Middleburg Vacation Packages 2025/2026 from $328

Middleburg flight + hotel vacation packages

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

DoubleTree by Hilton Hotel Jacksonville Riverfront

Downtown Jacksonville

Save 100% on your flight

$328

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

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.

Hampton Inn Jacksonville Beach/Oceanfront

Save 100% on your flight

$992

per person

Oct 20 - Oct 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This hotel features 2 outdoor pools, a 24-hour gym, and a restaurant. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like full breakfast and WiFi in public areas. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.

The Ritz-Carlton, Amelia Island

Save 100% on your flight

$2,024

per person

Nov 15 - Nov 21

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Jacksonville (JAX)

A golf course, a full-service spa, and 3 hot tubs are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a children's club and an arcade/game room, and families will appreciate the onsite laundry facilities.

Holiday Inn Express & Suites Jacksonville Airport by IHG

Northside

$489

per person

Oct 20 - Oct 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Free self parking, laundry facilities, and free newspapers are also on offer.

Hilton Jacksonville At Mayo Clinic

Southside

Save 100% on your flight

$430

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and a free area shuttle. Free WiFi in public areas, a grocery/convenience store, and express check-out are also on offer.

Top Middleburg hotels deals

Embassy Suites by Hilton Jacksonville Baymeadows

9300 Baymeadows Road, Jacksonville, FL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$124 total

Sep 15 - Sep 16

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 perks like full breakfast and free self parking.

Pool

Hot Tub

Hyatt Regency Jacksonville

225 E Coastline Dr, Jacksonville, FL

Free Cancellation

Reserve now, pay when you stay

$182 nightly

$206 total

Sep 19 - Sep 20

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

Wyndham Garden Jacksonville

4660 Salisbury Road, I-95 Exit 344 (Butler Boulevard), Jacksonville, FL

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$84 total

Sep 14 - Sep 15

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 and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Pool

Pet friendly

Apm Inn and Suite

510 Lane Ave S, Jacksonville, FL

Free Cancellation

Reserve now, pay when you stay

$48 nightly

$55 total

Sep 15 - Sep 16

Total with taxes and fees

This hotel features an outdoor pool and a bar/lounge. Free self parking and a coffee shop are also offered on site.

Pool

Pet friendly

Scottish Inn Jacksonville Downtown

2300 Phillips Hwy, Jacksonville, FL

Free Cancellation

Reserve now, pay when you stay

$48 nightly

$54 total

Sep 11 - Sep 12

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, laundry facilities, and free newspapers are also on offer.

Parking included

Free WiFi

DoubleTree by Hilton Hotel Jacksonville Riverfront

1201 Riverplace Boulevard, Jacksonville, FL

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$143 total

Sep 21 - Sep 22

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

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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 $328. 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.