Dennis Port Trip
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Top Dennis Port Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
Price was ₹109,717, price is now ₹73,867 per person
₹73,867
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Great gym and staff. Kudos to Nicky at the front desk.
Reviewed on 22 Feb 2026
Boston Harbor Hotel
North End
Price was ₹238,390, price is now ₹125,647 per person
₹125,647
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on 25 Jan 2026
Eurostars The Boxer
West End
Save 100% on your flight
Price was ₹120,790, price is now ₹77,570 per person
₹77,570
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Chicago (CHI) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
I had a pleasant stay there. The receptionists are so nice and helpful. I came early before the checking time but they let me in. Extending reservation was also easy and they're helpful. They let me come back in after my buses were cancelled, and that's a very great service. They provided good amenities too. So far, it's been a comfortable stay in the hotel; and the location is quite near with the north station and stores if you need to buy meals just in case.
Reviewed on 24 Feb 2026
Raffles Boston
Back Bay
Save 100% on your flight
Price was ₹230,063, price is now ₹149,497 per person
₹149,497
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
The most perfect hotel and service I’ve ever experienced in my lifetime!
Reviewed on 24 Feb 2026
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
Edgewater Beach Resort, a VRI resort
95 Chase Avenue Dennis Port MA
8.8/10 Excellent! (305 reviews)
Clean rooms, excellent staff.
Reviewed on 23 Feb 2026
Holiday Hill Inn & Suites
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
Bluegreen Vacations The Soundings, an Ascend Collection Resort
79 Chase Avenue Dennis Port MA
8.8/10 Excellent! (364 reviews)
the room, pool, hot tub, and staff were amazing.
Reviewed on 17 Feb 2026
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
Swan Pond River
Commune with nature and explore the great outdoors at Swan Pond River during your travels in Dennis Port. Stroll along the seaside or attend a sporting event in this family-friendly area.
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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.
