Dennis Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Dennis

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Save 100% on your flight
Price was €1,655, price is now €1,108 per person
€1,108
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Heather was unbelievable in every way. Because of her past excellent service we returned!! She makes this hotel experience a true pleasure. Thank you Heather for your kind and gracious assistance.

Reviewed on 21 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was €2,798, price is now €1,518 per person
€1,518
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
The staff were amazing, rooms were spotless and with wonderful amenities and special touches.

Reviewed on 22 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was €2,442, price is now €1,475 per person
€1,475
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on 20 Aug 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
Price was €1,680, price is now €1,138 per person
€1,138
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,073 reviews)
Location was amazing. Facilities were clean and staff was friendly. My only complaint is that the pool area was a loud party scene, so much so that I couldn’t spend very long there. Since this was the main reason I chose this hotel over others and paid the $30 plus taxes “resort fee” on top of the regular cost this was disappointing.

Reviewed on 21 Aug 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was €2,173, price is now €1,494 per person
€1,494
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (441 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug 2025

Dennis Beach Holiday

There's nothing more relaxing than a Dennis holiday. Whether you're treating yourself to refreshing cocktails at a local bar or flipping through a magazine along the water's edge, your trip to Dennis is the time to live out your beachy daydreams. Many visitors will tell you to stay near Mayflower Beach, situated just 2 kilometres from the centre of town. However, you'll also discover an excellent range of Dennis holiday packages around Corporation Beach and Bayview Beach, two other well-liked nearby options.

Things You Should Know About Dennis

  • If your idea of a perfect escape is fresh sea air and water views, check out our Dennis beach hotels. You're sure to forget the pressures of daily life at these blissful beachy retreats.
  • Alternatively, check out our range of private holiday homes. They're popular with travellers planning a holiday in Dennis. Begin your search with Sesuit Harbour House and Starlight Lodge Cape Cod.
  • Our Dennis things to do page is an excellent place to discover fun activities around here. Of course, it's hard to beat a little local knowledge. With a population of 2,400 inches Dennis, we're sure you'll find a few friendly people willing to give you some tips.
  • Dennis holiday deals are an excellent way to save on exciting experiences. Some ideas, such as Mayflower Beach, Mayflower Beach and Corporation Beach, should be at the top of your sightseeing list.

Top hotels in Dennis

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 €198 per night from 14 Sept to 15 Sept
€198
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (278 reviews)
"Overall clean and convenient"

Reviewed on 18 Aug 2025

Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,494 reviews)
"We had a great 5 night stay . Bay view room great access to pool and kitchen below. The included breakfast worked out great . Our room service was great we will definitely stay again ."

Reviewed on 22 Aug 2025

Get rates
Bayside Resort Hotel
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is €104 per night from 2 Sept to 3 Sept
€104
2 Sept - 3 Sept
includes taxes & fees
6.8/10 (858 reviews)
"Great value. Newly remodeled rooms. Very clean. Relaxed atmosphere. Nice pool. Great location on Main Street in Hyannis. I highly recommend this hotel."

Reviewed on 18 Aug 2025

Hyannis Plaza Hotel
See all 6,177 properties in 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.

Popular places to visit

Scargo Tower

Learn about the local history of Dennis when you spend time at Scargo Tower. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Scargo Tower

Scargo Stoneware Pottery & Art Gallery

You can spend an afternoon studying the exhibits at Scargo Stoneware Pottery & Art Gallery in Dennis. Stroll along the beautiful beaches in this family-friendly area or seek out the golf courses.

Scargo Stoneware Pottery & Art Gallery

What to do in Dennis

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

€43
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Cape Cod Self-Guided Driving Audio Tour

Cape Cod Self-Guided Driving Audio Tour

€15
per traveller
100% of travellers recommend
Cape Cod Self-Guided Driving Audio Tour
Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

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

€22
per traveller
80% of travellers recommend
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
See all activities in Dennis

Frequently asked questions

How much does a Dennis holiday package cost?
Offering great value package deals from €1,108 on Expedia, you'll be thrilled with how little a holiday to Dennis costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Dennis?
The off-season is the best time to head to Dennis if you're on a budget. Another tip for finding cheap Dennis holiday packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Dennis?
Dennis holidays can be as short or long as you like, but to really get a feel for this place, we'd say 3 days is about right. With this timeframe, you can visit headline attractions like Cape Cod Museum of Art and Bayview Beach along with lesser-known spots. Don't forget to explore neighbourhoods such as Bass River and Northwest Harwich either. If you plan wisely, you may even be able to take a day trip outside of Dennis too.
Is it worth booking a holiday package to Dennis?
Known for its walking trails, coastal beaches and a host of other highlights, you can be assured Dennis is a good holiday destination. Some of the top attractions to stick on your to-do list? Don't miss Mayflower Beach and Corporation Beach during your Dennis holiday.
How to find the best Dennis package deals?
Finding a cheap Dennis package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Dennis package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Dennis holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging accommodation and flights separately. Better still, you can personalise your Dennis getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Dennis?
If you have your Dennis holiday dates finalized, book as early as you can to score some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Dennis?

  1. Pick your dates: The things you plan to do in Dennis and your preferred season will help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and airfares. Your hotel will likely be the largest expense during your trip to Dennis.
  3. Decide your trip length: Consider how long you'd like to spend exploring Dennis. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Dennis holiday package that brings all your bookings together.

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