Title: Book the Best HISTORIC Hotels in Chipley in 2026 | 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 ![](https://images.trvl-media.com/place/7433/707b9f8b-f6bd-4283-b648-db0883d13939.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 19 - Jan 20](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2026-01-19&endDate=2026-01-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chipley historic hotels ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18770000/18762600/18762580/w1920h1268x0y0-3b3bccd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18770000/18762600/18762580/bac74475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18770000/18762600/18762580/d0dba803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762600/18762580/f59fa8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Pool Private Yard "Golf Cart Rentals Available locally" [](https://www.expedia.ca/Panama-City-Beach-Hotels-Private-Pool-Private-Yard-Golf-Cart-Rentals-Available-Locally.h18762580.Hotel-Information) Sunnyside 9.6/10 Exceptional (62 reviews) "Great place to stay. Parking for 2 vehicles . Three vehicles kinda sketchy. Overall excellent stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John F. CA $118 CA $566 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Private-Pool-Private-Yard-Golf-Cart-Rentals-Available-Locally.h18762580.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60030000/60027100/60027055/2f131163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/61000000/60030000/60027100/60027055/ed85c239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront studio with shared pool & washer/dryer - steps from the beach [](https://www.expedia.ca/Panama-City-Beach-Hotels-Oceanfront-Studio-Wshared-Pool.h60027055.Hotel-Information) Panama City Beach 9.2/10 Wonderful (68 reviews) "Newly remodeled unit. Very nice and tastefully designed. Directly on the beach with beautiful view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terrie W. CA $124 CA $397 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Oceanfront-Studio-Wshared-Pool.h60027055.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/8e1d8dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/2ed01491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/e4661d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier Serenity \*\*Beachfront Corner End Balcony\*\* Sleeps 2 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Pier-Serenity-Sterling-Reef-Beachfront-Corner-End-Balcony-Sleeps-2.h74792543.Hotel-Information) Panama City Beach 9.4/10 Exceptional (110 reviews) "The views were Amazing ..My quate little condo was just the right size for myself n my guests .. definitely will recommend for a little getaway for 2" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna CA $90 CA $241 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Pier-Serenity-Sterling-Reef-Beachfront-Corner-End-Balcony-Sleeps-2.h74792543.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73100000/73096800/73096739/7fdef9d5.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) ![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) ![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) ### Waterfront Townhome w/ Shared Pool, Central AC, Free WiFi - Snowbird-Friendly [](https://www.expedia.ca/Panama-City-Beach-Hotels-Waterfront-Townhome-W-Shared-Pool.h73096739.Hotel-Information) El Centro Beach 8.4/10 Very good (12 reviews) "Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlyn H. CA $117 CA $459 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Waterfront-Townhome-W-Shared-Pool.h73096739.Hotel-Information) ![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) ![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/72000000/71750000/71746900/71746834/09659e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/72000000/71750000/71746900/71746834/50b328a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely Townhouse Steps From Beach w/Free WiFi, Breathtaking Views, & Central AC [](https://www.expedia.ca/Panama-City-Beach-Hotels-Lovely-Townhouse-Steps-From-Beach-WFree-WiFi.h71746834.Hotel-Information) Sunnyside 9.6/10 Exceptional (37 reviews) "Perfect location for a family vacation! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorrie G. CA $213 CA $659 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Lovely-Townhouse-Steps-From-Beach-WFree-WiFi.h71746834.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/65000000/64120000/64114600/64114525/44681e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64120000/64114600/64114525/1dd28a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64120000/64114600/64114525/2c1ba412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/65000000/64120000/64114600/64114525/2a67a82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sixth Floor Oceanfront Studio with Ocean Views, Shared Pool, & High-Speed WiFi [](https://www.expedia.ca/Panama-City-Beach-Hotels-Sixth-Floor-Oceanfront-Studio-With-Ocean-Views.h64114525.Hotel-Information) Panama City Beach 8.6/10 Excellent (60 reviews) "The location on the beach was fantastic! Loved the beautiful beach view from the balcony. Lots to do in the area. Panama Beach Pier Park is really nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) maybay T. CA $82 CA $394 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Sixth-Floor-Oceanfront-Studio-With-Ocean-Views.h64114525.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64550000/64547400/64547362/6d90dbf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64550000/64547400/64547362/f4ddbaf4.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) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/65000000/64550000/64547400/64547362/8c8e03ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ♥️Ocean & Main Strip View 🔥 Fireplace 🏝️Beach Condo🏖️Origin 805💥Free Parking [](https://www.expedia.ca/Panama-City-Hotels-Just-Listedluxury-Beach-Resort-Free-Parking.h64547362.Hotel-Information) Panama City Beach 10/10 Exceptional (21 reviews) "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 $68 CA $486 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Panama-City-Hotels-Just-Listedluxury-Beach-Resort-Free-Parking.h64547362.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/72000000/71770000/71764800/71764779/bc93a1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71770000/71764800/71764779/c434f287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/72000000/71770000/71764800/71764779/82671824.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 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Best-Beachfront-Resort-PCB-Splash-1704E-Free-Beach-Chairs-Pools-Crib.h71764779.Hotel-Information) Panama City Beach 9.8/10 Exceptional (16 reviews) "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 $110 CA $592 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Best-Beachfront-Resort-PCB-Splash-1704E-Free-Beach-Chairs-Pools-Crib.h71764779.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/65000000/64430000/64429100/64429060/fb8a339d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/65000000/64430000/64429100/64429060/9131187a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64430000/64429100/64429060/1596c74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64430000/64429100/64429060/bfb7c005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Condo w/ a Shared Pool, Hot Tub, & High-Speed WiFi [](https://www.expedia.ca/Panama-City-Beach-Hotels-Ocean-View-Condo-W-A-Shared-Pool.h64429060.Hotel-Information) Panama City Beach 7.8/10 Good (49 reviews) "The one day we was able to go to the beach and our door was locked and not having to worry about someone getting it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L. CA $96 CA $524 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Ocean-View-Condo-W-A-Shared-Pool.h64429060.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39500000/39494400/39494310/4eaa0cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library, stereo](https://images.trvl-media.com/lodging/40000000/39500000/39494400/39494310/99e6359e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/40000000/39500000/39494400/39494310/33566d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39500000/39494400/39494310/5e9a78d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GULF FRONT \*Renovated\* - 2 BR + Private Room w/ a Full bed \~ Owner Managed! [](https://www.expedia.ca/Panama-City-Hotels-New-Listing-Updated-Gulf-Updated-3-Br2-Ba-ON-The-Beach-Beach-Svc-Included.h39494310.Hotel-Information) Miramar Beach 10/10 Exceptional (140 reviews) "It was a great condo " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janie N. CA $118 CA $566 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Panama-City-Hotels-New-Listing-Updated-Gulf-Updated-3-Br2-Ba-ON-The-Beach-Beach-Svc-Included.h39494310.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=2026-02-02&endDate=2026-02-03®ionId=7433&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## 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 "Really nice place" [](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? ### How many historical hotels are there in Chipley? ### What are the top historical sites and other places to visit in Chipley? ### What is a historic hotel like in Chipley? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Chipley have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - 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