Painters Hill Vacations from $255

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Your Painters Hill Vacation

Spend less time planning and more time having awesome adventures with a Painters Hill vacation package. The neighborhood of Indian Trails, which is good for cycling and walking, will make an excellent base for your city break. Ready to explore? Beverly Beach, Flagler Beach Beach and Flagler Beachfront Winery are just three of the top-rated places to visit during your trip to Painters Hill. Don't put off your visit to this destination any longer. The perfect Painters Hill vacation is just a few clicks away with Expedia.

The Latest Painters Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $602, price is now $255 per person
$255
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (3,229 reviews)
Great and clean also great location

Reviewed on Nov 25, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,889, price is now $565 per person
$565
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Clean room expected amenities

Reviewed on Nov 12, 2025

The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $1,017, price is now $370 per person
$370
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,681 reviews)
From the minute we checked in and Michelle greeted us, we knew we picked the right spot! Since it’s quiet season, they were able to upgrade our room to double balcony oceanfront. It felt like we were right over the beach! Very clean rooms and facilities. We were visiting my nephew who goes to school at DSC and the valet guys were so accommodating, allowing us to leave the car out front for a few hours here and there without charging us the parking fee. Sore isl shout out to Dom from valet. The pool area was great and we loved the tiki bar (shout out to Doug the bartender!) he even gave me a special drink for my bday!!! They give s’mores kits at night to use at the pool side fire pits too! When we come back to visit, we will definitely rebook at the Shores!!!

Reviewed on Nov 16, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,215, price is now $446 per person
$446
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,085 reviews)
Yes room was very nice and staff was super polite and helpful

Reviewed on Nov 22, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was $1,576, price is now $693 per person
$693
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
The place is exceptional and met all of our needs and then some

Reviewed on Nov 12, 2025

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Discover the most popular places to visit in Painters Hill

Flagler Beach Beach

Flagler Beach Beach

Why not spend a lazy afternoon at Flagler Beach Beach during your trip to Flagler Beach? Wander the beautiful beaches in this family-friendly area.

Flagler Beach Beach
Flagler Beach Municipal Pier

Flagler Beach Municipal Pier

4.5/5(6 reviews)

You can find out about the history of Flagler Beach when you stop by Flagler Beach Municipal Pier. Amble around the area's beautiful beaches or seek out the biking trails.

Flagler Beach Municipal Pier
View of Flagler Beach at lunch from High Tides at Snack Jack. Great place to eat right on the beach.

Gamble Rogers Memorial State Recreation Area at Flagler Beach

After visiting Gamble Rogers Memorial State Recreation Area at Flagler Beach, make a plan to see the other sights and activities in Flagler Beach. Stroll along the beautiful beaches in this family-friendly area, or seek out the biking trails.

Gamble Rogers Memorial State Recreation Area at Flagler Beach

What to do in Painters Hill

Daytona Beach Champagne Sunset Cruise

Daytona Beach Champagne Sunset Cruise

$89
per adult
100% of travellers recommend
Daytona Beach Champagne Sunset Cruise
See all activities in Painters Hill

Painters Hill Hotel Deals

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
200 Ocean Crest Drive Palm Coast FL
$204 nightly
The price is $228 total per night from Dec 16 to Dec 17
$228 total
Dec 16 - Dec 17
Total with taxes and fees
8.4/10 Very Good! (1,006 reviews)
Beautiful place

Reviewed on Nov 24, 2025

Hammock Beach Golf Resort & Spa
Compass Hotel Flagler Beach

Compass Hotel Flagler Beach

3 out of 5
111 S Daytona Ave Flagler Beach FL
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $148 total per night from Nov 30 to Dec 1
$148 total
Nov 30 - Dec 1
Total with taxes and fees
9.4/10 Exceptional! (213 reviews)
We love it! Very clean, nice staff, 9/10 breakfast and close to the beach and nice pool!

Reviewed on Nov 24, 2025

Compass Hotel Flagler Beach
Lotus Boutique Inn & Suites

Lotus Boutique Inn & Suites

3 out of 5
505 South Atlantic Avenue Ormond Beach FL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $89 total per night from Nov 30 to Dec 1
$89 total
Nov 30 - Dec 1
Total with taxes and fees
7.6/10 Good! (1,397 reviews)
Love it

Reviewed on Nov 20, 2025

Lotus Boutique Inn & Suites
See all 3,165 properties in Painters Hill
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.

Find the Best Painters Hill Vacation Packages

Painters Hill Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Daytona Beach Intl. Airport (DAB)
Top Sights
Flagler Beach Beach, Beverly Beach and Flagler Beachfront Winery

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Frequently asked questions

How much does a Painters Hill vacation package cost?
You'll find cheap prices from $255 on Expedia for your Painters Hill escape. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Painters Hill costs.
What are the cheapest months to go to Painters Hill?
July, September and October are the best times to look for cheap Painters Hill vacation packages. Choosing to travel in quieter periods means you'll typically find better prices on flights and hotels.
How many days is enough for Painters Hill?
Typically, a handful of days is enough to visit the top attractions during your Painters Hill vacation. However, if you want to have more time to kick back or take day trips, think about extending your itinerary.
How to find the best Painters Hill package deals?
Finding a cheap Painters Hill package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Painters Hill package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Painters Hill vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can customize your Painters Hill escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Painters Hill?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Painters Hill getaway.
Does Expedia offer Book Now, Pay Later Painters Hill vacation packages?
Your Painters Hill getaway should be a relaxing escape from your busy life, not a reason for money-related stress. So to give you that extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.