Deals on vacations and trips to Dennis

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Dennis flight + hotel vacation packages

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The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
Price was $424, price is now $287 per person
$287
per person
Feb 2 - Feb 7
found 5 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was $699, price is now $434 per person
$434
per person
Feb 2 - Feb 7
found 5 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A coffee shop, a communal living room, and express check-in are also on offer.
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
Save 100% on your flight
Price was $493, price is now $328 per person
$328
per person
Feb 2 - Feb 7
found 5 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free buffet breakfast and a free airport shuttle. Self parking, a 24-hour business center, and free WiFi in public areas are also offered.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,721, price is now $1,152 per person
$1,152
per person
Feb 2 - Feb 7
found 5 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,386, price is now $939 per person
$939
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.

Top Dennis hotels deals

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach

Dennis MA
Get rates
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $126 total per night
$126 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features an indoor pool and a 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
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
$196 nightly
The price is $224 total per night
$224 total
Jan 15 - Jan 16, 2026
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
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
$75 nightly
The price is $85 total per night
$85 total
Dec 28 - Dec 29
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
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
$397 nightly
The price is $455 total per night
$455 total
Dec 29 - Dec 30
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
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $126 total per night
$126 total
Jan 1 - Jan 2, 2026
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
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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

Cape Cod sunset. Mayflower Beach in March

Mayflower Beach

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
Nobscusset Point at Corporation Beach, Dennis, Cape Cod

Corporation Beach

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
The Cape Playhouse "Where Broadway Goes to Summer". Before air conditioning New Yorkers would escape the crazy heat by heading to coastal resorts and theaters would close down. In 1927 Playhouse founder Raymond Moore offered actors the ability to work in the summers and was successful in attracting some big names... A then unknown Bette Davis first worked here as an usher and returned the next year to act. Others to grace this stage include Jane and Henry Fonda. Gregory Peck, Humphrey Bogart, Robert Montgomery and Shirley Booth. We went and saw a fabulous performance of 1776 during the fourth of July weekend... Very Cool !

Cape Playhouse

You can make plans for a show at Cape Playhouse during your stay in Dennis. Stroll along the seaside 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 $287. 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

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Dennis showing signage
Dennis
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East Dennis
East Dennis