Title: Book the Best Woolford LUXURY Hotels - Upscale Hotels in Woolford, MD | Expedia.ca [Woolford Travel Guide](https://expedia.ca/Woolford.dx553248635975865928)[Hotels in Woolford](https://expedia.ca/Woolford-Hotels.d553248635975865928.Travel-Guide-Hotels)[Vacation Rentals in Woolford](https://expedia.ca/Woolford-Vacation-Rentals.d553248635975865928.Travel-Guide-VacationRentals)[Woolford Car Rentals](https://expedia.ca/Car-Rentals-In-Woolford.d553248635975865928.Car-Rental-Guide)[Woolford Vacation Packages](https://expedia.ca/Woolford.d553248635975865928.Destination-Travel-Guides) ![Birds - Cattle Egret, Blackwater National Wildlife Refuge, Virginia](https://images.trvl-media.com/place/553248635975865928/dbd6d7b0-c9d1-4118-b96f-516a26296cfd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Woolford, MD - ![](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 Woolford Luxury Hotels Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-12-12&endDate=2025-12-13&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-12-13&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Woolford luxury hotels ![Dock](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/6c5e583a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/e6e9277d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/d550b003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/ec46dfb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvel's on the Creek [](https://www.expedia.ca/Secretary-Hotels-Marvels-On-The-Creek.h29313486.Hotel-Information) East New Market 10/10 Exceptional (161) "Clean & spacious room. Amazing hospitality. Excellent communication!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chin CA $256 CA $285 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Secretary-Hotels-Marvels-On-The-Creek.h29313486.Hotel-Information) ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/af06ef71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/7c147ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/9e0f5859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay [](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) Cambridge 8.8/10 Excellent (1002) "Very courteous staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $221 CA $288 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/d0af41e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/18678d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/518088b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/ffb9b376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oaks Waterfront [](https://www.expedia.ca/Easton-Hotels-The-Oaks-Waterfront-Inn.h1721586.Hotel-Information) Easton 10/10 Exceptional (41) "Loved the Oaks! Fabulous accommodations and excellent staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $569 CA $626 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Easton-Hotels-The-Oaks-Waterfront-Inn.h1721586.Hotel-Information) ![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/6a6b34d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/b1a0ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/2de6ebed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) Downtown St. Michaels 9.6/10 Exceptional (371) "Friendly and attentive staff, good cleaning services" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan CA $650 CA $787 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.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=2025-12-26&endDate=2025-12-27®ionId=553248635975865928&adults=2&sort=LUXURY&star=50&openPlayBack=true) ## Top Woolford Hotel Reviews ![The Tidewater Inn](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7_y.jpg) ### The Tidewater Inn 10/10 Excellent "Staff is very friendly and accommodating. The hotel is beautiful and the rooms are clean and welcoming 😊" [](https://expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Enjoyed everything about my one night stay. The staff was very hospitable and accommodating. The room was awesome with a very nice view of the surrounding water. Overall, a very positive experience. " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Hampton Inn Easton](https://images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/w1504h992x0y8-f18eeee9_y.jpg) ### Hampton Inn Easton 10/10 Excellent "all excellent with kudos to staff and the breakfast cook." [](https://expedia.ca/Easton-Hotels-Hampton-Inn-Easton.h1432437.Hotel-Information) ![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 10/10 Excellent "Room was good " [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Days Inn & Suites by Wyndham Cambridge](https://images.trvl-media.com/lodging/1000000/920000/912600/912574/6ce9bb8f_y.jpg) ### Days Inn & Suites by Wyndham Cambridge 10/10 Excellent "Beautifully decorated room. Very clean. Nice and friendly staff." [](https://expedia.ca/Cambridge-Hotels-Days-Inn-Suites-By-Wyndham-Cambridge.h912574.Hotel-Information) ![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg) ### Inn at Perry Cabin 10/10 Excellent "Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay. " [](https://expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Holiday Inn Express Cambridge by IHG](https://images.trvl-media.com/lodging/1000000/480000/471400/471331/7b3d3d17_y.jpg) ### Holiday Inn Express Cambridge by IHG 10/10 Excellent "Clean room and convenient location" [](https://expedia.ca/Cambridge-Hotels-Holiday-Inn-Express-Cambridge.h471331.Hotel-Information) ## Frequently asked questions ### Are you searching for the perfect hotel for your luxury holiday in Woolford? ### When can I expect good weather in Woolford? ### What's there to see and do in Woolford? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Algonquin ](https://www.expedia.ca/4Star-Algonquin-Hotels.s40-0-d553248635975860123.Travel-Guide-Filter-Hotels) - [Farmstay in Algonquin ](https://www.expedia.ca/Algonquin-Agritourism.d553248635975860123-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Algonquin ](https://www.expedia.ca/Algonquin-Apart-Hotels.d553248635975860123-aaApartHotels.Travel-Guide-Accommodation) - 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