Dennis Port Holidays

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Dennis Port Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was S$1,861, price is now S$1,358 per person
S$1,358
per person
10 May - 15 May
found 5 hours ago
Return flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (2,535 reviews)
The property was great and perfect for an extended stay. We stayed in the Revolution Lofts and the location was walking distance to everything we wanted. The coffee shop in the lobby was great as well. It was also very convenient to have the kitchenette so did not have to eat out for every meal.

Reviewed on 24 Mar, 2026

Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
Downtown Boston
Save 100% on your flight
Price was S$5,745, price is now S$3,663 per person
S$3,663
per person
10 May - 15 May
found 5 hours ago
Return flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (1,522 reviews)
Great location. Safe area. Hotel smells great.

Reviewed on 25 Mar, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
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Price was S$2,160, price is now S$1,440 per person
S$1,440
per person
10 May - 15 May
found 5 hours ago
Return flight included
Toronto (YYZ) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
Good room, and area. Paper thin walls. Amenity fees tacked on for your stay at the front desk. For WiFi!

Reviewed on 25 Mar, 2026

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was S$2,364, price is now S$1,700 per person
S$1,700
per person
10 May - 15 May
found 5 hours ago
Return flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (2,995 reviews)
Quiet and comfortable room in a great location. Room was smaller but cleanliness, service, and value were excellent.

Reviewed on 24 Mar, 2026

Cambridge Common House

Cambridge Common House

3.5 out of 5
West Cambridge
Price was S$1,873, price is now S$1,384 per person
S$1,384
per person
10 May - 15 May
found 5 hours ago
Return flight included
Toronto (YYZ) to Boston (BOS)
No reviews

Dennis Port Beach Holiday

Forget the stresses of daily life and let your mind, body and soul unwind on your Dennis Port holiday. There's nothing more invigorating than a cool ocean breeze and the soothing melody of waves crashing onto the shore. Plan your trip to Dennis Port the easy way by choosing one of our Dennis Port holiday deals. Many people decide to spend their nights near Sea Street Beach, a local highlight just 0.80 kilometres from the city centre.

Things You Should Know About Dennis Port

  • Reserve a room in one of our Dennis Port beach hotels and experience this destination at its best. Wander along the water's edge and watch some stunning sunrises right outside your front door.
  • Our private holiday homes, like The Corsair & Cross Rip Oceanfront Resort and Bluebird Dennisport, are popular with travellers of all sorts. Consider the amenities and get set for your stay in Dennis Port!
  • Some 3,200 people live in Dennis Port. If you're after suggestions about what to see and do around these parts, why not start a conversation with one or two of the locals? Our Dennis Port things to do page is also a handy source of information.
  • Sea Street Beach, Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are some great sights that should be on your travel agenda. With our Dennis Port holiday deals, you'll have more money in your back pocket to explore.

Top hotels in Dennis Port

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

2 out of 5
352 Main Street Dennis Port MA
8.4/10 Very Good! (956 reviews)
the shuttle stops running at 10pm which is a drag. Why not midnight. I called. When i arrived in my uber someone else was calling the front desk about the same thing.

Reviewed on 12 Dec, 2025

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Holiday Hill Inn & Suites
Bluegreen Vacations The Soundings, an Ascend Collection Resort

Bluegreen Vacations The Soundings, an Ascend Collection Resort

3 out of 5
79 Chase Avenue Dennis Port MA
8.8/10 Excellent! (367 reviews)
Parking was easy, room clean, staff was friendly and polite. Enjoyed my stay with them in March 2026.

Reviewed on 21 Mar, 2026

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Bluegreen Vacations The Soundings, an Ascend Collection Resort
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

3.5 out of 5
61 Chase Ave Dennis Port MA
8.6/10 Excellent! (313 reviews)
Muy sucio

Reviewed on 15 Mar, 2026

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Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort
See all 478 properties in Dennis Port
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.