Milton Vacation Packages 2025/2026 from $295

Milton flight + hotel vacation packages

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

OYO Hotel Pensacola I-10 & Hwy 29

$295

per person

Nov 13 - Nov 16

found 13 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and barbecue grills are also provided.

Oyster Bay Boutique Hotel

Downtown Pensacola

Save 100% on your flight

$848

per person

Nov 13 - Nov 16

found 13 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)

A restaurant, free self parking, and a coffee shop are among this hotel's amenities. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.

The Island Resort at Fort Walton Beach

$613

per person

Nov 27 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Albany (ALB) to Pensacola (PNS)

This resort features 2 restaurants, 2 outdoor pools, and a gym. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the mini golf, children's pool, and playground.

Portofino Island Resort

Save 100% on your flight

$1,116

per person

Oct 19 - Oct 25

found 16 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Emerald Isle

Villa Primera

$975

per person

Oct 16 - Oct 20

found 20 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Top Milton hotels deals

Surf & Sand Hotel

40 Fort Pickens Road, Pensacola Beach, FL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$132 total

Sep 11 - Sep 12

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

The Pensacola Beach Resort

165 Fort Pickens Road, Pensacola Beach, FL

$212 nightly

$238 total

Sep 28 - Sep 29

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

Hampton Inn Pensacola Beach

2 Via De Luna Drive, Pensacola Beach, FL

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$144 total

Sep 16 - Sep 17

Total with taxes and fees

This eco-certified 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

Fairfield Inn & Suites by Marriott Pensacola Beach

16 Via de Luna Dr, Pensacola Beach, FL

$175 nightly

$197 total

Sep 28 - Sep 29

Total with taxes and fees

2 outdoor pools, 2 hot tubs, and a 24-hour gym are all featured at this eco-certified hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at one of the 2 bars/lounges and enjoy the free continental breakfast each morning.

Pool

Hot Tub

Hotel Pensacola

6703 Pensacola Blvd, Pensacola, FL

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$73 total

Sep 11 - Sep 12

Total with taxes and fees

This hotel features an outdoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.

Pool

Pet friendly

Holiday Inn Resort Pensacola Beach by IHG

14 Via De Luna Drive, Pensacola Beach, FL

Free Cancellation

$155 nightly

$174 total

Sep 29 - Sep 30

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

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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 $295, 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.