Jacksonville Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Jacksonville

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is S$206 per night from 14 Sept to 15 Sept
S$206
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"The room was nice, it was quite and a lot of shops and restaurants in walking distance."

Reviewed on 12 Aug, 2025

Hotel Downstreet, Ascend Hotel Collection
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$198 per night from 17 Aug to 18 Aug
S$198
17 Aug - 18 Aug
includes taxes & fees
6.6/10 (1,001 reviews)
"The room I was given was quite impressive in size. Plenty accommodating for me and my dog. The a/c worked well, fridge was plenty cold, bed was comfortable and clean, the grounds surrounding the buildings is very nice for traveling with a dog. The front desk help was gracious and accommodating. That ..."

Reviewed on 9 Aug, 2025

Colonial Motel And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$173 per night from 2 Sept to 3 Sept
S$173
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (864 reviews)
Nice hotel option in Southern Vermont
"Great hotel to stay when traveling in Vermont. Convenient - right off of I-91, centrally located to a number of restaurants and food options. Pet-friendly hotel, we brought our furry friend and he was comfortable. Amenities were nice and clean including the pool and fitness area. Friendly staff who ..."

Reviewed on 12 Aug, 2025

Hampton Inn Brattleboro
See all 1,226 properties in Jacksonville
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.

Frequently asked questions

How much does a Jacksonville holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Jacksonville costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Jacksonville?
Travel in the low season and you're likely to find cheap Jacksonville holiday packages. Remember that public holidays and local festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for Jacksonville?
The ideal duration for your Jacksonville holiday depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to hit all the major sights and explore some hidden treasures along the way.
How to find the best Jacksonville package deals?
Use Expedia's filters to find some unbeatable Jacksonville package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Jacksonville package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book a Jacksonville holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Jacksonville holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Jacksonville?
If you've got your Jacksonville travel dates confirmed, book as early as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Jacksonville?

  1. Choose when to go: Check your diary and get packing. Your preferred time of year and the available activities will also help you decide when to holiday in Jacksonville.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to airfares and activities. Your hotel will probably be the largest expense during your trip to Jacksonville.
  3. Work out your trip length: Consider how long you want to spend exploring Jacksonville. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Jacksonville holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.