Search Deals on
Middleburg Vacation Packages

Build your package with 2 more options

Middleburg Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Price was $571, price is now $418 per person
$418
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Book a stay at this business-friendly motel in Jacksonville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Johns Town Center and EverBank Stadium are located nearby.

Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $3,854, price is now $2,852 per person
$2,852
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Stay at this condo in Fernandina Beach. Enjoy free WiFi, free parking, and balconies. Popular attractions Omni Amelia Island Resort Golf and Fernandina Beach are located nearby.

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,252, price is now $954 per person
$954
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Book a stay at this luxury resort in Palm Coast. Enjoy free WiFi, free parking, and 9 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hammock Beach Ocean Course and Ocean Hammock Golf Club are located nearby.

Landing Apartments Downtown Palm Coast

Landing Apartments Downtown Palm Coast

4 out of 5
Price was $815, price is now $643 per person
$643
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Book a stay at this business-friendly apartment in Palm Coast. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Flagler Beach Beach and Cypress Knoll Golf Club are located nearby.
We had such a wonderful stay! The apartment was absolutely beautiful—modern, spacious, spotless, and very comfortable. It truly felt like a home away from home. The amenities were incredible! There was so much to do within the community that we hardly needed to leave. Everything was well maintained, and it made our stay even more enjoyable. I also appreciated all the thoughtful touches inside the apartment, like the snacks, cups, and the washer and dryer, which made our stay so convenient. The check-in and check-out instructions were clear and easy to follow, making the entire process seamless. I would absolutely stay here again and highly recommend it to anyone looking for a comfortable, relaxing, and well-equipped place to stay!

Reviewed on Jul 14, 2026

New Luxury Ocean Front 3 Bedroom 2 Bath Condo Sleeps 8 Cinnamon Beach Resort

New Luxury Ocean Front 3 Bedroom 2 Bath Condo Sleeps 8 Cinnamon Beach Resort

2 out of 5
Price was $1,368, price is now $1,129 per person
$1,129
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Book a stay at this beach apartment in Palm Coast. Enjoy a beach locale, a fitness center, and a garden. Popular attractions Hammock Beach Ocean Course and Palm Coast Beach are located nearby.

Canal-front Home With Pool Dock Water Fun

Canal-front Home With Pool Dock Water Fun

2 out of 5
Price was $1,376, price is now $1,135 per person
$1,135
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Stay at this vacation home in Palm Coast. Enjoy free parking and a garden. Popular attractions Hammock Beach Ocean Course and Palm Coast Resort Golf Club are located nearby.

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $597, price is now $493 per person
$493
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Book a stay at this beach vacation home in Fernandina Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Omni Amelia Island Resort Golf and Amelia Island State Park are located nearby.
We been coming to this villa for years and it always is an amazing experience. Customer service is stellar. Food is amazing .

Reviewed on Jul 26, 2026

Luxury Heated Pool Home on Saltwater Canal w Tiki

Luxury Heated Pool Home on Saltwater Canal w Tiki

2 out of 5
Price was $1,483, price is now $1,230 per person
$1,230
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Stay at this vacation home in Palm Coast. Enjoy free parking and a garden. Popular attractions Hammock Beach Ocean Course and Ocean Hammock Golf Club are located nearby.

Middleburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Southside
Price was $571, price is now $418 per person
$418
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $3,854, price is now $2,852 per person
$2,852
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,252, price is now $954 per person
$954
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Landing Apartments Downtown Palm Coast

Landing Apartments Downtown Palm Coast

4 out of 5
Town Center
Price was $815, price is now $643 per person
$643
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)

Middleburg Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wyndham Jacksonville Hotel & Conference Center

Wyndham Jacksonville Hotel & Conference Center

3.5 out of 5
Northside
Price was $751, price is now $601 per person
$601
per person
Sep 10 - Sep 15
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
Downtown Jacksonville
Price was $853, price is now $663 per person
$663
per person
Sep 10 - Sep 15
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Price was $900, price is now $704 per person
$704
per person
Sep 10 - Sep 15
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Landing Chic 1bd, Gym, Rooftop Lounge

Landing Chic 1bd, Gym, Rooftop Lounge

3 out of 5
Urban Core
Price was $949, price is now $747 per person
$747
per person
Sep 10 - Sep 15
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Aug 1 - Wed, Aug 5
PHL
Philadelphia Intl.
JAX
Jacksonville Intl.
$195 Roundtrip, found 3 days ago
$195
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Aug 1 from Philadelphia Intl. to Jacksonville Intl., returning Wed, Aug 5, priced at $195 found 3 days ago
American Airlines
Tue, Nov 10 - Thu, Nov 12
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Nov 10 from O'Hare Intl. to Jacksonville Intl., returning Thu, Nov 12, priced at $197 found 2 days ago
United
Tue, Nov 3 - Tue, Nov 17
EWR
Newark Liberty Intl. Airport
JAX
Jacksonville Intl.
$207 Roundtrip, found 9 hours ago
$207
Roundtrip
found 9 hours ago
Select United flight, departing Tue, Nov 3 from Newark Liberty Intl. Airport to Jacksonville Intl., returning Tue, Nov 17, priced at $207 found 9 hours ago
Delta
Tue, Sep 1 - Tue, Sep 15
AUS
Austin-Bergstrom Intl.
JAX
Jacksonville Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 1 from Austin-Bergstrom Intl. to Jacksonville Intl., returning Tue, Sep 15, priced at $217 found 4 days ago