Title: Book the Best HISTORIC Hotels in Woodbury in 2026 | Expedia.ca [Hotels in Woodbury](https://expedia.ca/Woodbury-Hotels.d176243.Travel-Guide-Hotels)[Vacation Rentals in Woodbury](https://expedia.ca/Woodbury-Vacation-Rentals.d176243.Travel-Guide-VacationRentals)[Woodbury Car Rentals](https://expedia.ca/Car-Rentals-In-Woodbury.d176243.Car-Rental-Guide)[Woodbury Vacation Packages](https://expedia.ca/Woodbury.d176243.Destination-Travel-Guides) ![Madison Green Historic District with Landmark Buildings and Architecture in Madison Downtown, Connecticut, USA](https://images.trvl-media.com/place/176243/8b54eb68-713c-4dbe-aa0d-dadb147aaa07.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Woodbury, CT from CA $238 - ![](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 Woodbury Historic Hotels Tonight [Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=176243&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=176243&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=176243&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=176243&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woodbury historic hotels ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/f403f26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/5288546f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, free WiFi](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/bbee8887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Chamber)](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/786946b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Abner Hotel [](https://www.expedia.ca/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information) Litchfield Historic District 9.2/10 Wonderful (47) "Clean room great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $297 CA $342 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/282f9b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/d4937d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/d820b069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/a0e0c5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Studio| Near Yale| Downtown New Haven [](https://www.expedia.ca/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.Hotel-Information) Downtown New Haven 9.0/10 Wonderful (12) "Convenient location. Just off Rte 91\. Easy street parking. The studio is as pictured - exposed brick walls, high ceilings. Everything you need for a short stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lois G. CA $85 CA $238 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90870000/90868400/90868316/2a786c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90870000/90868400/90868316/fe9f60cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90870000/90868400/90868316/7669a961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90870000/90868400/90868316/4a7e96de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #25 \*Massive\* 5 BR in Downtown Southington\* [](https://www.expedia.ca/Southington-Hotels-25-Massive-5-BR-In-Downtown-Southington.h90868316.Hotel-Information) Southington 8.8/10 Excellent (3) "The property was perfect for my family and I. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marguerite CA $231 CA $566 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Southington-Hotels-25-Massive-5-BR-In-Downtown-Southington.h90868316.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w905h683x60y0-7e221032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w905h683x59y0-8f890c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/39eb1814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/2faa1b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Overlook - Check the view from your deck! [](https://www.expedia.ca/Canton-Hotels-River-Overlook.h90821015.Hotel-Information) Collinsville 10/10 Exceptional (23) "The place was perfect for the two of us. It was close to both our kids homes." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tomas M. CA $243 CA $428 total includes taxes & fees Jan 26 - Jan 27, 2026 [](https://www.expedia.ca/Canton-Hotels-River-Overlook.h90821015.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/1bc1a012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/w1026h680x0y3-1207c37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/cd7d0c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/4f70f9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville [](https://www.expedia.ca/Canton-Hotels-Gorgeous-River-Views-On-Rails-To-Trails-And-Just-Steps-To-Quaint-Collinsville.h51685419.Hotel-Information) Collinsville 10/10 Exceptional (61) "Fabulous location. I can honestly say cleanest VRBO we’ve ever stayed!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanmarie G. CA $384 CA $661 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Canton-Hotels-Gorgeous-River-Views-On-Rails-To-Trails-And-Just-Steps-To-Quaint-Collinsville.h51685419.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®ionId=176243&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Woodbury Hotel Reviews ![La Quinta Inn & Suites by Wyndham Danbury](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg) ### La Quinta Inn & Suites by Wyndham Danbury 10/10 Excellent "The staff was friendly and the rooms were clean " [](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) ![Courtyard New Haven at Yale](https://images.trvl-media.com/lodging/1000000/30000/25300/25273/89078fdd_y.jpg) ### Courtyard New Haven at Yale 10/10 Excellent "No breakfast included. Was offered coffee at the bar which was free. Then offered other pastries but assumed those weren’t free so didn’t have one" [](https://expedia.ca/New-Haven-Hotels-Courtyard-New-Haven-At-Yale.h25273.Hotel-Information) ![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg) ### Ethan Allen Hotel 10/10 Excellent "The staff was friendly, and the room was spacious. " [](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![Hampton Inn by Hilton Shelton](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843_y.jpg) ### Hampton Inn by Hilton Shelton 10/10 Excellent "Beautiful hotel in great location " [](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Holiday Inn Cheshire - Southington by IHG](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287_y.jpg) ### Holiday Inn Cheshire - Southington by IHG 10/10 Excellent "Pool was nice, breakfast was very good. " [](https://expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg) ### Hyatt House Shelton 10/10 Excellent "Everything was great , the staffs was excellent. We were in room 327 and the sink is backing up needs to be cleaned. We love staying there . Thanks for having a healthy breakfast oatmeal, Avacado and banana great job . " [](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) ![Extended Stay America Suites Shelton Fairfield County](https://images.trvl-media.com/lodging/1000000/210000/202500/202426/a5148ba2_y.jpg) ### Extended Stay America Suites Shelton Fairfield County 10/10 Excellent "Yes" [](https://expedia.ca/New-Haven-Hotels-Extended-Stay-America-Suites-Shelton-Fairfield-County.h202426.Hotel-Information) ![Hamden Hotel and Suites – Hamden New Haven](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db_y.jpg) ### Hamden Hotel and Suites – Hamden New Haven 10/10 Excellent "Clean room -comfortable bed. no complaints " [](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information) ![Hilton Garden Inn Shelton](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg) ### Hilton Garden Inn Shelton 10/10 Excellent "What stood out for me is how nice the staff was and how clean and quiet the hotel is ,I would go back and I will definitely tell my friends and family to book, my stay was wonderful." [](https://expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Woodbury? ### How many historical hotels will I find in Woodbury? ### What are the most important historical places and other sights to visit in Woodbury? ### What is a historic hotel like in Woodbury? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Woodbury have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Oakville ](https://www.expedia.ca/5Star-Oakville-Hotels.s50-0-d3000430361.Travel-Guide-Filter-Hotels) - [Hotels near Abbey of Regina Laudis ](https://www.expedia.ca/Abbey-Of-Regina-Laudis-Hotels.0-l553248621532664759-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bethlehem ](https://www.expedia.ca/Bethlehem-Agritourism.d6340883-aaAgritourism.Travel-Guide-Accommodation) - 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