Milton Vacations from $956

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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.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $1,421, price is now $956 per person
$956
per person
Aug 18 - Aug 25
found 22 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.2/10 Very Good! (722 reviews)
The balcony is on top of your neighbors no privacy and railing is all moldy. Fridge didn’t work when we arrived but they did replace it with another. The 2nd shift front desk guy was rude as heck. He parked in the lane that you had to drive in and back out of and there was plenty of parking. If an occupant had done that they would have been towed. He never said “hi” when you walked by. The day girl was great. The wallpaper was coming off the walls in our room. I would choose another place next time

Reviewed on Jun 4, 2026

Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $1,846, price is now $1,258 per person
$1,258
per person
Aug 18 - Aug 25
found 22 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
7.4/10 Good! (171 reviews)
Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo.

Reviewed on Oct 1, 2025

Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $2,363, price is now $1,768 per person
$1,768
per person
Aug 18 - Aug 25
found 22 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.4/10 Very Good! (19 reviews)
No complaints it was super nice! Will definitely book again

Reviewed on May 26, 2026

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,609, price is now $1,217 per person
$1,217
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Salisbury (SBY)
7.6/10 Good! (550 reviews)
The mattress was not very comfortable. The bathroom was small but I did appreciate the sink being outside of the bathroom. The view was great, the location was great, and the room was clean.

Reviewed on Jun 3, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $2,601, price is now $1,995 per person
$1,995
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Salisbury (SBY)
9/10 Wonderful! (3,600 reviews)
The room was clean. Staff were friendly and helpful. The bathroom needs to be updated- loud shower/bath. Bathtub/shower aged and the metal drain was out…hard to put in.

Reviewed on Jun 6, 2026

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Discover the most popular places to visit in Milton

Dogfish Head Craft Brewery

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

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

Milton Memorial Park

Explore the great outdoors at Milton Memorial Park, a lovely green space in Milton. Amble around this family-friendly area's beautiful beaches and enjoy its charming coffeehouses.

Milton Memorial Park

Milton Hotel Deals

Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

2 out of 5
511 North Boardwalk Rehoboth Beach DE
$161 nightly
The price is $179 total per night from Jun 15 to Jun 16
$179 total
Jun 15 - Jun 16
Total with taxes and fees
8.6/10 Excellent! (1,795 reviews)
"Best thing was ocean view."

Reviewed on Jun 6, 2026

Henlopen Oceanfront Hotel
Hotel Bethany Beach

Hotel Bethany Beach

2.5 out of 5
39642 Jefferson Bridge Rd. Bethany Beach DE
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $126 total per night from Jun 7 to Jun 8
$126 total
Jun 7 - Jun 8
Total with taxes and fees
9.2/10 Wonderful! (1,420 reviews)
"The room decor was beautiful and very calming. Breakfast was very good and the staff very friendly and helpful."

Reviewed on Jun 6, 2026

Hotel Bethany Beach
Comfort Inn Rehoboth Beach

Comfort Inn Rehoboth Beach

2.5 out of 5
19210 Coastal Hwy Rehoboth Beach DE
Fully refundable
$90 nightly
The price is $100 total per night from Jun 10 to Jun 11
$100 total
Jun 10 - Jun 11
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
"A basic hotel with everything you would need for a short stay. It was clean and everything in the room worked perfectly. There was a refrigerator and a microwave and coffee maker. Bed was comfortable. Great checkout time of 12 noon. 5 minutes from Rehoboth Beach. Definitely would go back there."

Reviewed on Jun 5, 2026

Comfort Inn Rehoboth Beach
See all 8,067 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.

Find the Best Milton Vacation Packages

Milton Essential Information

Language
English
Currency
U.S dollars
Population
2,800
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Lewes Beach, Cape Henlopen State Park and Jungle Jims River Safari Water Park

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Frequently asked questions

How much does a Milton vacation package cost?
You'll find cheap prices from $956 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.