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 Town Center Resort
Price was $747, price is now $329 per person
$329
per person
Feb 10 - Feb 15
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Residence Inn by Marriott Daytona Beach Oceanfront
Price was $1,461, price is now $603 per person
$603
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.
Westgate Cocoa Beach Resort
Price was $1,247, price is now $587 per person
$587
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip 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.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,053, price is now $509 per person
$509
per person
Feb 10 - Feb 15
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Price was $1,298, price is now $657 per person
$657
per person
Feb 10 - Feb 15
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, 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
$310 nightly
The price is $346 total per night
$346 total
Jan 5 - Jan 6, 2026
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.
Marion Motor Lodge
120 Avenida Menendez St. Augustine FL
$176 nightly
The price is $197 total per night
$197 total
Jan 4 - Jan 5, 2026
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.
Casablanca Inn on the Bay
24 Avenida Menendez St. Augustine FL
$269 nightly
The price is $300 total per night
$300 total
Dec 10 - Dec 11
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.
The Bayfront Inn
138 Avenida Menendez St. Augustine FL
$225 nightly
The price is $251 total per night
$251 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
An outdoor pool, free self parking, and free newspapers are featured at this motel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A terrace, a computer station, and wedding services are also on offer.
St George Inn
4 St. George Street #101 St. Augustine FL
$412 nightly
The price is $459 total per night
$459 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with self parking. WiFi in public areas is free. A business center, a garden, and luggage storage are also on offer.
AC Hotel St. Augustine
90 Riberia Street St. Augustine FL
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $226 total per night
$226 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.
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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.
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.
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.
Frequently asked questions
Photos of local treasures
Browse Downtown Historic District vacation photos for more inspiration
