Westside Vacations

Book a Hotel + Flight or Car together to unlock savings

Looking for sports, concerts, or music festivals? Opens in a new windowSearch event tickets

    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Westside Vacation

Avoid the hassle of travel planning with a Westside vacation package. With all the details organized before you go away, all that's left for you to do is enjoy this leafy neighborhood's hiking, walking and fishing. What to cross off your to-do list first? Nearby Jacksonville Equestrian Center is a must-see on your trip to Westside. Expedia will help you turn your dream Westside vacation into reality, no matter your budget or travel plans.

The Latest Westside Vacation Packages

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

Beachside Motel

2 out of 5
per person
Aug 15 - Aug 18
Roundtrip non-stop flight included
Newark (EWR) to Jacksonville (JAX)
9.2/10 Wonderful! (1,006 reviews)
Great location and just steps from the beach!!! Pool was also very nice. Staff were gracious and accommodating!

Reviewed on May 21, 2024

Legacy Vacation Resorts Palm Coast

Legacy Vacation Resorts Palm Coast

3 out of 5
Save 100% on your flight
per person
Jul 30 - Aug 6
Roundtrip flight included
Detroit (DTW) to Daytona Beach (DAB)
8.8/10 Excellent! (1,268 reviews)
The amenities it offered. It was very quiet every night we were there. No issues at all, would definitely recommend to check out this property.

Reviewed on May 19, 2024

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jul 30 - Aug 6
Roundtrip flight included
Detroit (DTW) to Daytona Beach (DAB)
8.4/10 Very Good! (1,005 reviews)
Beautiful and well maintained. Lots to do

Reviewed on May 21, 2024

DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
Downtown Jacksonville
per person
Aug 5 - Aug 9
Roundtrip flight included
Detroit (DTW) to Jacksonville (JAX)
6.6/10 (1,027 reviews)
I loved the staff courtesy, and always checking to make sure everything was going well for us..

Reviewed on May 19, 2024

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
per person
Aug 5 - Aug 9
Roundtrip flight included
Detroit (DTW) to Jacksonville (JAX)
8.2/10 Very Good! (1,001 reviews)
Phenomenal! Already booked again!

Reviewed on May 19, 2024

Where to stay in Westside

Find the best Westside areas and neighborhoods for the activities you enjoy most. Learn more about Westside
Default Image

Southside

3 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 The Avenues are top sights worth seeing.

Find hotel + flight trips in Southside

Westside Hotel Deals

Quality Inn Orange Park Jacksonville
Quality Inn Orange Park Jacksonville
2.5 out of 5
6135 Youngerman Circle, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is $72 per night from Jun 4 to Jun 5
$72
$85 total
includes taxes & fees
Jun 4 - Jun 5
6.2/10 (1,000 reviews)
"Great staff"

Reviewed on May 18, 2024

Quality Inn Orange Park Jacksonville
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
2.5 out of 5
8001 PARRAMORE ROAD, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is $129 per night from May 26 to May 27
$129
$146 total
includes taxes & fees
May 26 - May 27
9.4/10 Exceptional! (499 reviews)
"Clean, quiet, friendly, competent staff, hot breakfast and close to shopping. Will definitely recommend to others!"

Reviewed on May 5, 2024

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
Margaritaville Jacksonville Beach
Margaritaville Jacksonville Beach
2.5 out of 5
715 1st St N, Jacksonville Beach, FL
Fully refundableReserve now, pay when you stay
The price is $204 per night from May 22 to May 23
$204
$232 total
includes taxes & fees
May 22 - May 23
8.8/10 Excellent! (2,428 reviews)
"Easy check in. Lonni was the front desk person that i met when we checked in. She was awesome. We appreciate your hospitality. This stay was a reunion between friends from a ling time ago and Lonni helped male it soecial. Rooms were spotless, hallways smelt fresh. Nice hotel, St Pete beach guy in ..."

Reviewed on May 20, 2024

Margaritaville Jacksonville Beach
See all 3,004 properties in Westside
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Westside vacation package cost?
Browse and book everything in one place with our Westside vacation packages, which start from a low $486. Pick the flights and hotels that suit your plans. Then, add on one or two tours or activities for a one-of-a-kind adventure.
How do I get a cheap travel package to Westside?
Browse and lock in everything in the one place with our Westside vacation packages. We have deals on flights, hotels, tours and more that’ll keep your travel budget happy and your sense of adventure alive. And, with more than 550 airlines and 1,000,000 hotels all over the world to choose from, you’ll have endless opportunities to mix and match as you want.
Where should I stay in Westside?
Most visitors to Westside include Cummer Museum of Art and Gardens and Jacksonville Museum of Modern Art on their itineraries. Why not go for a hotel as close as possible to these top attractions?
What are the top hotels in Westside?
If it’s comfort and convenience you’re after, you can’t beat Jax Home With Yard - 10 Mi To Adventure Landing. Spend your nights unwinding here and your days wandering around Westside’s best sights.
How far in advance should I book my Westside vacation?
It’s tricky picking the perfect time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available to compare up to a year in advance. If you’re booking last minute, don’t stress. Cheap prices occasionally appear within a few weeks of departure dates.
What does an Expedia Westside travel package include?
Expedia has all you need to arrange your Westside trip, but how your package is structured is your choice. Choose from a combination of hotels, flights and rental cars. Looking for some tours or experiences to keep you busy? Once you’ve made your booking, you can add them too. Whatever your budget or style, there’s a deal to meet your needs.
What should I know before booking a Westside travel package?
A travel package can be customized for your circumstances and is a great way to stretch your hard-earned dollars. How little or much you include is totally up to you. Hotels, rental cars and flights — choose any combination that suits your plans.
Can I choose my airline with a Westside Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You’re the boss! We have more than 550 airline partners around the world, so you have options galore when arranging your Westside escape.
If I'm not able to travel, can I cancel my Westside vacation package?
If your travel plans in Westside have changed, it’s good to know that it is possible to cancel your booking. If your booking was made in the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Westside

Image for Jacksonville Naval Air Station

Jacksonville Naval Air Station

4/5(300 reviews)

After visiting Jacksonville Naval Air Station, make a plan to see the other sights and activities in Jacksonville. Experience the great live music or attend a sporting event in this family-friendly area.

Jacksonville Naval Air Station
Image for Jacksonville Equestrian Center

Jacksonville Equestrian Center

4/5(9 reviews)

Catch an event at Jacksonville Equestrian Center during your trip to Jacksonville. Attend a sporting event in this family-friendly area.

Jacksonville Equestrian Center
Image for Ortega Yacht Club Marina

Ortega Yacht Club Marina

Explore the waterfront in Jacksonville with a trip to Ortega Yacht Club Marina. Amble around the area's riverfront or attend a sporting event.

Ortega Yacht Club Marina

Things to do

Image for The Avondale Tour (Jacksonville)

The Avondale Tour (Jacksonville)

$145
Per adult
The Avondale Tour (Jacksonville)
Image for Murray Hill Walking Mural Tour

Murray Hill Walking Mural Tour

$25
Per adult
Murray Hill Walking Mural Tour
Image for Private Shopping Tour from Jacksonville to St. Augustine Outlets

Private Shopping Tour from Jacksonville to St. Augustine Outlets

$181
Per adult
Private Shopping Tour from Jacksonville to St. Augustine Outlets
See all activities in Jacksonville

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.