Deals on vacations and trips to Dennis

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Dennis flight + hotel vacation packages

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Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Save 100% on your flight
Price was $1,274, price is now $766 per person
$766
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A coffee shop, free WiFi in public areas, and a snack bar/deli are available at this hostel. Express check-in is also provided.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,297, price is now $1,231 per person
$1,231
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,297, price is now $782 per person
$782
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Free WiFi in public areas, luggage storage, and a safe deposit box are available at this hotel. There's locker space and multilingual staff can provide around-the-clock assistance.
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $4,091, price is now $2,498 per person
$2,498
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A private beach, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the picnic area.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was $1,441, price is now $910 per person
$910
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.

Top Dennis hotels deals

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
1421 Main Street Dennis MA
Free Cancellation
Reserve now, pay when you stay
$185 nightly
The price is $212 total per night
$212 total
May 26 - May 27
Total with taxes and fees
A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.
Pool
Parking included
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
$219 nightly
The price is $251 total per night
$251 total
May 20 - May 21
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
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

3 out of 5
867 Iyannough Road Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $123 total per night
$123 total
May 28 - May 29
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
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $167 total per night
$167 total
May 20 - May 21
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
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
18 North St Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $114 total per night
$114 total
May 25 - May 26
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public areas, a terrace, and express check-out are also on offer.
Pool
Hot Tub
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
$72 nightly
The price is $82 total per night
$82 total
May 19 - May 20
Total with taxes and fees
This motel features an indoor pool and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the hot tub and perks like free self parking and free WiFi.
Pool
Hot Tub
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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

Mayflower Beach

Mayflower Beach

4.5/5(93 reviews)

Why not spend a carefree afternoon at Mayflower Beach during your travels in Dennis? While you're in the area, stroll along the waterfront.

Mayflower Beach
Corporation Beach

Corporation Beach

4.5/5(17 reviews)

If a restful vacation is part of your travel plans, Corporation Beach might be the perfect place to seek out during your trip to Dennis. While you're in the area, stroll along the waterfront.

Corporation Beach
Theater actors in costumes play in the play

Cape Playhouse

You can make plans for a show at Cape Playhouse during your stay in Dennis. Stroll along the waterfront or attend a sporting event in this family-friendly area.

Cape Playhouse

Frequently asked questions

How much are vacation packages to Dennis?
You can pick up an excellent hotel and flight bundle for as low as $766. With a Travelocity vacation package, a trip to Dennis has never been more tempting! Save both time and money and then get a start on packing those bags.
How long should my Dennis vacation be?
If you need some guidance, most visitors spend about 3 nights vacationing in Dennis. But to discover the true spirit of this destination, stay a bit longer. That way you can see more and really experience the local vibe.
Where can I get the best vacation package deals for Dennis?
You'll come across a fantastic range of Dennis package deals on Travelocity. With no less than 400 airlines and 1,000,000 worldwide properties, arranging a dream vacation will be a piece of cake.
Why should I book my Dennis vacation bundle via Travelocity?
By booking your flights, hotel, activities and car rental altogether, you'll save time and money. We offer a dedicated team of experts available 24/7, and you'll know that you'll always be getting the best deal possible with our Price Match Guarantee. So, what's stopping you? Book the vacation of your dreams today and start packing!
Can I save money on my Dennis car rental if I book it with a hotel or flight?
You certainly can — bundle your car, hotel and flight into a Dennis vacation package and you can save a tidy sum. With so many things to do in Dennis, that rental car will make exploring easy. Once you've settled into the driver's seat, hit the wide open road and head toward Fenway Park, a must-see sight about 65 mi from Dennis.
Which airport is best for Dennis?
Logan Intl. Airport (BOS) is a main hub. You'll find it roughly 60 mi northwest of Dennis. Your other options are Martha's Vineyard Airport (MVY) (30 mi away from central Dennis) and Nantucket Memorial Airport (ACK) (35 mi away from central Dennis).
What is there to do in Dennis?
You'll notice an undeniable magic as you stroll through the streets of Dennis. Cape Cod Museum of Art and Corporation Beach are just a couple of landmarks that make this city such a sought-after destination, so put them on your itinerary.
Where should I stay when visiting Dennis?
The Isaiah Hall Bed And Breakfast Inn is the top choice of many travelers. Book now to avoid missing out.

Photos of local treasures

Browse Dennis vacation photos for more inspiration

Dennis
Dennis
Dennis
Roadway along Chapin Beach in Cape Cod
Sagamore Bridge at Night over the Cape Cod Canal on Cape Cod, Massachusetts, USA, Long Exposure Photo