South Orleans Vacations

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Where to stay in South Orleans

Find the best South Orleans areas and neighborhoods for the activities you enjoy most. Learn more about South Orleans
If you don't act like a seal, you can still swim at this iconic big-wave beach and avoid the great whites. #beaches

East Orleans

1 out of top 10 points of interest in this area

East Orleans is noteworthy for its beaches, and you can make a stop at top attractions like Nauset Beach and Cape Cod National Seashore.

Find hotels in East Orleans

South Orleans Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is ₩190,508 per night from Mar 2 to Mar 3
₩190,508
₩300,445 total
Mar 2 - Mar 3
includes taxes & fees
8.6/10 Excellent! (468 reviews)
The staff stood out the most, they were pleasant and very accommodating

Reviewed on Feb 27, 2026

Margaritaville Resort Cape Cod
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is ₩524,149 per night from Mar 4 to Mar 5
₩524,149
₩599,888 total
Mar 4 - Mar 5
includes taxes & fees
Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
The price is ₩157,893 per night from Mar 4 to Mar 5
₩157,893
₩243,341 total
Mar 4 - Mar 5
includes taxes & fees
9.2/10 Wonderful! (635 reviews)
Friendly staff, clean and spacious room, convenience of having a restaurant on site, and convenience of walking to all the stores and restaurants.

Reviewed on Feb 16, 2026

Chatham Wayside Inn
See all 4,773 properties in South Orleans
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 does a South Orleans vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to South Orleans costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to South Orleans?
To pick up cheap South Orleans vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for South Orleans?
The ideal duration for your South Orleans vacation depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to go to all the leading sights and explore some hidden spots along the way.
How to find the best South Orleans package deals?
Begin your search for a South Orleans package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal South Orleans package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your South Orleans adventure underway.
Is it cheaper to book a South Orleans vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored South Orleans vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to South Orleans?
If you're considering a spur-of-the-moment South Orleans trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking ahead.
How to plan a trip to South Orleans?

  1. Choose when to get away: Check your calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to visit South Orleans.
  2. Plan your budget wisely: On top of the price of your stay, you should factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may arise during your trip to South Orleans.
  3. Decide how long to go for: Now that you're more familiar with South Orleans, you can figure out the right length of your break. Put together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a South Orleans vacation package that brings all your bookings together.

Discover the most popular places to visit in South Orleans

Skaket Beach showing a beach as well as a family

Skaket Beach

Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.

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