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Middleburg Vacation Packages

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Middleburg Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
Save 100% on your flight
Price was $627, price is now $429 per person
$429
per person
Dec 8 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 4-star hotel in Jacksonville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions EverBank Stadium and Jacksonville Zoo and Gardens are located nearby.
Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Save 100% on your flight
Price was $706, price is now $448 per person
$448
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
Save 100% on your flight
Price was $883, price is now $574 per person
$574
per person
Dec 8 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 4-star eco-certified hotel in Jacksonville. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions EverBank Stadium and Jacksonville Zoo and Gardens are located nearby.
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $1,018, price is now $666 per person
$666
per person
Dec 8 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 3-star beach hotel in Jacksonville Beach. Enjoy free breakfast, 2 outdoor pools, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Sleiman North Shopping Center and Jacksonville Beach Pier are located nearby.
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,352, price is now $896 per person
$896
per person
Dec 8 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 4-star beach resort 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 Amelia Island Nature Center and Segway of Amelia Island are located nearby.
Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Save 100% on your flight
Price was $738, price is now $509 per person
$509
per person
Nov 8 - Nov 15
found 7 hours ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Stay at this 4-star aparthotel in Jacksonville. Enjoy a rooftop terrace, a fitness center, and daily housekeeping. Popular attractions EverBank Stadium and Jacksonville Zoo and Gardens are located nearby.
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $804, price is now $556 per person
$556
per person
Dec 8 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 4-star 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 Amelia Island State Park and Fort George Island Cultural State Park are located nearby.
Hilton Jacksonville At Mayo Clinic

Hilton Jacksonville At Mayo Clinic

4.5 out of 5
Save 100% on your flight
Price was $1,005, price is now $695 per person
$695
per person
Dec 8 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 4.5-star luxury hotel in Jacksonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions St. Johns Town Center and TPC Sawgrass 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 $387, price is now $274 per person
$274
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $840, price is now $573 per person
$573
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $547, price is now $378 per person
$378
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $613, price is now $424 per person
$424
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)

Middleburg Vacation Packages 5-7 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
Save 100% on your flight
Price was $706, price is now $448 per person
$448
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $883, price is now $574 per person
$574
per person
Dec 8 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $1,018, price is now $666 per person
$666
per person
Dec 8 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Delta Hotels by Marriott Jacksonville Deerwood

Delta Hotels by Marriott Jacksonville Deerwood

4 out of 5
Southside
Save 100% on your flight
Price was $680, price is now $448 per person
$448
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)

Top Flight Deals

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

Frontier Airlines
Mon, Oct 20 - Mon, Oct 27
DFW
Dallas-Fort Worth Intl.
JAX
Jacksonville Intl.
$109 Roundtrip, found 3 days ago
$109
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Oct 20 from Dallas-Fort Worth Intl. to Jacksonville Intl., returning Mon, Oct 27, priced at $109 found 3 days ago
Delta
Tue, Nov 4 - Tue, Nov 11
BOS
Logan Intl.
JAX
Jacksonville Intl.
$119 Roundtrip, found 3 days ago
$119
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Nov 4 from Logan Intl. to Jacksonville Intl., returning Tue, Nov 11, priced at $119 found 3 days ago
JetBlue Airways
Tue, Nov 18 - Thu, Nov 27
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$149 Roundtrip, found 12 hours ago
$149
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Nov 18 from John F. Kennedy Intl. to Jacksonville Intl., returning Thu, Nov 27, priced at $149 found 12 hours ago
Frontier Airlines
Mon, Oct 20 - Sun, Oct 26
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$154 Roundtrip, found 5 days ago
$154
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to Jacksonville Intl., returning Sun, Oct 26, priced at $154 found 5 days ago