Deals on vacations and trips to Dennis

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Dennis flight + hotel vacation packages

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Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,258, price is now $722 per person
$722
per person
Oct 1 - Oct 4
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $2,692, price is now $1,720 per person
$1,720
per person
Oct 7 - Oct 10
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,117, price is now $1,380 per person
$1,380
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
North Brookline
Save 100% on your flight
Price was $1,641, price is now $1,071 per person
$1,071
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
This apartment features a virtual front desk. Take advantage of the self parking.
The Highliner Hotel

The Highliner Hotel

2 out of 5
Downtown Gloucester
Price was $1,808, price is now $1,205 per person
$1,205
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
This hotel features free WiFi in public areas, express check-out, and concierge services. A virtual front desk are provided for your convenience.

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
$352 nightly
The price is $403 total per night
$403 total
Jul 27 - Jul 28
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
$221 nightly
The price is $253 total per night
$253 total
Aug 19 - Aug 20
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. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.
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
$283 nightly
The price is $322 total per night
$322 total
Jul 22 - Jul 23
Total with taxes and fees
The hotel's indoor pool, seasonal outdoor pool, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A coffee shop, a garden, and a picnic area are also on offer.
Pool
Parking 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
$124 nightly
The price is $141 total per night
$141 total
Jul 21 - Jul 22
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
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$252 nightly
The price is $289 total per night
$289 total
Jul 27 - Jul 28
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 Harbor Hotel

Hyannis Harbor Hotel

3.5 out of 5
213 Ocean St Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$283 nightly
The price is $324 total per night
$324 total
Jul 22 - Jul 23
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.
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.

Stay near popular Dennis attractions

A sunset over a snow-covered beach with dunes and grasses.
Photo by Elizabeth Sanders
Open Photo by Elizabeth Sanders

Mayflower Beach

9.2/10 (224 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.
See properties

Frequently asked questions

How much are vacation packages to Dennis?
You can pick up an excellent hotel and flight bundle for as low as $722. 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

A storefront with a sign reading "Nancy's Candy" and a large American flag.
A white building with American flags and a sign for Nana's Candy.
A storefront with a sign reading "Nancy's Candy etc." and another sign below stating "GIFTS OPEN".
A coastal road with a sunset, beach, and houses.
Sea Street Beach in Dennis, Massachusetts on Cape Cod