Westside Vacation Packages

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Your Westside Vacation

A great way to experience this city is with a customized Westside vacation package. Stay in the neighborhood of Murray Hill, which is great for distilleries and craft breweries, bars and pubs and dining or go someplace else — our package deals are all about you. Jacksonville Equestrian Center, Crystal Springs Park and Bent Creek Golf Course are just a few of the many sights you'll want to check out during your trip to Westside. Browse Expedia's wide range of travel options and start planning your ultimate vacation to Westside now.

Top Holiday Package Deals in Westside

Price found within the past 48 hours. Click for updated prices.
Villas By the Sea Resort & Conference Center

Villas By the Sea Resort & Conference Center

3 out of 5
Price was CA $1,446, price is now CA $1,230 per person
CA $1,230
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very Good! (1,041 reviews)
A nice area. Walk to driftwood beach. Clean and safe.

Reviewed on Sep. 2, 2025

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was CA $2,656, price is now CA $1,799 per person
CA $1,799
per person
Nov 20 - Nov 26
found 12 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Daytona Beach (DAB)
8.6/10 Excellent! (1,011 reviews)
We have a great family time

Reviewed on Aug. 25, 2025

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Price was CA $3,942, price is now CA $3,199 per person
CA $3,199
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Jacksonville (JAX)
9.2/10 Wonderful! (369 reviews)
Amazing property! Only needs better food

Reviewed on Jul. 2, 2025

Days Inn & Suites by Wyndham Jekyll Island

Days Inn & Suites by Wyndham Jekyll Island

2 out of 5
Price was CA $1,649, price is now CA $1,355 per person
CA $1,355
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Jacksonville (JAX)
9/10 Wonderful! (1,006 reviews)
My wife and I really enjoyed the ocean side view it was so beautiful morning and night. We enjoyed the stay and would recommend this hotel.

Reviewed on Sep. 3, 2025

DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
Downtown Jacksonville
Price was CA $1,432, price is now CA $1,253 per person
CA $1,253
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Jacksonville (JAX)
6.6/10 (1,373 reviews)
I liked the view from river side balcony. The room was okay but the m

Reviewed on Sep. 1, 2025

Where to stay in Westside

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

3 out of top 10 points of interest in this area
4/5(8 area reviews)

If you're spending some time in Southside, St. Johns Town Center and The Avenues are top sights worth seeing.

Find hotels in Southside

Westside Hotel Deals

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 CA $164 per night from Sep 7 to Sep 8
CA $164
CA $187 total
Sep 7 - Sep 8
includes taxes & fees
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 CA $216 per night from Sep 7 to Sep 8
CA $216
CA $246 total
Sep 7 - Sep 8
includes taxes & fees
Margaritaville Jacksonville Beach
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Sep 7 to Sep 8
CA $249
CA $285 total
Sep 7 - Sep 8
includes taxes & fees
Hyatt Regency Jacksonville
See all 2,888 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family 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 CA $1,230. 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.

Things to do

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

CA $193
per traveller
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
Art Bikes Jax - Electric Bike Experiences

Electric Bike Tour with Free Application for Navigation

CA $69
per adult
Electric Bike Tour with Free Application for Navigation
Chocolate Bar Class

Chocolate Bar Class - Hands on class

CA $28
per adult
Chocolate Bar Class - Hands on class
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.