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Showing 16-23 of 23 Family Resorts

Driftwood Inn

Chestertown, Maryland, United States
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$60

If you want plenty of space with the personable staff of a small hotel, stay at the Driftwood Inn. Your family will enjoy a spacious room, the outdoor pool, and the easy access to Chestertown!... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 28 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Chestertown
  • Nearby Water Chester River
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Romantic
  • Bed & Breakfasts, Inns

Simply Bed & Bread

Chestertown, Maryland, United States
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$119

For those looking to spend a weekend with their grandchildren, Simply Bed and Bread offers the Gram an’ Gramps an’ Me package. Spend a special moment together in Chestertown!... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 2 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Chestertown, Maryland
  • Nearby Water Chester River
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Romantic
  • Bed & Breakfasts, Inns

Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina

Cambridge, Maryland, United States
83
Very Good
240 Reviews
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$135

Have the vacation of a lifetime at this expansive Chesapeake resort. Your kids will love swimming in the outdoor pool in the summer and the glass-enclosed Winter Garden pool during the cold months. There are plenty of onsite nature trails to explore, as well as a wildlife refuge.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 400 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Cambridge
  • Nearby Water Chesapeake Bay
  • Open Dates All Year
RESORT TYPE(S):
  • Meetings
  • Family
  • Golf
  • Pet Friendly
  • Villas and Condos

Harbourtowne Golf Resort & Conference Center

St. Michaels, Maryland, United States
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$120

Harbourtowne gives your Maryland family getaway some history, relaxation and a big dose of mid-Atlantic charm. St. Michaels awaits you with its historic Maritime Museum and unique adventures on "America's Oldest Ferry" or a sail-powered shipjack. Relax at the resort pool among a range of restaurants.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 111 units
  • Conference Facility
  • Kids Allowed
  • Nearby City St. Michaels
  • Nearby Water Chesapeake Bay
  • Open Dates All Year
RESORT TYPE(S):
  • Cabins, Cottages, and Chalets
  • Meetings
  • Family
  • Golf
  • Honeymoon
  • Luxury
  • Romantic
  • Wedding

Aloft Washington National Harbor

National Harbor, Maryland, United States
81
Very Good
1212 Reviews
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Young and young-at-heart family vacations take on extra dimension at Aloft Washington National Harbor, combining kid-friendly food and fun at re:fuel by Aloft and re:mix lounge with its camp Aloft program for kids ages two to-12. Kids also receive kid-size air mattresses and special bedding!... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Meetings
  • Family
  • Holiday
  • Luxury
  • Pet Friendly
  • Romantic

Kent Manor Inn

Stevensville, Maryland, United States
92
Excellent
6 Reviews
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$160

Families love Kent Manor Inn's comfortable rooms and convenient breakfasts. Onsite kayak rentals, lawn games and a swimming pool are perfect for family bonding, while nearby bike trails and nature centers offer more ways to explore the Eastern shore!... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 24 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Annapolis
  • Nearby Water Chesapeake Bay
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Historical
  • Romantic
  • Bed & Breakfasts, Inns

Gaylord National Hotel & Convention Center

Forest Heights, Maryland, United States
78
Good
854 Reviews
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Gaylord National Hotel features a variety of family-friendly activities. At check-in, your kids will receive the fun Gaylord Activity Book. Visit the Potomac Playzone, Gaylord National's new family arcade. Plus, the hotel has an Olympic-sized pool and stunning fountain shows – perfect for a Washington D.C. family vacation!... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 2000 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Washington, D.C.
  • Nearby Water Potomac River
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Holiday
  • Luxury
  • Romantic
  • Spa

Historic Tidewater Inn

Easton, Maryland, United States
84
Very Good
258 Reviews
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$151

Get reacquainted with your family in luxury at the Historic Tidewater Inn in charming Easton. Escape your everyday distractions and enjoy the simpler things like biking or taking in a show together at the Avalon Theatre. Annapolis is nearby for touring the Naval Academy and hunting is a popular way to pass the time as well.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 84 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Easton
  • Nearby Water Chesapeake Bay
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Historical
  • Holiday
  • Luxury
  • Romantic
  • Bed & Breakfasts, Inns

Showing 16-23 of 23 Family Resorts

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