West Dennis Trip
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Top West Dennis 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)
Room was small-but very clean & bright. Beds were very comfortable. SO close to TD garden. Staff was kind & helpful. Breakfast was good. Their parking option was ramp garage that is only 6’2” and not a lot of parking spots for a random Wednesday. If that’s a concern, you may want to look elsewhere. Will absolutely stay again
Reviewed on 26 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
West Dennis Beach Holiday
Live out your beach fantasies on your West Dennis holiday. Enjoy a refreshing walk, savour the sweeping coastal vistas and collect pretty seashells during your trip to West Dennis. Situated just 2 kilometres from the centre of town, West Dennis Beach is the place to be for many travellers. Look through our West Dennis holiday packages and watch your travel budget stretch further!
Top hotels in West Dennis
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is ₹12,033 per night from 9 Mar to 10 Mar
₹12,033
₹18,977 total
9 Mar - 10 Mar
includes taxes & fees
8.6/10 Excellent! (465 reviews)
The updates they made are beautiful. You really feel like you’re in the Caribbean if you don’t step outside. All the staff I encountered were super helpful and courteous. The water park was closed for unforeseen maintenance for a day and a half which happened to be out last days so that was disappointing ...
Reviewed on 25 Feb 2026
Chatham Wayside Inn
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
The price is ₹10,747 per night from 1 Mar to 2 Mar
₹10,747
₹16,255 total
1 Mar - 2 Mar
includes taxes & fees
9.2/10 Wonderful! (635 reviews)
Friendly staff, clean and spacious room, convenience of having a restaurant on site, and convenience of walking to all the stores and restaurants.
Reviewed on 16 Feb 2026
Chatham Bars Inn
297 Shore Rd Chatham MA
The price is ₹33,109 per night from 4 Mar to 5 Mar
₹33,109
₹37,893 total
4 Mar - 5 Mar
includes taxes & fees
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.
