South Orleans Holidays

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Our guide on 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

Our pick of the best South Orleans Hotel Deals

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Orleans MA
10/10 Exceptional! (74 reviews)
The house was PERFECT for our family holiday celebration. We loved spending time together in the living rooms and very spacious kitchen. We also really enjoyed the piano, sauna, hot tub and large fireplace. The location is great for getting to Chatham, Orleans and multiple beaches. The hosts went ...

Reviewed on 3 Jan 2026

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Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
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 NZ$340 per night from 17 Mar to 18 Mar
NZ$340
17 Mar - 18 Mar
includes taxes & fees
8.6/10 Excellent! (474 reviews)
Staff are amazing, place is beautiful, clean and all around wonderful place

Reviewed on 2 Mar 2026

Margaritaville Resort Cape Cod
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

3 out of 5
476 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is NZ$177 per night from 8 Mar to 9 Mar
NZ$177
8 Mar - 9 Mar
includes taxes & fees
8/10 Very Good! (1,006 reviews)
We stayed during the blizzard of 2026, so it may have been a harder time to keep everything clean, but the carpets on the stairs and in the hallways were very dirty, and the door to our bathroom wasn’t wiped down. Breakfast was good if you steered clear of the eggs and home fries and just stuck to ...

Reviewed on 4 Mar 2026

Aiden by Best Western Cape Cod - West Yarmouth
See all 4,771 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 holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday 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 holiday 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 holiday 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 holiday as a package?
Expedia holiday 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 holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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 holiday package that brings all your bookings together.

Discover the most popular places to visit in South Orleans

This windmill was built in the early 1700's in South Orleans. By 1839 it was moved to overlook the Town Cove on the present hillside site of The Governor Prence Motor Inn on Rt 6A. During the recent restoration it was relocated to the small park on the shore of Town Cove where it stands today.

Jonathan Young Windmill

Jonathan Young Windmill is just one of the places to see in Orleans, so why not enjoy the other things to explore during your travels? Stroll along the seaside or seek out the hiking trails.

Jonathan Young Windmill

Nauset Inlet

Commune with nature and explore the great outdoors at Nauset Inlet during your travels in Orleans. Stroll along the seaside or seek out the hiking trails.

Nauset Inlet

Church of the Transfiguration Orleans

Church of the Transfiguration Orleans is just one of the places to see in Orleans, so why not enjoy the other things to explore during your travels? Amble around the area's beautiful beaches or seek out the hiking trails.

Church of the Transfiguration Orleans

Activities

Salem Puzzling Adventure

Plymouth Puzzling Adventure

NZ$58
per traveller
Plymouth Puzzling Adventure
Private Vacation Photoshoot with Photographer in Cape Cod

Private Vacation Photoshoot with Photographer in Cape Cod

NZ$542
per adult
Private Vacation Photoshoot with Photographer in Cape Cod
See all activities in Orleans
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.