel like in Timber Pines?
When you book a historic hotel, you'll spend a night or two in a place that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, 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 in the public spaces and guestrooms of such hotels in Timber Pines, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The building and architecture of historic hotels are generally the most important aspect. For a heritage hotel, mainly, it's cultural value and how it shaped the community.
Do historic hotels in Timber Pines have modern facilities?
Hotels include modern conveniences and safety features you expect to find, though efforts have been made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the normal amenities found in most hotels will be available in a historic hotel. Rest assured that when you choose a historic hotel in Timber Pines, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.

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