Title: Book the Best HISTORIC Hotels in Chipley in 2025 | Expedia.ca [Hotels in Chipley](https://expedia.ca/Chipley-Hotels.d7433.Travel-Guide-Hotels)[Vacation Rentals in Chipley](https://expedia.ca/Chipley-Vacation-Rentals.d7433.Travel-Guide-VacationRentals)[Flights to Chipley](https://expedia.ca/Cheap-Flights-To-Chipley.d7433.Travel-Guide-Flights)[Chipley Car Rentals](https://expedia.ca/Car-Rentals-In-Chipley.d7433.Car-Rental-Guide)[Chipley Vacation Packages](https://expedia.ca/Chipley.d7433.Destination-Travel-Guides) ![The swampy waters of Florida ](https://images.trvl-media.com/place/7433/707b9f8b-f6bd-4283-b648-db0883d13939.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Official flight chick # Find Historic Hotels in Chipley, FL from CA $259 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chipley Historic Hotels Tonight [Nov 27 - Nov 28](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2025-11-27&endDate=2025-11-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2025-11-28&endDate=2025-11-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chipley Historic Hotels ![On the beach](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/033384a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/39efd8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/8e1d8dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/d4c355a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier Serenity \*\*Beachfront Corner End Balcony\*\* Sleeps 2 Panama City Beach 9.4/10 Exceptional (104) "It was nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James C. CA $105 CA $259 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Pier-Serenity-Sterling-Reef-Beachfront-Corner-End-Balcony-Sleeps-2.h74792543.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/21000000/20050000/20041100/20041066/920bb1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20050000/20041100/20041066/ff33c01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/21000000/20050000/20041100/20041066/f067c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20050000/20041100/20041066/90-adfb3dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PET-FRIENDLY @ GRAND PANAMA 3BR, 1st Floor direct to the beach/pool! BEACHFRONT! Panama City Beach 9.6/10 Exceptional (116) "Love the location. Close to ocean and pool. Always clean and updated " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jody H. CA $256 CA $571 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Panama-City-Beach-Hotels-GRAND-PANAMA-3BR.h20041066.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64550000/64547400/64547362/3c9ecc62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64550000/64547400/64547362/4a1782c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64550000/64547400/64547362/3885db14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/65000000/64550000/64547400/64547362/15711b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ♥️Ocean & Main Strip View 🔥 Fireplace 🏝️Beach Condo🏖️Origin 805💥Free Parking Panama City Beach 10/10 Exceptional (21) "Clean, quickly answer questions when we had some, and will stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew W. CA $83 CA $507 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Panama-City-Hotels-Just-Listedluxury-Beach-Resort-Free-Parking.h64547362.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/36000000/35540000/35536500/35536486/14beef22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35540000/35536500/35536486/46d5e5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/36000000/35540000/35536500/35536486/1252f64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35540000/35536500/35536486/d330f080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Paradise! with Beach Chairs, and Free Activities Each Day +More Panama City Beach 9.2/10 Wonderful (52) "The condo was perfect. The view was absolutely beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PatrickAlisha M. CA $112 CA $790 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Oceanfront-Paradise-With-Beach-Chairs.h35536486.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69920000/69911200/69911101/f06c6362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/70000000/69920000/69911200/69911101/3e83e8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69920000/69911200/69911101/b79002ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69920000/69911200/69911101/81af79b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 💎Luxury Beach Resort💥Free Beach Chairs🏖️Fireplace🔥Spectacular view🌴Location Panama City Beach 10/10 Exceptional (15) "The condo was very clean upon arrival and exactly as advertised. The view was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becky Z. CA $97 CA $576 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Panama-City-Hotels-House.h69911101.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/61000000/60030000/60027100/60027055/acfc47a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60030000/60027100/60027055/08b20ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60030000/60027100/60027055/5766fdf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/61000000/60030000/60027100/60027055/da7fa6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront studio with shared pool & washer/dryer - steps from the beach Panama City Beach 9.2/10 Wonderful (67) "VERY CLEAN!! No sand at all anywhere when we got there! Has everything you need! Balcony view is perfect! Loved this condo!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cadence P. CA $111 CA $377 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Oceanfront-Studio-Wshared-Pool.h60027055.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973869/6142f330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973869/5d27f027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973869/bcf6942c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973869/613d4139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Villa - Next to Pool Sleeps 8 Steps to Beach Bahama Beach 9.6/10 Exceptional (145) "Great stay and loved that we could check in early. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley P. CA $176 CA $615 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Spacious-Villa-Next-To-Pool-Sleeps-8-Steps-To-Beach.h18973869.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73100000/73096800/73096739/49467d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73100000/73096800/73096739/26767136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73100000/73096800/73096739/049aa7e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/74000000/73100000/73096800/73096739/1a568474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Townhome w/ Shared Pool, Central AC, Free WiFi - Snowbird-Friendly El Centro Beach 8.4/10 Very good (12) "We had a great time on our vacation. The condo was great. The pool was clean and not crowded even though most if not all condos were occupied. We had a small issue with the smoke detectors placement. Every time we cooked or opened the oven it would set it off. It became a “dinner alarm” for the kids though and we all laughed about it. The kitchen needs a few small items like a can opener, scissors, and a few more coffee cups (only one provided). Overall would stay again and would definitely... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas W. CA $118 CA $462 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Waterfront-Townhome-W-Shared-Pool.h73096739.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71750000/71746900/71746834/7d2ee4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71750000/71746900/71746834/ecdcad9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71750000/71746900/71746834/04d352fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71750000/71746900/71746834/55742270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely Townhouse Steps From Beach w/Free WiFi, Breathtaking Views, & Central AC Sunnyside 9.6/10 Exceptional (37) "Excellent place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve M. CA $215 CA $663 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Lovely-Townhouse-Steps-From-Beach-WFree-WiFi.h71746834.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/72000000/71770000/71764800/71764779/f7438bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71770000/71764800/71764779/19f6426d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/72000000/71770000/71764800/71764779/36f7fd35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/72000000/71770000/71764800/71764779/52270c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Beachfront Resort @ PCB Splash 1704E Free Beach Chairs Pools Crib Panama City Beach 9.8/10 Exceptional (16) "Very nice condo very clean great host great resort for little children. Will be back soon!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cody W. CA $125 CA $611 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Best-Beachfront-Resort-PCB-Splash-1704E-Free-Beach-Chairs-Pools-Crib.h71764779.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=2025-12-11&endDate=2025-12-12®ionId=7433&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_7433) ## Top Chipley Hotel Reviews ![Holiday Inn Resort Panama City Beach by IHG](https://images.trvl-media.com/lodging/1000000/20000/18900/18867/435c1757_y.jpg) ### Holiday Inn Resort Panama City Beach by IHG 10/10 Excellent "The bar was amazing" [](https://expedia.ca/Panama-City-Hotels-Holiday-Inn-Resort-Panama-City-Beach.h18867.Hotel-Information) ## Frequently asked questions ### What can I expect on my historical trip to Chipley? > A trip to the significant historical sites in Chipley is likely first on your travel itinerary. Also explore the many sights to visit such as churches and lake views ### How many historical hotels are there in Chipley? > Chipley is home to 20 hotel accommodations bookable on Expedia but not many designated as historic hotels. ### What are the top historical sites and other places to visit in Chipley? > Chipley is notable for landmarks like Moss Hill Methodist Church. Natural beauty is on display at Falling Waters State Park, Lucas Lake, and Pal's Park. You'll also find Compass Lake and Florida Caverns State Park in the area. ### What is a historic hotel like in Chipley? > When you choose a historic hotel, you'll enjoy a vacation in a place that has an officially recognized historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel as long as it's of special interest. Traditional architecture and period features are often found in the communal spaces and guestrooms of historic hotels in Chipley, giving a sense of history. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value as well as how it inspired the community. ### Do historic hotels in Chipley have modern facilities? > Hotels have the safety features and modern conveniences you might expect, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the usual amenities found in a hotel will also be available in a historic hotel. 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