Deals on vacations and trips to Downtown Historic District
Downtown Historic District flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Save 100% on your flight
Price was $564, price is now $278 per person
$278
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Westgate Cocoa Beach Resort
Save 100% on your flight
Price was $2,122, price is now $1,130 per person
$1,130
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.
Seasons Florida Resort
Price was $575, price is now $307 per person
$307
per person
Dec 1 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
Bryan’s Spanish Cove
Price was $908, price is now $488 per person
$488
per person
Dec 1 - Dec 8
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A garden, a picnic area, and concierge services are also on offer.
Hilton Garden Inn Jacksonville Ponte Vedra Sawgrass
Palm Valley
Save 100% on your flight
Price was $780, price is now $419 per person
$419
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the gym, bar/lounge, and snack bar/deli.
Top Downtown Historic District hotels deals
Casa Monica Resort & Spa, Autograph Collection
95 Cordova St, St. Augustine, FL
Free Cancellation
Reserve now, pay when you stay
$242 nightly
The price is $270 total per night
$270 total
Sep 23 - Sep 24
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the gym, bar/lounge, and concierge services.
Hilton St. Augustine Historic Bayfront
32 Avenida Menendez, St. Augustine, FL
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $217 total per night
$217 total
Sep 16 - Sep 17
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Pool
Hot Tub
Casablanca Inn on the Bay
24 Avenida Menendez, St. Augustine, FL
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $150 total per night
$150 total
Sep 30 - Oct 1
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-out and luggage storage are also provided.
St George Inn
4 St. George Street #101, St. Augustine, FL
$254 nightly
The price is $283 total per night
$283 total
Sep 10 - Sep 11
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a garden, and luggage storage are also on offer.
Breakfast included
Pet friendly
Marion Motor Lodge
120 Avenida Menendez, St. Augustine, FL
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $120 total per night
$120 total
Sep 10 - Sep 11
Total with taxes and fees
A rooftop terrace, self parking, and concierge services are featured at this motel. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on offer.
Best Western Historic Bayfront
16 Avenida Menendez, St. Augustine, FL
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $155 total per night
$155 total
Sep 10 - Sep 11
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. Business travelers can take advantage of the business center.
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See all available properties in Downtown Historic District
View all propertiesLowest 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.
Popular places to visit
St. George Street
You can find the perfect gifts to bring home at St. George Street during your visit to St. Augustine. You can enjoy the coffeehouses while in the area.
Flagler College
Explore the campus of Flagler College, during your trip to St. Augustine. Discover the area's fascinating museums, or seek out its local tours.
Castillo de San Marcos National Monument
Explore one of the the oldest standing masonry forts in North America and watch cannons being fired from the ramparts.
Frequently asked questions
Photos of local treasures
Browse Downtown Historic District vacation photos for more inspiration
