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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.
Delta Hotels by Marriott™ Jacksonville Deerwood

Delta Hotels by Marriott™ Jacksonville Deerwood

4 out of 5
Price was $526, price is now $418 per person
$418
per person
Jun 11 - Jun 15
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy breakfast (surcharge), a free area shuttle, and room service. 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.
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,421, price is now $1,015 per person
$1,015
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Ocean Hammock Golf Club and Hammock Beach Ocean Course are located nearby.
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $876, price is now $646 per person
$646
per person
Jun 25 - Jun 29
found 2 hours ago
Roundtrip flight included
Boston (BOS) 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.
Amelia by the South

Amelia by the South

4.5 out of 5
Price was $6,872, price is now $5,281 per person
$5,281
per person
Jun 19 - Jun 24
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this luxury condo in Fernandina Beach. Enjoy free WiFi, free parking, and private pools. Popular attractions Omni Amelia Island Resort Golf and Fernandina Beach are located nearby.
Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

4 out of 5
Price was $625, price is now $512 per person
$512
per person
Jun 11 - Jun 15
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions EverBank Stadium and Jacksonville Zoo and Gardens are located nearby.
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
Price was $580, price is now $479 per person
$479
per person
Jun 11 - Jun 15
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, room service, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Johns Town Center and Dog Wood Park of Jacksonville are located nearby.
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
Price was $697, price is now $582 per person
$582
per person
Jun 11 - Jun 15
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly 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.
Hyatt Place Jacksonville / St. Johns Town Center

Hyatt Place Jacksonville / St. Johns Town Center

3 out of 5
Price was $604, price is now $505 per person
$505
per person
Jun 11 - Jun 15
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Johns Town Center and Topgolf are located nearby.

Middleburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott™ Jacksonville Deerwood

Delta Hotels by Marriott™ Jacksonville Deerwood

4 out of 5
Southside
Price was $526, price is now $418 per person
$418
per person
Jun 11 - Jun 15
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,421, price is now $1,015 per person
$1,015
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $876, price is now $646 per person
$646
per person
Jun 25 - Jun 29
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

4 out of 5
Downtown Jacksonville
Price was $625, price is now $512 per person
$512
per person
Jun 11 - Jun 15
found 11 hours 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.
Blue Sky Manor

Blue Sky Manor

2 out of 5
Price was $583, price is now $491 per person
$491
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Jacksonville (JAX)
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $2,293, price is now $1,616 per person
$1,616
per person
Jun 17 - Jun 22
found 7 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Amelia by the South

Amelia by the South

4.5 out of 5
Price was $6,872, price is now $5,281 per person
$5,281
per person
Jun 19 - Jun 24
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
Hyatt Place Jacksonville / St. Johns Town Center

Hyatt Place Jacksonville / St. Johns Town Center

3 out of 5
Southside
Price was $694, price is now $547 per person
$547
per person
Jun 11 - Jun 16
found 7 hours 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
Wed, Aug 19 - Wed, Aug 26
DFW
Dallas-Fort Worth Intl.
JAX
Jacksonville Intl.
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Dallas-Fort Worth Intl. to Jacksonville Intl., returning Wed, Aug 26, priced at $190 found 3 days ago
Frontier Airlines
Tue, Jun 2 - Tue, Jun 16
EWR
Newark Liberty Intl. Airport
JAX
Jacksonville Intl.
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jun 2 from Newark Liberty Intl. Airport to Jacksonville Intl., returning Tue, Jun 16, priced at $195 found 2 days ago
Frontier Airlines
Wed, May 27 - Tue, Jun 9
BWI
Baltimore Washington Intl. Thurgood Marshall
JAX
Jacksonville Intl.
$200 Roundtrip, found 5 hours ago
$200
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, May 27 from Baltimore Washington Intl. Thurgood Marshall to Jacksonville Intl., returning Tue, Jun 9, priced at $200 found 5 hours ago
Frontier Airlines
Tue, May 26 - Wed, Jun 10
PHL
Philadelphia Intl.
JAX
Jacksonville Intl.
$204 Roundtrip, found 19 hours ago
$204
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Tue, May 26 from Philadelphia Intl. to Jacksonville Intl., returning Wed, Jun 10, priced at $204 found 19 hours ago