Deals on vacations and trips to South Orleans

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The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Jul 26 - Jul 28
found 24 hours ago
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Top South Orleans hotels deals

Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Free Cancellation
Reserve now, pay when you stay
The price is $180 per night
$180
per night
Jun 18 - Jun 19
This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Hot Tub
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Free Cancellation
Reserve now, pay when you stay
The price is $99 per night
$99
per night
Jun 18 - Jun 19
This motel features an indoor pool and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the spa tub and perks like free self parking and free WiFi.
Pool
Hot Tub
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
The price is $633 per night
$633
per night
Jun 23 - Jun 24
A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy a meal from the restaurant and freebies like WiFi in public areas and a beach shuttle.
On private beach
Pool
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
Free Cancellation
Reserve now, pay when you stay
The price is $134 per night
$134
per night
Jun 23 - Jun 24
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Enjoy the 24-hour gym and perks like free self parking.
Pool
Parking included
Cape Cod Inn

Cape Cod Inn

2 out of 5
447 Main St, Hyannis, MA
Free Cancellation
Reserve now, pay when you stay
The price is $95 per night
$95
per night
Jun 18 - Jun 19
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A bar/lounge is also provided.
Parking included
Free WiFi
The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 out of 5
One Villages Drive, Brewster, MA
The price is $225 per night
$225
per night
Jun 18 - Jun 19
This smoke-free resort features a golf course, a full-service spa, and 3 restaurants. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and perks like a free beach shuttle.
Pool
Hot Tub
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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.

Popular places to visit

Image for Skaket Beach

Skaket Beach

4.5/5(18 reviews)

Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.

Skaket Beach
Image for Jonathan Young Windmill

Jonathan Young Windmill

You can learn about the history of Orleans when you stop by Jonathan Young Windmill. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Jonathan Young Windmill
Image for Rock Harbor Beach

Rock Harbor Beach

Why not spend a lazy afternoon at Rock Harbor Beach during your trip to Orleans? Stroll along the area's beaches or simply enjoy its seafood restaurants.

Rock Harbor Beach

Photos of local treasures

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Frequently asked questions

How much are vacation packages to South Orleans?
With vacation packages being sold from as little as $468, it’s not necessary to drain your bank balance to visit South Orleans. Travelocity can help. Bundle up flights, hotels and experiences into a package and score some impressive discounts. The more you book, the more you save.
Where can I get the best vacation package deals for South Orleans?
For the best South Orleans package deal, turn to Travelocity. Pick from as many as 400 air carriers and 1,000,000 properties around the world to create the ultimate trip — the choice is all yours!
Why should I purchase my South Orleans vacation bundle via Travelocity?
With exceptional service, customer support available 24/7 and some of the most incredible getaways around, you’ll never wander alone. And if you find a better price, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my South Orleans car rental if I book it with a hotel or flight?
Sure can — and booking one of our South Orleans vacation packages is the ideal way to go about this. Bundle any combination of a hotel, flight, car and experience and land great discounts. The more you book, the more you save. There are so many landmarks in South Orleans that are worth a road trip, including Fenway Park (70 mi from South Orleans). Nothing beats exploring thrilling places like this with the freedom of your own wheels.
What is the best time of year to go to South Orleans?
If you’re hoping to save your pennies, is an excellent month to explore here, whereas is the costliest time of the year. March, April and May is high season. If you’d prefer to avoid the big crowds, June, July and December are usually quieter.