West Dennis Holidays

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West Dennis Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
Seaport District
Price was S$827, price is now S$615 per person
S$615
per person
2 Jan - 5 Jan
found 2 hours ago
Return flight included
Charlotte (CLT) to Boston (BOS)
18.4/10 Exceptional! (4,205 reviews)
Room was extremely clean, wonderful smell. We received extra amenities in honor of our anniversary. They have everything you need from restaurants, pools, and activities.

Reviewed on 18 Nov, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was S$1,423, price is now S$836 per person
S$836
per person
2 Jan - 5 Jan
found 2 hours ago
Return flight included
Charlotte (CLT) to Boston (BOS)
19.6/10 Exceptional! (1,005 reviews)
Beautiful room with a view. The fitness center and spa was great!

Reviewed on 17 Nov, 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
Price was S$1,134, price is now S$732 per person
S$732
per person
2 Jan - 5 Jan
found 2 hours ago
Return flight included
Charlotte (CLT) to Boston (BOS)
18.4/10 Exceptional! (2,268 reviews)
Room was really clean!!

Reviewed on 17 Nov, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was S$1,468, price is now S$963 per person
S$963
per person
2 Jan - 5 Jan
found 2 hours ago
Return flight included
Charlotte (CLT) to Boston (BOS)
19.2/10 Exceptional! (482 reviews)
The room was wonderful, the bed was heaven. Room service was delicious and the overall aesthetic and ambience of the lobby and common areas were fabulous

Reviewed on 18 Nov, 2025

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was S$919, price is now S$645 per person
S$645
per person
2 Jan - 5 Jan
found 2 hours ago
Return flight included
Charlotte (CLT) to Boston (BOS)
17.2/10 Exceptional! (1,337 reviews)
Staff were very courteous! Clean room!

Reviewed on 15 Nov, 2025

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

GuestLodge

GuestLodge

2 out of 5
221 Main Street, West Dennis, MA
8/10 Very Good! (504 reviews)
Decent place didn't have many problems.

Reviewed on 29 Oct, 2025

Get rates
GuestLodge
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
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 14 Dec to 15 Dec
S$150
14 Dec - 15 Dec
includes taxes & fees
8.8/10 Excellent! (637 reviews)
Good condition

Reviewed on 14 Nov, 2025

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is S$111 per night from 20 Nov to 21 Nov
S$111
20 Nov - 21 Nov
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
Clean room, good parking

Reviewed on 17 Nov, 2025

Cape Sands Inn
See all 5,395 properties in West Dennis
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

Jericho House and Barn Museum

You can spend an afternoon exploring the galleries in Jericho House and Barn Museum during your trip to West Dennis. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.

Jericho House and Barn Museum

What to do in West Dennis

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

S$65
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
See all activities in West Dennis

* 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.