South Orleans Vacations from $456
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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!
The Latest South Orleans Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
North End
Save 100% on your flight
Price was $664, price is now $456 per person
$456
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,728 reviews)
This is a great hotel in proximity to the north end, the staff was nice and it is a very clean place.
Reviewed on Feb 26, 2026
The Colonnade Hotel Back Bay
Back Bay
Save 100% on your flight
Price was $891, price is now $560 per person
$560
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
We stay at the Colonnade fairly regularly because of its convenient location and easy parking. This time we were stuck there because of a blizzard, so we spent more time actually hanging around the hotel. The lobby is really comfortable and cozy with a gas fire and a front wall of glass. The room was also very comfortable, including beds, pillows, bathrobes. We ate breakfast twice at the hotel restaurant and the staff were warm and friendly.
Reviewed on Feb 25, 2026
Omni Boston Hotel at the Seaport
Seaport District
Save 100% on your flight
Price was $817, price is now $550 per person
$550
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (4,205 reviews)
Everythin was amazing for the second year we have stayed. Very accommodating, clean and convenient. Will always stay here while in Boston.
Reviewed on Mar 1, 2026
Hilton Boston Park Plaza
Bay Village
Save 100% on your flight
Price was $1,309, price is now $891 per person
$891
per person
May 24 - May 30
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (3,135 reviews)
Very friendly and helpful staff. Terrific location. Clean and comfortable rooms. Highly recommend!
Reviewed on Mar 1, 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.
South Orleans Hotel Deals
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 Jan 3, 2026
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $209 total per night from Mar 2 to Mar 3
$209 total
Mar 2 - Mar 3
Total with taxes and fees
8.6/10 Excellent! (469 reviews)
From arrival to departure it was horrible. The rooms were not correct and had to be moved, keys didn’t work, staff just walked in with no knock or notice, lost power in the room on two separate occasions once for over an hour, another staff member walked knocked and walked right in to “replace a ...
Reviewed on Mar 1, 2026
Chatham Bars Inn
297 Shore Rd Chatham MA
$364 nightly
The price is $417 total per night from Mar 4 to Mar 5
$417 total
Mar 4 - Mar 5
Total with taxes and fees
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.
Discover the most popular places to visit in South Orleans
Skaket Beach
Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.
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.
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.
Things to do
Explore a world of travel with Expedia
- Hotels near Captain's Cove Golf Course
- Hotels near Captains Golf Course
- Hotels near Academy of Performing Arts
- Hotels near Nickerson State Park
- Hotels near Orleans Bowling Center
- Hotels near Orleans Historical Society Meeting House Museum
- Orleans Hotels
- Hotels near Stony Brook Grist Mill
- Hotels near Addison Art Gallery
- Hotels near East Orleans
- Golf Hotels in East Orleans
- B&B in Orleans
- Cheap Hotels in Orleans
- Hilton Hotels in Orleans
- Hotels with an Indoor Pool in Orleans
- Pet-Friendly Hotels in Orleans
- Hotels with Restaurants in Orleans
- Resorts & Hotels with Spas in Orleans
- Beach Hotels in Orleans
- Luxury Hotels in Orleans
- Best Western Hotels in Orleans
- Motels in Orleans
- Family Hotels in Orleans
- Hotels with Bars in Orleans
- 4 Star Hotels in Orleans
- Cottages in Orleans
- Hotels with Fireplaces in Orleans
- Oceanfront Hotels in Orleans
- Condo Rentals in Orleans
- Hotels with Kitchenettes in Orleans
- 3 Star Hotels in Orleans
- 5 Star Hotels in Orleans
- Romantic Hotels in Orleans
- Hotels with a Pool in Orleans
- Hotels & Resorts for Couples in Orleans
- Golf Hotels in Orleans
- Hotels with an Outdoor Pool in Orleans
- Hotels near Cape Rep Theatre
- Hotels near Caleb Nickerson House
- Hotels near Fox Hill
- Hotels near Crosby Mansion
- Hotels near Jonathan Young Windmill
- Hotels near Brewster Historical Society Museum
- Hotels near Crosby Landing Beach
- Hotels near Cape Escape Adventure Golf
- Hotels near Chatham Marconi Maritime Center
- Hotels near Skaket Beach
- Hotels near Church of the Transfiguration Orleans
- Hotels near Ocean Edge Golf Club
- Hotels near Rail Trail Bike Shop
- East Harwich Hotels
- Resorts in East Harwich
- Apartments in East Harwich
- Hotel Wedding Venues Hotels in East Harwich
- B&B in East Harwich
- 3 Star Hotels in East Harwich
- Motels in East Harwich
- Condo Resorts in East Harwich
- Villas in East Harwich
- Luxury Hotels in East Harwich
- North Chatham Hotels
- Captain's Cove Golf Course
- Captains Golf Course
- Nickerson State Park
- Orleans Bowling Center
- Academy Playhouse
- Orleans Historical Society Meeting House Museum
- Orleans Vacations
- Cape Rep Theatre
- Caleb Nickerson House
- Fox Hill
- Crosby Mansion
- Jonathan Young Windmill
- Visit East Orleans
- Visit Orleans
- Skaket Beach
- Crosby Landing Beach
- Cape Escape Adventure Golf
- Chatham Marconi Maritime Center
- Church of the Transfiguration Orleans
- Ocean Edge Golf Club
- East Harwich Vacations
- Adventure Chatham
- The E Spa
- Visit North Chatham
- Visit East Harwich
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.