Milton Vacation Packages 2025/2026 from $717

Milton flight + hotel vacation packages

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

Surfside Shores By Hosteeva

$717

per person

Dec 30 - Jan 4

found 2 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)

This condo's 2 outdoor pools and 24-hour gym are among the featured amenities. Free self parking and barbecue grills are also offered on site.

Emerald Isle

Villa Primera

$927

per person

Jan 4 - Jan 9

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Pensacola (PNS)

A full-service spa, 2 outdoor pools, and a hot tub are all featured at this smoke-free condo. Enjoy a day at the beach surfing, or relax with beach umbrellas. Enjoy the gym and perks like free self parking and free WiFi.

Portofino Island Resort

$1,032

per person

Jan 4 - Jan 9

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Pensacola (PNS)

A full-service spa, 3 restaurants, and 8 outdoor pools are all featured at this smoke-free aparthotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the children's club, onsite laundry facilities, and supervised childcare.

The Original Romar House B&B Inn

$1,089

per person

Jan 5 - Jan 9

found 16 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)

This bed & breakfast features an outdoor pool and a hot tub. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking.

Top Milton hotels deals

Red Roof Inn & Suites Pensacola East - Milton

2672 Avalon Blvd, I-10 At Exit #22, Milton, FL

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$84 total

Nov 6 - Nov 7

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space, and free internet in public areas. There's an outdoor pool on site, and laundry facilities and free newspapers are also offered.

Pool

Breakfast included

Surf & Sand Hotel

40 Fort Pickens Road, Pensacola Beach, FL

Free Cancellation

Reserve now, pay when you stay

$70 nightly

$79 total

Nov 30 - Dec 1

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. There's an outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Breakfast included

Hampton Inn Pensacola Beach

2 Via De Luna Drive, Pensacola Beach, FL

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$109 total

Nov 18 - Nov 19

Total with taxes and fees

This hotel features 2 outdoor pools, a bar/lounge, and a poolside bar. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and free perks like buffet breakfast and WiFi in public areas.

Pool

Breakfast included

The Pensacola Beach Resort

165 Fort Pickens Road, Pensacola Beach, FL

Free Cancellation

Reserve now, pay when you stay

$165 nightly

$184 total

Nov 16 - Nov 17

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the poolside bar and enjoy perks like free self parking.

Pool

Parking included

Holiday Inn Resort Pensacola Beach by IHG

14 Via De Luna Drive, Pensacola Beach, FL

Free Cancellation

$138 nightly

$155 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Bring the family and enjoy the lazy river, children's pool, and arcade/game room. Enjoy the indoor pool and perks like free WiFi.

Pool

Free WiFi

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

7827 North Davis Highway, Pensacola, FL

Free Cancellation

$92 nightly

$104 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the free continental breakfast each morning.

Pool

Breakfast included

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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.

Popular places to visit

Naval Air Station Whiting Field

After visiting Naval Air Station Whiting Field, make a plan to see the other sights and activities in Milton. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.

Oops Alley

Take the family on an outing to Oops Alley during your trip to Pace. Stroll along the area's beautiful beaches, or simply savor its charming coffeehouses.

Southern Raceway

3.5/5(127 reviews)

Catch an event at Southern Raceway during your trip to Milton. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.

Frequently asked questions

How much are vacation packages to Milton?

Starting at just $717, flight and hotel packages are a fabulous way to stretch your vacation budget. Milton, here you come!

How long should my Milton vacation be?

On average, visitors stay 3 nights in Milton. But that mightn't be anywhere near enough for you. If your aim is to see some of the area's off-the-beaten-path treasures, why not add a few more nights to your travel itinerary?

Where can I get the best vacation package deals for Milton?

With at least 400 airline partners and 1,000,000 properties all over the world, it's hard to go past Travelocity. Make the most of our comprehensive range and grab an affordable Milton vacation package. Don't you love it when travel is that easy?

Why should I book my Milton vacation bundle with Travelocity?

You'll not only enjoy great savings, but you'll also have access to our round-the-clock support, top-notch service and a Price Match Guarantee. Roam across the world, discover hidden treasures and forge lifelong memories — we'll take care of the little details.

Can I save on my Milton car rental if I book it with my hotel or flight?

Bundling your hotel, car and flight into a Milton vacation package is an excellent way to score an incredible deal. Plus, having your own wheels gives you absolute freedom to find your way to all those big sights you can't wait to see. Sitting 60 mi away from Milton, USS Alabama Battleship Memorial Park is one attraction that should be on your to-do list. Fasten your seat belt and make a day trip of it.

Which airport is best for Milton?

Pensacola Intl. Airport (PNS), 14 mi southwest of the city center, is where many visitors start their Milton adventures. But Northwest Florida Regional Airport (VPS) (30 mi away from central Milton) could be a better option for you.

What is there to do in Milton?

You'll notice a certain magic in the air as you wander the streets of Milton. Southern Raceway and Oops Alley are just a couple of renowned sights that make this city such a sought-after destination, so put them at the top of your list of places to see.

Where should I stay when visiting Milton?

If you're after somewhere to lay your head, have a look at the Best Western Milton Inn. It's the top pick for many visitors.