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South Dennis flight + hotel packages

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The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was CA $2,099, price is now CA $1,447 per person
CA $1,447
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was CA $2,804, price is now CA $1,737 per person
CA $1,737
per person
Nov 7 - Nov 10
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was CA $3,549, price is now CA $2,226 per person
CA $2,226
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $2,733, price is now CA $1,756 per person
CA $1,756
per person
Nov 7 - Nov 10
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $2,771, price is now CA $1,907 per person
CA $1,907
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Top South Dennis hotels deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Free cancellation
Reserve now, pay when you stay
The price is CA $209 per night
CA $209
CA $319 total
Oct 4 - Oct 5
includes taxes & fees
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 Cape Cod Melody Tent and Main Street Hyannis are located nearby.
Pool
Hot tub
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 CA $197 per night
CA $197
CA $242 total
Oct 18 - Oct 19
includes taxes & fees
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. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
Pool
Hot tub
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
Free cancellation
Reserve now, pay when you stay
The price is CA $166 per night
CA $166
CA $197 total
Oct 13 - Oct 14
includes taxes & fees
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. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
Pool
Parking included
The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 out of 5
One Villages Drive Brewster MA
The price is CA $185 per night
CA $185
CA $276 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this beach resort in Brewster. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Ocean Edge Golf Club and Brewster Historical Society Museum are located nearby.
On private beach
Pool
Hyannis Harbor Hotel

Hyannis Harbor Hotel

3.5 out of 5
213 Ocean St Hyannis MA
Free cancellation
Reserve now, pay when you stay
The price is CA $174 per night
CA $174
CA $219 total
Oct 20 - Oct 21
includes taxes & fees
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 reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
Pool
Hot tub
Lighthouse Inn

Lighthouse Inn

3 out of 5
1 Lighthouse Inn Rd West Dennis MA
The price is CA $209 per night
CA $209
CA $239 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this beach hotel in West Dennis. Enjoy free WiFi, free parking, and private plunge pools. Our guests praise the helpful staff in our reviews. Popular attractions Hyannis Harbor and Bass River Lighthouse are located nearby.
On private beach
Pool
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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.

Stay near popular South Dennis attractions

Cape Cod Rail Trail

9.2/10 (10 reviews)
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.
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South Dennis Vacations

If you're taking a trip to South Dennis and you don't really know a lot about it, there's no need to worry — we'll give you the lowdown!

South Dennis is a neighborhood in Cape Cod. To get there, travel 5 miles (8 kilometers) to the southeast of the center of town.

Places to visit in South Dennis

In the mood to venture into the great outdoors? The wide expanse at Wilbur Park is a wonderful place to play some sports or simply stop and put your feet up. Need some more close by options? Throughout the ages, people have built sky-high structures for many reasons. Come and discover the story behind Scargo Tower — you won't have trouble spotting it! But there's more. Whether they're tucked away under ice-capped mountains or a much-needed oasis in the middle of a dry and hot landscape, there's something truly magical about lakes. Head out and discover how the view looks at Follins Pond.

Where do you fly into for South Dennis?

If you're vacationing in South Dennis, the closest major terminal is Barnstable Municipal Airport (HYA). It's roughly 8 miles (13 kilometers) to the southwest from the central area. Choose an in-flight film, get comfortable and you'll be there before you know it.

Frequently asked questions

How much are vacation packages to South Dennis?
You can land an amazing flight and hotel bundle for as low as CA $1,447. With a Travelocity vacation package, a stay in South Dennis has never been more tempting! Save both time and cash and then get a head start on packing those bags.
Where can I get the best vacation package deals for South Dennis?
Walking away with the best package deal to South Dennis is a cinch with Travelocity. With around 400 partner airlines and 1,000,000 properties around the world, you'll have loads of choice when it comes to picking your flights and hotels.
Why should I purchase my South Dennis vacation package via Travelocity?
Nothing beats the peace of mind knowing you've just bagged the best deal available — that's our Price Match Guarantee. Add to that our impressive range of destinations and 24/7 team of customer service professionals and you've got the formula for a hassle-free vacation.
Can I save money on my South Dennis car rental if I combine it with my hotel or flight?
Certainly — bundle your car, flight and hotel into a South Dennis vacation package and you can save a handsome sum. With so much to discover in and around South Dennis, having your own wheels will more than come in handy. Once you're behind the wheel, hit the wide open road and head toward Fenway Park, a well-known sight about 105 kilometers from South Dennis.
Which airport is best for South Dennis?
Martha's Vineyard Airport (MVY), located around 56 kilometers southwest of downtown South Dennis, is most likely where you'll touch down. Your other choices are Nantucket Memorial Airport (ACK) (48 kilometers away from central South Dennis) and Provincetown Municipal Airport (PVC) (40 kilometers away from central South Dennis).
What is there to do in South Dennis?
Cape Cod Rail Trail is just one of the superb sights that make South Dennis such a tourist hot spot. But give yourself enough time to roam the city's lesser-known attractions too. This is sometimes where the best memories are made.
Where should I stay when visiting South Dennis?
If you're searching for a place to lay your head, check out the Sesuit Harbor House. It's the top choice for many visitors.

Photos of local treasures

Browse South Dennis vacation photos for more inspiration

A red brick building with a white awning and an American flag.
A sign for Red Cottage Restaurant with a house and tree symbol.
A Red Cottage Restaurant with a 68th anniversary sign, a Halloween decoration, and a red and white exterior.
A sandy beach with a wooden fence and sparse vegetation.
A calm body of water with rocks in the foreground and a distant shoreline.