South Orleans Vacation Packages

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Your South Orleans Vacation

Well known for its coastal scenery and spectacular views, South Orleans is a fantastic getaway destination. Lock in one of our South Orleans vacation packages and uncover all that this exciting city has to offer. If your trip to South Orleans includes some sightseeing, drop by popular attractions like Nauset Beach, Skaket Beach and Rock Harbor Beach. Stop dreaming and start doing. Browse the range of options on Expedia today and finally put your South Orleans vacation plans into gear!

Top Holiday Package Deals in South Orleans

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,462, price is now CA $980 per person
CA $980
per person
Apr 9 - Apr 12
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $3,710, price is now CA $2,442 per person
CA $2,442
per person
Mar 24 - Mar 31
found 15 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Staff was friendly and flexible ! Rooms were spacious and beautiful, the housekeeping was not as clean or organized or detailed as other places I’ve been to but still good

Reviewed on Jan 4, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,271, price is now CA $1,506 per person
CA $1,506
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

Residence Inn by Marriott Boston Cambridge

Residence Inn by Marriott Boston Cambridge

3 out of 5
MIT
Price was CA $2,123, price is now CA $1,503 per person
CA $1,503
per person
Mar 24 - Mar 31
found 15 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.2/10 Wonderful! (1,005 reviews)
The room was very clean and comfortable. The staff at the front desk were so helpful and friendly. Breakfast was great.

Reviewed on Feb 8, 2026

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

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
9.8/10 Exceptional! (57 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 Jan 3, 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 CA $171 per night from Feb 17 to Feb 18
CA $171
CA $273 total
Feb 17 - Feb 18
includes taxes & fees
8.6/10 Excellent! (444 reviews)
Clean room, nice staff, the only problem was the internet was slow

Reviewed on Feb 2, 2026

Margaritaville Resort Cape Cod
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is CA $496 per night from Feb 25 to Feb 26
CA $496
CA $567 total
Feb 25 - Feb 26
includes taxes & fees
9.2/10 Wonderful! (808 reviews)
Beautiful property

Reviewed on Jan 24, 2026

Chatham Bars Inn
See all 4,788 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.
All Inclusive Vacations
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Frequently asked questions

How much does a South Orleans vacation package cost?
Offering excellent value package deals from CA $980 on Expedia, you'll be thrilled with 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?
Plan your getaway for the off-peak season and you're likely to score cheap South Orleans vacation packages. Keep in mind that school vacation periods and major local events can impact prices, so do a little research before booking.
How many days is enough for South Orleans?
When planning your South Orleans vacation, a handful of days will be enough to see the best spots. Make sure to visit Church of the Transfiguration Orleans — it's one of the top attractions in this destination. If you're looking for more activities, think about basing yourself here and heading off on some trips from South Orleans.
How to find the best South Orleans package deals?
Start your search for a South Orleans package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal South Orleans package deal straight 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 escape off to a flying start.
Is it cheaper to book a South Orleans vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized South Orleans vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to South Orleans?
If you're considering an impromptu South Orleans vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to South Orleans?

  1. Choose your dates: The things you plan to do in South Orleans and your favourite season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will likely be the largest expense during your trip to South Orleans.
  3. Decide how long to go away for: Now that you know more about South Orleans, you can figure out the ideal length of your vacation. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the ideal South Orleans vacation package for you.

Discover the most popular places to visit in South Orleans

Skaket Beach which includes a sandy 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

Orleans Bowling Center

Enjoy a trip to Orleans Bowling Center and popular activities like hiking in Orleans. Stroll along the area's beautiful beaches, or simply savor its seafood restaurants.

Orleans Bowling Center

Academy Playhouse

You can make plans for a show at Academy Playhouse during your stay in Orleans. Amble around the area's beautiful beaches or seek out the hiking trails.

Academy Playhouse

Things to do

Salem Puzzling Adventure

Plymouth Puzzling Adventure

CA $48
per traveller
Plymouth Puzzling Adventure
See all activities in Orleans

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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.