Westport Vacations from ￥180,844
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Westport Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Charles Hotel
West Cambridge
Price was ￥228,710, price is now ￥180,844 per person
￥180,844
per person
Nov 19 - Nov 22
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (1,005 reviews)
I had a lovely stay at this hotel. Very nice atmosphere and close to many restaurants, shopping, and Harvard campus. Although I did not need parking, there was also an on-premise parking lot. Staff were kind and accommodating. My only issue was that the hotel has shows on the 3rd floor and I could hear the music at night from my room on the 4th FL so beware if you are a light sleeper. Otherwise, I would certainly stay here again when in the Cambridge area.
Reviewed on Sep 17, 2025
Raffles Boston
Back Bay
Price was ￥306,860, price is now ￥214,933 per person
￥214,933
per person
Nov 19 - Nov 22
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!
Reviewed on Sep 15, 2025
The Whitney Hotel
Beacon Hill
Price was ￥257,578, price is now ￥201,923 per person
￥201,923
per person
Nov 19 - Nov 22
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (457 reviews)
Everything about this place is right! One of the nicest hotels we've ever stayed at.
Reviewed on Sep 5, 2025
Boston Harbor Hotel
North End
Price was ￥288,364, price is now ￥226,598 per person
￥226,598
per person
Nov 19 - Nov 22
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
This is one of the nicest hotels I’ve stayed in—it’s a beautiful, well-located property with top-notch front desk staff and many thoughtful extras.
Reviewed on Sep 18, 2025
The Langham, Boston
Downtown Boston
Price was ￥296,968, price is now ￥237,970 per person
￥237,970
per person
Nov 19 - Nov 22
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.
Reviewed on Sep 17, 2025
Find the Best Westport Vacation Packages
Westport Beach Vacation
Shake off life's daily stresses and let your body, mind and soul unwind on your Westport vacation. Few things are more invigorating than the cool sea breeze and the soothing rhythm of waves breaking onto the shore. Plan your trip to Westport the easy way by choosing one of our Westport packages. Many visitors opt to spend their nights near Horseneck Beach State Reservation, a local highlight only 8 kilometers from the downtown area.
Things You Should Know About Westport
- If you're after the convenience of staying just a few minutes from the water, take a look at our Westport beach hotels. The sound of cawing sea birds and ocean waves are just a few clicks away.
- If your preference is to stay in one of our private vacation homes, check out TownePlace Suites by Marriott Westport or Hampton Inn Fall River/Westport.
Westport Hotel Deals
Hampton Inn Fall River/Westport
53 Old Bedford Rd, Westport, MA
Fully refundableReserve now, pay when you stay
The price is ￥21,219 per night from Oct 5 to Oct 6
￥21,219
￥23,277 total
Oct 5 - Oct 6
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Very friendly staff"
Reviewed on Sep 21, 2025
The Newport Harbor Hotel & Marina
49 America's Cup Ave, Newport, RI
Fully refundableReserve now, pay when you stay
The price is ￥39,748 per night from Oct 1 to Oct 2
￥39,748
￥50,898 total
Oct 1 - Oct 2
includes taxes & fees
8/10 Very Good! (1,268 reviews)
Great experience!!
"The view was amazing! The room was very clean, spacious and everything we hoped for! The balcony was amazing. The grounds are beautiful, will definitely come back again!"
Reviewed on Sep 15, 2025
Omni Providence Hotel
1 W Exchange St, Providence, RI
Fully refundableReserve now, pay when you stay
The price is ￥23,368 per night from Oct 13 to Oct 14
￥23,368
￥26,874 total
Oct 13 - Oct 14
includes taxes & fees
8.8/10 Excellent! (2,761 reviews)
"My room has the fabulous view however the traffic can be very loud at night. The room is clean and I love the location."
Reviewed on Sep 19, 2025
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.
Discover the most popular places to visit in Westport
Buzzards Bay Brewing
You can take time to visit Buzzards Bay Brewing during your travels to Westport. Stroll along this family-friendly area's riverfront, or simply enjoy its wineries.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
