Eastside Vacations from $300
Book a Hotel + Flight or Car together to unlock savings
The Latest Eastside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Margaritaville Jacksonville Beach
Save 100% on your flight
Price was $460, price is now $300 per person
$300
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
9/10 Wonderful! (3,273 reviews)
The hotel staff was very kind and professional. The hotel was clean and well decorated
Reviewed on Oct 29, 2025
Hilton Jacksonville At Mayo Clinic
Price was $776, price is now $522 per person
$522
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
New York (NYC) to Jacksonville (JAX)
10/10 Exceptional! (1 review)
This property is brand new and it was so nice. The staff was very helpful and very nice. We went there for Mayo Clinic. The shuttle was nice so we didn’t have to drive to the hospital and area doctor visits and tests. Wish there was a shuttle from the airport. Overall a very nice hotel.
Reviewed on Oct 27, 2025
The Ritz-Carlton, Amelia Island
Amelia City
Save 100% on your flight
Price was $1,631, price is now $1,126 per person
$1,126
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
9.2/10 Wonderful! (372 reviews)
Leticia at the front desk was fantastic! I had a health related attack on the way back from Atlanta and we decided to stay at the Ritz so I could rest.
We stayed at this Ritz on our honeymoon over 30 years ago, had my 50th birthday party at Salt with guests for a weekend, stayed there for our 30th wedding anniversary and had dinner at Salt also (I highly recommend Salt), stayed many holidays with our children and friends, car shows, and it is still such a wonderful resort.
You cannot go wrong staying at this beautiful resort. We have loved it for over 30 years and hope to keep going there for many more years to come. All of the staff is great, but a special shout out to Leticia. Thank you for helping us.
Reviewed on Sep 6, 2025
Hammock Beach Golf Resort & Spa
Save 100% on your flight
Price was $1,273, price is now $880 per person
$880
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Daytona Beach (DAB)
8.6/10 Excellent! (1,004 reviews)
place is just fine. a bit dated but great location. nice people
Reviewed on Oct 20, 2025
Where to stay in Eastside
Find the best Eastside areas and neighborhoods for the activities you enjoy most. Learn more about Eastside
Southside
1 out of top 10 points of interest in this area
4/5(912 area reviews)
If you're spending some time in Southside, St. Johns Town Center and Orange Park Place Shopping Center are top sights worth seeing.
Eastside Hotel Deals
Hyatt Regency Jacksonville
225 E Coastline Dr, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $165 total per night from Nov 23 to Nov 24
$165 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,347 reviews)
Everything was amazing. We got a room with the river view and loved it!
Reviewed on Oct 26, 2025
Margaritaville Jacksonville Beach
715 1st St N, Jacksonville Beach, FL
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $197 total per night from Nov 2 to Nov 3
$197 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (3,303 reviews)
The hotel staff was very kind and professional. The hotel was clean and well decorated
Reviewed on Oct 29, 2025
DoubleTree by Hilton Hotel Jacksonville Riverfront
1201 Riverplace Boulevard, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $97 total per night from Nov 26 to Nov 27
$97 total
Nov 26 - Nov 27
Total with taxes and fees
6.6/10 (1,409 reviews)
.
Reviewed on Oct 26, 2025
Lowest 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.
Discover the most popular places to visit in Eastside
Mayo Clinic Florida
Though Mayo Clinic Florida might be what brings you to town, perhaps you'll have a chance to explore more of Jacksonville while you are here.
Jacksonville Naval Air Station
After visiting Jacksonville Naval Air Station, make a plan to see the other sights and activities in Jacksonville. Experience the lively festivals or attend a sporting event in this family-friendly area.
EverBank Stadium
Capable of seating over 80,000 fans, this modern football stadium is the exciting home of the Jacksonville Jaguars, international soccer games and music events.
Things to do
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
$140
per traveler
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.