Ask Layla AI
Family-friendly East Coast Hotel Road Trip with Pools under $200 (June 2026)
This East Coast family road trip offers a perfect blend of family-friendly historical tours, scenic drives, and casual seafood dining with crab legs and lobster, all while traveling by car between vibrant cities like Boston, Salem, New York City, Richmond, Charleston, Savannah, and Miami. Each destination features centrally located hotels with pools under $200 per night, ensuring comfort and convenience for your family of four.
Powered by
70% Match
Arcade - Summer Fun Near Starland, River St & DT
1107 East 33rd Street, Savannah GA 31404
Storied Collection:
This hotel is ideal for a family-friendly trip with its **3 bedrooms** and **outdoor play equipment** for children, ensuring comfort and entertainment. Although it does not mention a pool, it offers a **fully equipped kitchen** and a **private entrance**, enhancing convenience and privacy for families.
7.8
Good
(7 reviews)
Matched amenities:
Family rooms
Children's playground
Kids' outdoor play equipment
Strollers
Free parking
Family roomsChildren's playgroundKids' outdoor play equipmentStrollersFree parking/night
Available from:Jun 12-28
70% Match
Palmetto Porch Retreat
6231 Rolling Fork Road F, Charleston SC 29406
Storied Collection:
This hotel offers a spacious 1-bedroom apartment with **family-friendly** amenities including a fully equipped kitchen and two bathrooms, ideal for a family road trip. While it does not mention a pool, its proximity to Charleston International Airport and the inclusion of a patio for outdoor dining add to its appeal for a family stay on the East Coast.
Matched amenities:Pets allowedFree parking
WiFiFree WiFiNon-smoking throughout
Pets allowedFree parkingWiFiFree WiFiNon-smoking throughout/night
Available from:Jun 12-28
85% Match
Chicago Vibe Heated Pool 5BR 2BTH
1812 Southwest 103rd Place, Miami FL 33165
Storied Collection:
This hotel is ideal for a family-friendly trip with its **heated pool** and spacious 5-bedroom setup, perfect for families. It also offers a **private beach area** and free parking, enhancing convenience and relaxation for a family road trip on the East Coast.
/night
Available from:Jun 12-28
70% Match
Modern Renovated 2-Bedroom in South Boston
20 Pompeii Street, Boston MA 02119
Storied Collection:
This modern renovated 2-bedroom apartment in South Boston offers a spacious and comfortable stay ideal for families, with **2 separate bedrooms** and **2 bathrooms**. While it does not mention pools, its location near family-friendly attractions like the Boston Museum of Fine Arts and Carson Beach makes it a great base for an East Coast road trip.
Matched amenities:Internet servicesWiFiFree WiFiNon-smoking throughoutAir conditioning
Internet servicesWiFiFree WiFiNon-smoking throughoutAir conditioning/night
Available from:Jun 12-28
40% Match
Chic NYC Stay Steps from Times Square with 2 bedroom
220 West 50th Street 34J, New York NY 10019
Storied Collection:
This hotel offers a spacious 2-bedroom apartment ideal for families, located just steps from Times Square in New York City. While it provides excellent amenities like free WiFi and a fully equipped kitchen, it does not feature a pool and the price is significantly above $200, which may not fit the budget for a family-friendly road trip stay under $200.
Matched amenities:Internet servicesWiFiFree WiFiNon-smoking throughoutAir conditioning
Internet servicesWiFiFree WiFiNon-smoking throughoutAir conditioning/night
Available from:Jun 12-28
Previous Searches
Team retreat hotels in Tokyo and Furano with hiking (Nov 2025) - Team Retreat Hotels in Tokyo and Furano with Hiking (Nov 2025) - Hotels in Tokyo and Furano for team retreat Nov 2025 - Hotel options in Tokyo and Furano for team retreat Nov 2025 - Hotels in Furano including 富良野ホテル Furano Hotel for team retreat Nov 2025 - Hotel options in Tokyo and Furano for team retreat Nov 2025 - Hotels in Tokyo for team retreat with large luggage (Nov 2025) -