Jacksonville Holidays

Book a Hotel + Flight or Car together to unlock savings

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 3.775.409 ₫ per night from 14 Sept to 15 Sept
3.775.409 ₫
4.217.133 ₫ total
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"This is an old Holiday Inn that the new owners came and made all modern and fancy, including adding a couple of our calories downstairs. Ample parking, although it was full towards the end of the night. Safe location. They did a really good job revitalizing in this place."

Reviewed on 11 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 3.676.680 ₫ per night from 17 Aug to 18 Aug
3.676.680 ₫
4.044.348 ₫ total
17 Aug - 18 Aug
includes taxes & fees
6.6/10 (1,003 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 3.194.577 ₫ per night from 4 Sept to 5 Sept
3.194.577 ₫
3.514.035 ₫ total
4 Sept - 5 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 1,227 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.

Popular places to visit

Jacksonville Pond

Explore the great outdoors at Jacksonville Pond, a lovely green space in Jacksonville. Discover the area's mountain views and seek out the ski slopes.

Jacksonville Pond

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.