Deals on vacations and trips to Middleburg

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Price found within the past 48 hours. Click for updated prices.
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $515, price is now $356 per person
$356
per person
Jan 28 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A bar/lounge, a 24-hour front desk, and a terrace are also provided.
Amelia by the South

Amelia by the South

4 out of 5
Price was $7,925, price is now $4,492 per person
$4,492
per person
Mar 1 - Mar 7
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
An outdoor pool is featured at this condo, along with a virtual front desk. Take advantage of the free self parking.
Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $7,899, price is now $4,519 per person
$4,519
per person
Mar 1 - Mar 7
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
An outdoor pool is featured at this condo, along with a virtual front desk. Take advantage of the free self parking.
Delta Hotels by Marriott™ Jacksonville Deerwood

Delta Hotels by Marriott™ Jacksonville Deerwood

4 out of 5
Southside
Save 100% on your flight
Price was $572, price is now $387 per person
$387
per person
Jan 28 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.
Landing Apartments Jacksonville - Downtown Saint Johns

Landing Apartments Jacksonville - Downtown Saint Johns

4 out of 5
Save 100% on your flight
Price was $1,937, price is now $1,325 per person
$1,325
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
A private beach and an outdoor pool are featured at this smoke-free apartment. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the 24-hour gym and perks like free self parking and free WiFi.

Top Middleburg hotels deals

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $183 total per night
$183 total
Dec 28 - Dec 29
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Pool
Pet friendly
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
1201 Riverplace Boulevard Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $143 total per night
$143 total
Dec 28 - Dec 29
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Pool
Pet friendly
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $129 total per night
$129 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the express check-in and WiFi in public areas. Enjoy the 24-hour gym and free cooked-to-order breakfast each morning.
Pool
Hot Tub
Comfort Suites Baymeadows Near Butler Blvd

Comfort Suites Baymeadows Near Butler Blvd

3 out of 5
8277 Western Way Cir Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $114 total per night
$114 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
1515 Prudential Dr Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $116 total per night
$116 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A bar/lounge, a 24-hour front desk, and a terrace are also provided.
Pool
Pet friendly
Sheraton Jacksonville Hotel

Sheraton Jacksonville Hotel

4 out of 5
10605 Deerwood Park Blvd Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $105 total per night
$105 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like a free area shuttle.
Pool
Pet friendly
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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.

Frequently asked questions

How much are vacation packages to Middleburg?
Packages, including flights and hotels in Middleburg, are priced from as little as $356. Make your daydreams a reality and secure your trip with Travelocity today.
How long should my Middleburg vacation be?
Generally, travelers stay 2 nights in Middleburg. But that might not be sufficient time for you. If you hope to see some of the area's hidden gems, how about adding another few nights to your travel itinerary?
Where can I get the best vacation package deals for Middleburg?
Grabbing a great package deal to Middleburg couldn't be easier with Travelocity. With access to 400 airlines and 1,000,000 properties around the world, you won't be short of choice when selecting your flights and hotels.
Why should I book my Middleburg vacation bundle via Travelocity?
Because life is one big journey, and we offer all you need to help you on the way. With our top-quality service and Price Match Guarantee, you can organize your trip with confidence. What's more, you can sleep easy on the road knowing we're here for you with our 24/7 customer support.
Will I save money on my Middleburg car rental if I bundle it with hotels and flights?
Certainly — combine your hotel, car and flight into a Middleburg vacation package and you'll save a handsome sum. With so much to discover in and around Middleburg, having your own wheels will make exploring easy. Once you're in the driver's seat, crank up the tunes and cruise toward Universal Studios Florida, an unmissable sight around 110 mi from Middleburg.
Which airport is best for Middleburg?
Middleburg has two airports you can head to — Jacksonville Intl. Airport (JAX) (30 mi away from the city center) and Gainesville Regional Airport (GNV) (35 mi away from central Middleburg).
Where should I stay when visiting Middleburg?
Many people spend their nights at the Hampton Inn & Suites Middleburg. It's the perfect base for your Middleburg escape.

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Photo by Cindy Simmonds
Photo by Cindy Simmonds

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