South Orleans Vacation Packages for 2026

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Top Hotel Deals

Riviera Beach Resort

Riviera Beach Resort

3 out of 5
327 South Shore Drive South Yarmouth MA
21.11 km from South Orleans
Book a stay at this beach hotel in South Yarmouth. Enjoy free WiFi, an outdoor pool, and a private beach. Our guests praise the helpful staff and the clean rooms ...
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
27.85 km from South Orleans
Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
Parker Beach Lodge

Parker Beach Lodge

3 out of 5
192 S Shore Dr South Yarmouth MA
21.79 km from South Orleans
Stay at this hotel in South Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
24.42 km from South Orleans
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28 West Yarmouth MA
24.66 km from South Orleans
Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff ...
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street Hyannis MA
27.43 km from South Orleans
Book a stay at this luxury hotel in Hyannis. Enjoy free parking, an outdoor pool, and a 24-hour front desk. Popular attractions Cape Cod Melody Tent and Main ...
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
24.75 km from South Orleans
Book a stay at this beach hotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. ...
Hyannis Harbor Hotel

Hyannis Harbor Hotel

3.5 out of 5
213 Ocean St Hyannis MA
26.57 km from South Orleans
Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
Red Jacket Beach Resort

Red Jacket Beach Resort

3.5 out of 5
1 South Shore Drive South Yarmouth MA
22.76 km from South Orleans
Book a stay at this beach hotel in South Yarmouth. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

3 out of 5
867 Iyannough Road Hyannis MA
27.05 km from South Orleans
Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in ...
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

2 out of 5
352 Main Street Dennis Port MA
15.16 km from South Orleans
Book a stay at this family-friendly motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Blue Water Resort

Blue Water Resort

3 out of 5
291 S Shore Dr South Yarmouth MA
21.18 km from South Orleans
Book a stay at this beach resort in South Yarmouth. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Lighthouse Inn

Lighthouse Inn

3 out of 5
1 Lighthouse Inn Rd West Dennis MA
18.42 km from South Orleans
Book a stay at this beach hotel in West Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

2.5 out of 5
41 Chase Ave Dennis Port MA
15.17 km from South Orleans
Book a stay at this beach hotel in Dennis Port. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Sea Street Beach and Cape Cod Theatre ...
The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

3 out of 5
573 Main Street (Route 28) West Yarmouth MA
22.96 km from South Orleans
Book a stay at this family-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Sep 22 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 22 from Los Angeles Intl. to Logan Intl., returning Wed, Sep 23, priced at $242 found 1 day ago
United
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$245 Roundtrip, found 21 hours ago
$245
Roundtrip
found 21 hours ago
Select United flight, departing Wed, Aug 12 from Los Angeles Intl. to Logan Intl., returning Tue, Sep 1, priced at $245 found 21 hours ago
American Airlines
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from Los Angeles Intl. to Logan Intl., returning Wed, Sep 23, priced at $247 found 1 day ago
Delta
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$266 Roundtrip, found 21 hours ago
$266
Roundtrip
found 21 hours ago
Select Delta flight, departing Wed, Aug 12 from Los Angeles Intl. to Logan Intl., returning Tue, Sep 1, priced at $266 found 21 hours ago
Southwest Airlines
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 12 from Los Angeles Intl. to Logan Intl., returning Wed, Sep 23, priced at $267 found 1 day ago