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Dennis flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,155, price is now $471 per person
$471
per person
Dec 9 - Dec 13
found 11 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $1,538, price is now $889 per person
$889
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was $782, price is now $552 per person
$552
per person
Jan 6 - Jan 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a sauna on site, and laundry facilities and concierge services are also offered.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was $2,003, price is now $1,435 per person
$1,435
per person
Jan 25 - Jan 29
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like free WiFi. You'll appreciate the a rooftop terrace, bar/lounge, and concierge services.
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was $1,997, price is now $1,441 per person
$1,441
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.

Top Dennis hotels deals

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
1421 Main Street Dennis MA
Get rates
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
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
$353 nightly
The price is $404 total per night
$404 total
Nov 8 - Nov 9
Total with taxes and fees
A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free valet parking and a free beach shuttle.
On private beach
Pool
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
18 North St Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $113 total per night
$113 total
Nov 4 - Nov 5
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
Lighthouse Inn

Lighthouse Inn

3 out of 5
1 Lighthouse Inn Rd West Dennis MA
Get rates
A private beach and a restaurant are featured at this smoke-free hotel. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.
On private beach
Pool
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

2.5 out of 5
1470 Iyannough Road Hyannis MA
Free Cancellation
$98 nightly
The price is $112 total per night
$112 total
Dec 1 - Dec 2
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 sauna and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
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
$120 nightly
The price is $137 total per night
$137 total
Nov 4 - Nov 5
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
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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 $471. 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.
A sandy beach with a pier extending into calm waters, surrounded by residential houses and a clear blue sky.