Title: Book the Best Picketts Harbor Hotels with Early Check-in in 2026 from CA $389 | Expedia.ca [Vacation Rentals in Cape Charles](https://expedia.ca/Cape-Charles-Vacation-Rentals.d9669.Travel-Guide-VacationRentals)[Flights to Cape Charles](https://expedia.ca/Cheap-Flights-To-Cape-Charles.d9669.Travel-Guide-Flights)[Picketts Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Picketts-Harbor.d553248635976480786.Car-Rental-Guide)[Picketts Harbor Vacations](https://expedia.ca/Picketts-Harbor.d553248635976480786.Destination-Travel-Guides) ![Aerial panorama view of historic colonial chestertown near annapolis situated on the chesapeake bay during an early november afternoon](https://images.trvl-media.com/place/553248635976480786/70d4c01c-2152-466d-9f14-8f270eb27cd6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635976480786/70d4c01c-2152-466d-9f14-8f270eb27cd6.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 Picketts Harbor Hotels with Early Check-in Tonight [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976480786&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976480786&startDate=2026-02-07&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976480786&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976480786&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Picketts Harbor ![Standard Upstairs 2 Queen Pet Friendly | Balcony](https://images.trvl-media.com/lodging/4000000/3270000/3264400/3264347/5e2be591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3270000/3264400/3264347/7cea5404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3270000/3264400/3264347/d31eafa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/4000000/3270000/3264400/3264347/3a456353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shore Stay Suites [](https://www.expedia.ca/Cape-Charles-Hotels-Shore-Stay-Suites.h3264347.Hotel-Information) Cape Charles 8.4/10 Very good (655 reviews) "Beautiful sunset view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather [](https://www.expedia.ca/Cape-Charles-Hotels-Shore-Stay-Suites.h3264347.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/f079e48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/1d7a4ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/bcefa08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/de5c46f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment [](https://www.expedia.ca/Cape-Charles-Hotels-Family-Fun-Next-To-Central-Park-2-Blocks-To-Beach-Walk-To-Dining-Entertainment.h113705978.Hotel-Information) Historic Downtown Cape Charles 10/10 Exceptional (3 reviews) "Wonderful property! Well equipped, clean and convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie R. CA $146 CA $452 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Cape-Charles-Hotels-Family-Fun-Next-To-Central-Park-2-Blocks-To-Beach-Walk-To-Dining-Entertainment.h113705978.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/472d648d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/49fc98ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/5fadb0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/2888f8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach! [](https://www.expedia.ca/Cape-Charles-Hotels-Renovated-Home-By-Central-Park-King-Bed-Family-Friendly-2-Blocks-2-Beach.h114243041.Hotel-Information) Historic Downtown Cape Charles 10/10 Exceptional (8 reviews) "Cute, well stocked rental. We had a comfortable stay and the house met the needs of our family of 4\. We enjoyed the central location and close proximity to the park. The hosts were friendly and responsive. We hope to visit again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $128 CA $433 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Cape-Charles-Hotels-Renovated-Home-By-Central-Park-King-Bed-Family-Friendly-2-Blocks-2-Beach.h114243041.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91770000/91769500/91769446/2ae4d2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/91770000/91769500/91769446/8c7df282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91770000/91769500/91769446/d3a851f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91770000/91769500/91769446/dac760d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salt Box, One Block to the Beach [](https://www.expedia.ca/Cape-Charles-Hotels-Salt-Box.h91769446.Hotel-Information) Historic Downtown Cape Charles 10/10 Exceptional (18 reviews) "Two blocks to Mason Ave and two blocks to the beach, the location was a real highlight for us. The house was clean, and check-in/check-out could not be easier. I was a little nervous about having the owners right next-door, but they were so polite when we saw them, and that was very rare. We had a great time, and hope that it’s available for our Cape Charles trip next year. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David S. CA $101 CA $412 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Cape-Charles-Hotels-Salt-Box.h91769446.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/121000000/120490000/120485300/120485215/5c93e8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120490000/120485300/120485215/fe05bb81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120490000/120485300/120485215/fd35db61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120490000/120485300/120485215/e7ad74f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access [](https://www.expedia.ca/Cape-Charles-Hotels-1st-Floor-King-Bed-Screened-Porch-Family-Friendly-Optional-Resort-Golf-Access.h120485215.Hotel-Information) Cape Charles 10/10 Exceptional (1 review) "Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris W. CA $159 CA $602 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Cape-Charles-Hotels-1st-Floor-King-Bed-Screened-Porch-Family-Friendly-Optional-Resort-Golf-Access.h120485215.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/77000000/76800000/76795800/76795779/e5997937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76800000/76795800/76795779/707aa67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76800000/76795800/76795779/8eb0a77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76800000/76795800/76795779/36806ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Tiny Living, in Cape Charles, Va [](https://www.expedia.ca/Cape-Charles-Hotels-Experience-Tiny-Living.h76795779.Hotel-Information) Cape Charles 10/10 Exceptional (2 reviews) "Exactly what listing said! Was super clean and perfect for our short trip! Easy drive to and from the beach and the town of Cape Charles" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ella D. CA $307 CA $389 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Cape-Charles-Hotels-Experience-Tiny-Living.h76795779.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/38d4c65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/947ab956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/d10e76df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/3a8d041f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay cottage, Beach 100 yards away! RESERVE NOW!!! [](https://www.expedia.ca/Cape-Charles-Hotels-Bay-Cottage.h34006511.Hotel-Information) Historic Downtown Cape Charles 9.6/10 Exceptional (145 reviews) "Nicely located. Clean. Convenient to town center and beach. Good on-street parking and renter/owner communication. Limited household amenities. Could use an interior refresh and bathroom updating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas R. CA $239 CA $652 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Cape-Charles-Hotels-Bay-Cottage.h34006511.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112390000/112387100/112387046/807ba326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112390000/112387100/112387046/dbb55a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112390000/112387100/112387046/00c1203d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112390000/112387100/112387046/ce956bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Waverly Tree House [](https://www.expedia.ca/Machipongo-Hotels-The-Waverly-Tree-House.h112387046.Hotel-Information) Machipongo CA $240 CA $432 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Machipongo-Hotels-The-Waverly-Tree-House.h112387046.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67600000/67595500/67595411/bdc5c7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67600000/67595500/67595411/f0158e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67600000/67595500/67595411/93f11861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67600000/67595500/67595411/71d0809c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Haven - Chesapeake Properties [](https://www.expedia.ca/Cape-Charles-Hotels-Blue-Haven-Chesapeake-Properties.h67595411.Hotel-Information) Historic Downtown Cape Charles 10/10 Exceptional (3 reviews) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved pretty much everything about this house! Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth K. CA $272 CA $1,009 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Cape-Charles-Hotels-Blue-Haven-Chesapeake-Properties.h67595411.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/50000000/49110000/49108600/49108588/f701f780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/50000000/49110000/49108600/49108588/280a33b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49110000/49108600/49108588/4afc63c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/50000000/49110000/49108600/49108588/3b48ddda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Creek Meets Historic Cape Charles! pool access! [](https://www.expedia.ca/Cape-Charles-Hotels-Bay-Creek-Meets-Historic-Cape-Charles-Pool-Access.h49108588.Hotel-Information) Cape Charles 10/10 Exceptional (31 reviews) "We had a great stay. The house was perfect for a family with young children and well-equipped for our family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah M. CA $277 CA $682 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Cape-Charles-Hotels-Bay-Creek-Meets-Historic-Cape-Charles-Pool-Access.h49108588.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=2026-02-20&endDate=2026-02-21®ionId=553248635976480786&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Picketts Harbor Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Bay Island ](https://www.expedia.ca/4Star-Bay-Island-Hotels.s40-0-d553248635976385041.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Fox Hill ](https://www.expedia.ca/4Star-Fox-Hill-Hampton-Hotels.s40-n553248635976469587-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bavon ](https://www.expedia.ca/Bavon-Agritourism.d553248635975868563-aaAgritourism.Travel-Guide-Accommodation) - [Bavon Hotels ](https://www.expedia.ca/Bavon-Hotels.d553248635975868563.Travel-Guide-Hotels) - [Hotels near Bay Creek Golf Club ](https://www.expedia.ca/Bay-Creek-Golf-Club-Hotels.0-l6251803-0.Travel-Guide-Filter-Hotels) - [Motels in Bay Island ](https://www.expedia.ca/Bay-Island-Motels.d553248635976385041-aaMotels.Travel-Guide-Accommodation) - 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