See if you can join a tour at Oldest Wooden School House. But if not, this historic structure is still worth a photograph from the outside.

This historic landmark is located in St. Augustine Historic District. Once you've done everything you can at Oldest Wooden School House, consider visiting nearby Flagler College, Castillo de San Marcos National Monument, and St. Augustine Lighthouse & Maritime Museum.

Plan a trip to see Oldest Wooden School House

Price found within the past 48 hours. Click for updated prices.

Florida Hotel & Conference Center in the Florida Mall

$198

per person

Feb 3 - Feb 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9.2/10 Wonderful! (2,232 reviews)

Visited the Florida Black Friday weekend. The proximity to the Florida mall makes it a great location for shopping. This is a huge mall with a large assortment of shops. We were impressed with the cleanliness in the hotel and the mall. Our room was clean and quiet. The bed was very comfortable. Crickets restaurant is in the hotel. They have a good assortment of meal and drink options. The waiters were very accommodating and attentive. The sun shone the afternoon we were there so we enjoyed the beautiful outdoor pool and hot tub. We would definitely stay at the Florida hotel again in the future.

Reviewed on Dec 3, 2025

The Shores Resort & Spa

$214

per person

Jan 4 - Jan 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9/10 Wonderful! (1,681 reviews)

Overall stay its a great resort hotel

Reviewed on Dec 4, 2025

The Delaney Hotel

South Orange

$278

per person

Feb 3 - Feb 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9.6/10 Exceptional! (1,002 reviews)

Aaron at the front desk was amazing, kind, and very helpful. the restaurant was nice, all of the staff were very friendly. The room was very nice and clean and we did enjoy our stay. Thank you.

Reviewed on Dec 3, 2025

Browse tours and tickets to explore Oldest Wooden School House

Tours & day trips

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St Augustine Old Town Trolley Hop-on Hop-off City Tour

Free cancellation available

Holiday & seasonal tours

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St Augustine: Nights of Lights Tour by Electric Cart

Free cancellation available

Private & custom tours

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: Step back in time with pastime private historical tours

Free cancellation available

Food, drink & nightlife

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St Augustine: Nights of Lights Sunset Sail with Live Music

Free cancellation available

Water activities

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St Augustine: Nights of Lights Sunset Sail with Live Music

Free cancellation available

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