South Orleans Vacations from ￥198,874
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The Latest South Orleans Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
￥198,874
per person
Nov 9 - Nov 13
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
The Whitney Hotel
Beacon Hill
￥203,517
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
London (LGW) to Boston (BOS)
9.6/10 Exceptional! (611 reviews)
Stayed in deluxe room with x2 queen beds. Great size room, plenty of space. Staff were super friendly on reception and in the bar. There was a happy hour 5-6pm for a free drink which was a nice touch. They kindly left a bottle of wine in the room for my birthday too. Would stay again. Location is great for all the sights. Nice area to stay in.
Reviewed on Sep 21, 2026
Raffles Boston
Back Bay
￥259,382
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
London (LGW) to Boston (BOS)
9.6/10 Exceptional! (312 reviews)
The room is beautiful, minimalist, luxurious, and extremely comfortable. In my opinion, it’s perfect for a solo traveler or, especially, for a couple. Since the room is on the smaller side, I personally wouldn’t consider it ideal for families traveling with children.
For a romantic getaway, however, it was absolutely perfect. One of the highlights is having an incredible and highly sought-after restaurant right inside the building. The dining experience was exceptional — the food was impeccable, the atmosphere was beautiful, and it truly added another level to our stay. I highly recommend making the restaurant part of the experience.
To make our stay even more special, I hired a local company, Our Love Box (@ourlovebox on Instagram), to create a romantic surprise in the room. I ordered a gorgeous bouquet of 100 roses along with a full romantic room setup, and the result was absolutely stunning.
What impressed me even more was how seamless everything was. They handled the entire setup and came back the following day to remove all of the decorations. Once they were finished, you couldn’t even tell there had been a setup in the room — everything was left exactly as it was before.
Overall, the entire experience was incredible. Between the luxurious and comfortable room, the exceptional dining experience, and the romantic setup, it was truly memorable. I highly recommend this experience for couples celebrating an anniversary, birthday, proposal, or simply looking for a special
Reviewed on Sep 21, 2026
The Monty Boston
Downtown Boston
￥356,672
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
London (LGW) to Boston (BOS)
9.6/10 Exceptional! (40 reviews)
We loved the location and the host was amazing. We only wish the sidewalk construction wasn’t going on because it obstructed part of the beautiful view.
Reviewed on Sep 21, 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
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.
Namskaket
2 out of top 10 points of interest in this area
While visiting Namskaket, you might make a stop by sights like Skaket Beach and Rock Harbor Beach.
Nauset Heights
If you're spending some time in Nauset Heights, Nauset Beach and Cape Cod National Seashore are top sights worth seeing.
South Orleans Hotel Deals
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
￥23,479
￥35,876 total
Oct 4 - Oct 5
includes taxes & fees
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
￥22,216
￥27,229 total
Oct 18 - Oct 19
includes taxes & fees
Uncommoner Hotel by Reverie Boutique Collection
135 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
￥18,688
￥22,136 total
Oct 13 - Oct 14
includes taxes & fees
9.2/10 Wonderful! (343 reviews)
"We had a lovely stay in one of the Visionary King Elite rooms, the hotel has been nicely renovated and didn’t feel like a motel. The grounds have been nicely landscaped and are well taken care of with a grassy outlook out on the water. Everyone we encountered that worked there were friendly. The ..."
Reviewed on Sep 22, 2026
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 from ￥198,874 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.