South Dennis Holidays from NZ$1,167

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The Latest South Dennis Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was NZ$1,659, price is now NZ$1,167 per person
NZ$1,167
per person
13 Aug - 16 Aug
found 8 hours ago
Return direct flight included
Minneapolis (MSP) to Boston (BOS)
9.4/10 Exceptional! (177 reviews)
We had a great stay. Very friendly staff!

Reviewed on 9 July 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was NZ$2,269, price is now NZ$1,586 per person
NZ$1,586
per person
13 Aug - 16 Aug
found 8 hours ago
Return direct flight included
Minneapolis (MSP) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was NZ$1,929, price is now NZ$1,360 per person
NZ$1,360
per person
13 Aug - 16 Aug
found 8 hours ago
Return direct flight included
Minneapolis (MSP) to Boston (BOS)
9/10 Wonderful! (1,254 reviews)
We loved the Fairmont Copley plaza! It’s a very special experience staying on the Gold Floor. The staff takes care of all of your needs and request. We felt so pampered. We stayed over 4th of July and Gold floor had an exclusive event. One of the best hotels we have ever stayed at, and we travel a lot.

Reviewed on 10 July 2026

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was NZ$1,718, price is now NZ$1,250 per person
NZ$1,250
per person
13 Aug - 16 Aug
found 8 hours ago
Return direct flight included
Minneapolis (MSP) to Boston (BOS)
9.4/10 Exceptional! (1,284 reviews)
Cool historic building beautifully repurposed, staff was very friendly and helpful, well located close to much of the best of what Boston has to offer, 5 stars

Reviewed on 9 July 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was NZ$1,529, price is now NZ$1,191 per person
NZ$1,191
per person
13 Aug - 16 Aug
found 8 hours ago
Return direct flight included
Minneapolis (MSP) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
Quiet Clean Location Good Stay 👍

Reviewed on 4 July 2026

South Dennis Holiday

Our pick of the best South Dennis Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is NZ$609 per night from 14 July to 15 July
NZ$609
14 July - 15 July
includes taxes & fees
8.6/10 Excellent! (620 reviews)
"Cumplió las espectativas ! Muy seguro ! Lindo ! Pude llevar mi mascota , espectacular para la familia"

Reviewed on 9 July 2026

Margaritaville Resort Cape Cod
Riviera Beach Resort

Riviera Beach Resort

3 out of 5
327 South Shore Drive South Yarmouth MA
The price is NZ$863 per night from 23 July to 24 July
NZ$863
23 July - 24 July
includes taxes & fees
8.2/10 Very good! (1,006 reviews)
"Great view of pool and beach from our 2nd floor room. Highly recommended. We will definitely go back."

Reviewed on 8 July 2026

Riviera Beach Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is NZ$519 per night from 14 July to 15 July
NZ$519
14 July - 15 July
includes taxes & fees
9.4/10 Exceptional! (203 reviews)
"A true escape from the common."

Reviewed on 9 July 2026

Uncommoner Hotel by Reverie Boutique Collection
See all 5,981 properties in South Dennis
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 such as golfing in South Dennis. Wander through the beautiful beaches and waterfront in this family-friendly area.
See properties

What to do in South Dennis

Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour

NZ$44
per traveller
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

NZ$79
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
See all activities in South Dennis

Frequently asked questions

How much does a South Dennis holiday package cost?
You'll find cheap prices from NZ$1,167 on Expedia for your South Dennis getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to South Dennis costs.
What are the cheapest months to go to South Dennis?
Plan your getaway for the off-peak season and you're likely to get cheap South Dennis holiday packages. Remember that public holidays and major local events can have an impact on prices, so do your research before booking.
How many days is enough for South Dennis?
Generally, a handful of days is enough to check out the top attractions during your South Dennis holiday. But if you'd like to have time to chill out or take day tours, consider extending your itinerary.
How to find the best South Dennis package deals?
Start your search for a South Dennis package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal South Dennis package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your South Dennis escape off to a flying start.
Is it cheaper to book a South Dennis holiday as a package?
You can enjoy significant savings on your South Dennis escape by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to South Dennis?
If you're planning a spontaneous South Dennis holiday, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to South Dennis?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to South Dennis.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to save for your trip to South Dennis. Then, choose a property that fits your budget, whether that's an economical option or a high-end retreat.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to experience in South Dennis. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customised South Dennis holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.