East Orleans Vacations from $620
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Your East Orleans Vacation
Embark on your next thrilling adventure with one of our East Orleans vacation packages. Spend your days getting to know this neighborhood's many charms, such as its watersports. Can't wait to head out and see the sights during your trip to East Orleans? Make sure you check out nearby attractions such as Skaket Beach, Orleans Bowling Center and Rock Harbor Beach. Don't just imagine it — do it! Lock in your perfect East Orleans vacation with Expedia and travel your way.
The Latest East Orleans Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston
South End
Save 100% on your flight
Price was $982, price is now $620 per person
$620
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
Boston Harbor Hotel
North End
Price was $1,605, price is now $821 per person
$821
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
A beautiful Hotel w an excellent staff that provides superior service and helps to make our stay memorable. We will be back again.
Reviewed on Jul 6, 2026
Nantucket Inn
Save 100% on your flight
Price was $2,563, price is now $1,566 per person
$1,566
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (720 reviews)
This is the real deal. Value AND LUXURY. Quality. And a staff that takes ownership in your vacations experience. Ownership creates an experience that is guest focused. I've worked in hotels and hospitality for over thirty years. And post Covid. It's not the same industry. What they've created makes me miss what I used to do. BRAVO guys. If you're thinking of it, just do it. It's worth it. More than you can imagine.
Reviewed on Jul 6, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Save 100% on your flight
Price was $5,601, price is now $3,666 per person
$3,666
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Boston (BOS)
10/10 Exceptional! (9 reviews)
I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended.
Tim Lawler
Reviewed on Oct 8, 2025
Where to stay in East Orleans
Find the best East Orleans areas and neighborhoods for the activities you enjoy most. Learn more about East Orleans
South Orleans
Beaches and waterfront are just a few things travelers like about South Orleans. A stop by Cape Cod Beaches is also recommended if you've got time to explore the area.
East Orleans Hotel Deals
Riviera Beach Resort
327 South Shore Drive South Yarmouth MA
$351 nightly
The price is $402 total per night from Jul 22 to Jul 23
$402 total
Jul 22 - Jul 23
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
"We had a wonderful stay at Riviera Beach Resort! The resort was clean, the staff was friendly, and the location was perfect for a relaxing getaway. Everything exceeded our expectations, and we had a fantastic time. We also had dinner at Jonah's, and our waiter, Allistair, was outstanding. He was ..."
Reviewed on Jul 5, 2026
Parker Beach Lodge
192 S Shore Dr South Yarmouth MA
Fully refundableReserve now, pay when you stay
$224 nightly
The price is $256 total per night from Aug 6 to Aug 7
$256 total
Aug 6 - Aug 7
Total with taxes and fees
8.4/10 Very Good! (423 reviews)
"Remy is the best host, we had a wonderful time"
Reviewed on Jul 4, 2026
Uncommoner Hotel by Reverie Boutique Collection
135 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $303 total per night from Jul 13 to Jul 14
$303 total
Jul 13 - Jul 14
Total with taxes and fees
9.4/10 Exceptional! (196 reviews)
"Place was excellent, clean, and the staff was friendly. Definitely going back again!"
Reviewed on Jul 6, 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.
Stay near popular East Orleans attractions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.