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.
Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Price was CA $1,242, price is now CA $996 per person
CA $996
per person
Jan 25 - Feb 1
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Jacksonville (JAX)
No reviews
Close to ball. Park. Convenient parking

Reviewed on Sep 3, 2026

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was CA $1,653, price is now CA $1,271 per person
CA $1,271
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very good! (1,280 reviews)
We had a wonderful stay at The Omni. They offer so much on the property. I highly recommend staying there. Definitely would go back!

Reviewed on Nov 1, 2026

Seaside Amelia Inn

Seaside Amelia Inn

3 out of 5
Price was CA $1,578, price is now CA $1,246 per person
CA $1,246
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.6/10 Excellent! (1,163 reviews)
Everything from location, staff and room was exceptional!

Reviewed on Oct 30, 2026

Amelia Hotel at the Beach

Amelia Hotel at the Beach

2.5 out of 5
Price was CA $1,464, price is now CA $1,190 per person
CA $1,190
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.6/10 Excellent! (2,356 reviews)
Truly didnt love the $17 parking. For $200 there are better options near by. Breakfast had a varied hot selection, so that was good!

Reviewed on Nov 2, 2026

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Price was CA $5,186, price is now CA $4,226 per person
CA $4,226
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
9.2/10 Wonderful! (393 reviews)
A beautiful place

Reviewed on Oct 11, 2026

Where to stay in Westside

Find the best Westside areas and neighborhoods for the activities you enjoy most. Learn more about Westside
A city skyline with modern skyscrapers, a prominent Wells Fargo building, and a blue bridge over a river.

Downtown Jacksonville

2 out of top 10 points of interest in this area

Historic core with major corporations, Downtown Jacksonville offers diverse culinary and nightlife experiences at The Elbow. Explore attractions like Florida Theatre, TIAA Bank Field, and museums, while enjoying convenient transportation options.

Find hotels in Downtown Jacksonville

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 refundable
The price is CA $123 per night from Nov 29 to Nov 30
CA $123
CA $139 total
Nov 29 - Nov 30
includes taxes & fees
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
Quality Inn Jacksonville - Orange Park near Naval Air Station

Quality Inn Jacksonville - Orange Park near Naval Air Station

2.5 out of 5
4580 Collins Road Jacksonville FL
Fully refundable
The price is CA $84 per night from Nov 23 to Nov 24
CA $84
CA $95 total
Nov 23 - Nov 24
includes taxes & fees
7/10 Good! (1,002 reviews)
"Rooms needs cleaning definitely"

Reviewed on Nov 1, 2026

Quality Inn Jacksonville - Orange Park near Naval Air Station
StudioRes by Marriott Jacksonville Orange Park

StudioRes by Marriott Jacksonville Orange Park

3 out of 5
8045 Parramore Road Jacksonville FL
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from Nov 8 to Nov 9
CA $106
CA $121 total
Nov 8 - Nov 9
includes taxes & fees
StudioRes by Marriott Jacksonville Orange Park
See all 3,243 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 $996. 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.

Stay near popular Westside attractions

Westside Regional Park

8.4/10 (7 reviews)
Explore the great outdoors at Westside Regional Park, a lovely green space in Jacksonville. Experience the great live music and lively festivals in this family-friendly area.
See properties

Things to do

Half-Day City Tour in Downtown Jacksonville

Half-Day City Tour in Downtown Jacksonville

CA $161
per adult
100% of travellers recommend
Half-Day City Tour in Downtown Jacksonville
The Escape Game at St. John's Town Center in Jacksonville

The Escape Game at St. John's Town Center in Jacksonville

CA $59
per adult
100% of travellers recommend
The Escape Game at St. John's Town Center in Jacksonville
Fun Dumpling Making Class at a Social Lounge in Jacksonville

Fun Dumpling Making Class at a Social Lounge in Jacksonville

CA $103
per adult
Fun Dumpling Making Class at a Social Lounge in Jacksonville
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.