Deals on vacations and trips to South Dennis
Save when you book South Dennis package deals
South Dennis flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
Price was $709, price is now $533 per person
$533
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,990, price is now $2,008 per person
$2,008
per person
May 7 - May 11
found 15 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,476, price is now $1,089 per person
$1,089
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $3,294, price is now $2,465 per person
$2,465
per person
May 7 - May 11
found 15 hours ago
Roundtrip flight included
Dallas (DAL) 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.
Eurostars The Boxer
West End
Price was $1,476, price is now $1,141 per person
$1,141
per person
Jun 19 - Jun 21
found 11 hours ago
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A computer station, dry cleaning, and luggage storage are also on offer.
Top South Dennis hotels deals
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $238 total per night
$238 total
Mar 30 - Mar 31
Total with taxes and fees
This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.
Pool
Hot Tub
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $141 total per night
$141 total
Apr 12 - Apr 13
Total with taxes and fees
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
Aiden by Best Western Cape Cod - West Yarmouth
476 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Apr 5 - Apr 6
Total with taxes and fees
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
Breakfast included
Chatham Bars Inn
297 Shore Rd Chatham MA
$368 nightly
The price is $421 total per night
$421 total
Apr 1 - Apr 2
Total with taxes and fees
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 the gym and perks like free valet parking and a free beach shuttle.
On private beach
Pool
Chatham Wayside Inn
512 Main St Chatham MA
$217 nightly
The price is $248 total per night
$248 total
Mar 30 - Mar 31
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.
Pool
Breakfast included
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
867 Iyannough Road Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $143 total per night
$143 total
Mar 30 - Mar 31
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Pool
Breakfast included
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
Cape Cod Rail Trail
Enjoy a trip to Cape Cod Rail Trail and popular activities like golfing in South Dennis. Wander the beautiful beaches and waterfront in this family-friendly area.
Frequently asked questions
Photos of local treasures
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