Milton Vacations from $835

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Your Milton Vacation

With one of our vacation packages to Milton, you'll have endless opportunities for fun and adventure. There's so much to look forward to, including its coastal scenery and spectacular views. You'll want to go sightseeing during your trip to Milton. Drop by top attractions such as Sports at the Beach, Dogfish Head Craft Brewery and Milton Theater. Check out Expedia's extensive range of travel options and book your dream vacation to Milton today.

The Latest Milton vacation packages

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

Saint Tropez

3 out of 5
North Ocean City
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Salisbury (SBY)
9.2/10 Wonderful! (111 reviews)
The stay was perfect, so close to the beach, clean and exactly what we needed.

Reviewed on Jul 15, 2025

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Salisbury (SBY)
8.4/10 Very Good! (25 reviews)
The only thing we didnt like was the living room furniture was uncomfortable

Reviewed on Aug 21, 2024

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
9/10 Wonderful! (743 reviews)
Great location for activities on the beach

Reviewed on Jul 31, 2025

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Salisbury (SBY)
7.8/10 Good! (302 reviews)
I didn't like the parking. Very crowded. Front staff weren't the friendiest. Pool was a very dark cloudy color we couldnt see the bottom. Small pool always crowd. Room was ok. Close to ocean, boardwalk, and convient. Would stay again just for the convience.

Reviewed on Jul 31, 2025

White Marlin Inn

White Marlin Inn

2.5 out of 5
Downtown Ocean City
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Salisbury (SBY)
4.8/10 (780 reviews)
Fantastic location room itself is okay. Sand on sheets and blankets when we checked in. Based on location I'd probably stay again and bring bedding. For the price its worth the money. Certainly isn't a luxury spot.

Reviewed on Jul 26, 2025

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Discover the most popular places to visit in Milton

Dogfish Head Craft Brewery

4.5/5(79 reviews)

You can take time to visit Dogfish Head Craft Brewery during your travels to Milton. Stroll along the beautiful beaches in this family-friendly area, or check out its charming coffeehouses.

Dogfish Head Craft Brewery

Milton Theater

3.5/5(17 reviews)

You can get tickets for a performance at Milton Theater on your trip to Milton. Amble around this family-friendly area's beautiful beaches and enjoy its charming coffeehouses.

Milton Theater

Lydia Black Cannon Museum

You can spend time browsing the exhibits at Lydia Black Cannon Museum in Milton. Amble around this family-friendly area's beautiful beaches and enjoy its charming coffeehouses.

Lydia Black Cannon Museum

Milton Hotel Deals

Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

2 out of 5
511 North Boardwalk, Rehoboth Beach, DE
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $221 total per night from Sep 1 to Sep 2
$221 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,567 reviews)
"Our stay was very comfortable. Staff was friendly. I do wish there was good options at the hotel, even just a sandwich/coffee shop."

Reviewed on Jul 30, 2025

Henlopen Oceanfront Hotel
Staybridge Suites Rehoboth Beach by IHG

Staybridge Suites Rehoboth Beach by IHG

2 out of 5
34521 Old Postal Lane, Rehoboth Beach, DE
Fully refundable
$152 nightly
The price is $169 total per night from Sep 1 to Sep 2
$169 total
Sep 1 - Sep 2
Total includes taxes and fees
9.4/10 Exceptional! (167 reviews)
"My grandkids loved the pool. They were happy and had fun. Which in return made our stay great."

Reviewed on Jul 30, 2025

Staybridge Suites Rehoboth Beach by IHG
The Breakers Hotel & Suites

The Breakers Hotel & Suites

2.5 out of 5
105 Second Street, Rehoboth Beach, DE
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $215 total per night from Sep 1 to Sep 2
$215 total
Sep 1 - Sep 2
Total includes taxes and fees
8.8/10 Excellent! (1,870 reviews)
Location is Perfect
"The staff and hotel are very welcoming. Close to everything. Beach shuttle is wonderful"

Reviewed on Jul 29, 2025

The Breakers Hotel & Suites
See all 8,021 properties in Milton
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.

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Frequently asked questions

How much does a Milton vacation package cost?
You'll find cheap prices from $835 on Expedia for your Milton getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Milton costs.
What are the cheapest months to go to Milton?
You can typically find lower prices and greater availability in November, December and January. Browse our cheap Milton vacation packages and you could score some great off-season discounts.
How many days is enough for Milton?
When planning your Milton vacation, a few days will be enough to explore the best spots. Be sure to check out Milton Historical Society — it's one of the top sights in this destination. If you're looking for more activities, consider basing yourself here and venturing off on some trips from Milton.
Is it worth booking a vacation package to Milton?
It's no wonder a Milton vacation is on the must-do list of many travelers. Leading attractions like Milton Theater are just the start of things to see and do here.
How to find the best Milton package deals?
Bagging a cheap Milton package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Milton package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Milton vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can tailor your Milton getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Milton?
Secure fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Milton break.
Does Expedia offer Book Now, Pay Later Milton vacation packages?
Your Milton break is meant to be an escape from your daily routine, not a source of money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.