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South Dennis flight + hotel packages

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The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $1,230, price is now CA $863 per person
CA $863
per person
Dec 26 - Dec 29
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $2,550, price is now CA $1,378 per person
CA $1,378
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Book a stay at this luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $3,482, price is now CA $2,260 per person
CA $2,260
per person
Jan 3 - Jan 10
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
Book a stay at this beach guesthouse in East Wareham. Enjoy free WiFi, a private beach, and free bicycles on site. Popular attractions Onset Bay Center - Buzzards Bay Coalition and Onset Beach are located nearby.
Marriott Boston Quincy

Marriott Boston Quincy

3.5 out of 5
Price was CA $1,414, price is now CA $996 per person
CA $996
per person
Jan 3 - Jan 10
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
Book a stay at this business-friendly hotel in Quincy. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Shore Plaza and F1 Boston are located nearby.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,402, price is now CA $996 per person
CA $996
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 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 Boston Common and TD Garden are located nearby.

Top South Dennis hotels deals

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road Hyannis MA
Free cancellation
Reserve now, pay when you stay
The price is CA $142 per night
CA $142
CA $162 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Cape Codder Water Park and John F. Kennedy Hyannis Museum are located nearby.
Pool
Breakfast included
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 CA $104 per night
CA $104
CA $119 total
Dec 21 - Dec 22
includes taxes & fees
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 in our reviews. Popular attractions Wild Animal Lagoon and Bay View Street Beach are located nearby.
Pool
Hot tub
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 $146 per night
CA $146
CA $247 total
Dec 21 - Dec 22
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 Codder Water Park and Hyannis Golf Course are located nearby.
Pool
Hot tub
Red Jacket Beach Resort

Red Jacket Beach Resort

3.5 out of 5
1 South Shore Drive South Yarmouth MA
Get rates
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 attractions Gold Coast Parasailing & Jet Ski and Seagull Beach are located nearby.
On private beach
Pool
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
18 North St Hyannis MA
The price is CA $125 per night
CA $125
CA $143 total
Nov 25 - Nov 26
includes taxes & fees
Stay at this hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Main Street Hyannis and John F. Kennedy Hyannis Museum are located nearby.
Pool
Hot tub
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

2.5 out of 5
41 Chase Ave Dennis Port MA
The price is CA $167 per night
CA $167
CA $191 total
Nov 27 - Nov 28
includes taxes & fees
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 Company – Home of the Harwich Jr. Theatre 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.

Popular places to visit

Cape Cod Rail Trail

5/5(1 review)

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.

Cape Cod Rail Trail

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 $863. 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

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