Chesapeake City hotels

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Recommended by KAYAK

Best Chesapeake City hotels

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Most recommended Chesapeake City hotels

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Sutton Inn - Elkton - Building
Parking
Free Wi-Fi
Pet friendly
Hampton Inn Pennsville - Pennsville - Bedroom
Parking
Free Wi-Fi
Pool
Pet friendly
Sunrise Inn - Elkton - Bedroom
Parking
Free Wi-Fi
Pool
Pet friendly
Hampton Inn Elkton - Elkton - Pool
Parking
Free Wi-Fi
Pool
Pet friendly

Popular filters in Chesapeake City hotels

Hotels with parking
Red Roof Inn & Suites Wilmington - New Castle, Sutton Inn and others
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Good to know

Low season

February

High season

April

Average price (weeknight)

$110

Average price (weekend night)

$83
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 27% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Chesapeake City hotel deals

  • How long should you stay? KAYAK users usually book their hotel in Philadelphia for 1 day.
  • The Blue Max Inn exudes the charm the deep south, from its two-story balconied exterior to the old-world furnishings and decor inside. Delectable breakfast, afternoon tea, and snacks 24/7 are all complimentary. All rooms have flat-screen TVs and free Wi-Fi, and some have fireplaces and verandas.
  • The Holiday Inn Express & Suites Elkton - University offers both rooms and suites, and provides a complimentary hot breakfast buffet. The hotel also provides comfortable and spacious lounge seating in the lobby and a snack bar. This venue includes a business center, conference rooms, banquet facilities, and much more.
  • The Whispering Oak Mansion is in the town of Bear, Delaware, just 20min to the northeast of Chesapeake City. This large estate is beautifully situated among vast green lawns and surrounded by trees. You can rent individual large bedrooms in this vast house that have shared bathrooms. The bedrooms include refrigerators, coffee makers, microwave, closet, air-conditioning, TV, free Wi-Fi, and free toiletries. Elsewhere in the mansion, you can enjoy the shared lounge and the terraced garden.
  • For a clean, comfortable, affordable stay near Chesapeake City, check out the Motel 6 in Elkton, just a few minutes north. This pet friendly environment offers TVs in the room, along with a microwave, refrigerator, and free Wi-Fi. This venue is conveniently located just off I-95 and next to the Waffle House.
  • The Woodlands Camping Resort in Chesapeake City features over a hundred seasonal RV spots, and nine transient RV spots. This resort has a veterans circle, pool, showers, restrooms, a dump station, a dumpster, a basketball court, volleyball court, horseshoe pit, playground, and golf carts.

FAQs when booking a hotel in Chesapeake City

  • Are there any hotels in Chesapeake City, Maryland that have a kitchen and all of rooms?

    The Sutton Inn just north of Chesapeake City in the town of Elkton offers a comfortable affordable stay in rooms and suites, all which have kitchens. Other amenities include free Wi-Fi, cable TV, and some rooms have many fridges in microwaves. This air-conditioned venue is pet friendly, kid friendly, and wheelchair accessible.

  • Where can I find a hotel in Chesapeake City, Maryland with an indoor pool?

    The Best Western Plus Newark/Christiana Inn has a vast rectangular indoor pool in a gorgeous natural wood and tile gymnasium with exposed wood beams on the vaulted ceiling. The pool area also has a spa and a hot tub. Other features of this hotel include a business center, a fitness center, free breakfast, and free Wi-Fi.

  • Which hotels in Chesapeake City, Maryland are convenient for a business traveler?

    The Super 8 by Wyndham Pennsville / Wilmington is affordable accommodation that someone traveling for work will appreciate. This venue has conference rooms, meeting facilities, a 24h front desk, an ATM on site, desks in the room, fax and photocopying available, free parking, free Wi-Fi, free breakfast, and a coffee machine in the room.

  • Which hotels in Chesapeake City, Maryland offer romantic getaway?

    The Inn at the Canal features exquisitely decorated rooms, including the living areas, dining room, and bedrooms, some with four poster beds. Each room is done in a slightly different color palette with its own subtle charm. You can relax in a front-porch rocking chair porch or look over the water. This 19th century B&B is the perfect romantic getaway.

  • How do I find a hotel in central Chesapeake City?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Chesapeake City districts. You can also do a search using the city map to choose a specific location, like Chesapeake City city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Chesapeake City hotels with free parking?

    There are many hotels in Chesapeake City that offer both parking and free parking. Popular choices among KAYAK users include Red Roof Inn & Suites Wilmington - New Castle, Sutton Inn and Best Western Plus Newark/Christiana Inn.

Where to stay in Chesapeake City?

Our map will help you find the perfect place to stay in Chesapeake City by showing you the exact location of each hotel.

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