
Brewster Vacations from ¥226,850
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The Latest Brewster Vacation Packages
Price found within the past 48 hours. Click for updated prices.

The Charles Hotel
West Cambridge
Price was ¥314,496, price is now ¥226,850 per person
¥226,850
per person
Nov 14 - Nov 19
found 1 day 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
Save 100% on your flight
Price was ¥469,121, price is now ¥294,482 per person
¥294,482
per person
Nov 14 - Nov 19
found 1 day 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 ¥338,609, price is now ¥248,554 per person
¥248,554
per person
Nov 14 - Nov 19
found 1 day 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

XV Beacon
Beacon Hill
Price was ¥393,745, price is now ¥295,162 per person
¥295,162
per person
Nov 14 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (377 reviews)
Great Staff, very nice room. Ideal location for exploring Boston history and access to the T
Reviewed on Sep 19, 2025
Find the Best Brewster Vacation Packages
Brewster Beach Vacation
There's nothing more relaxing than a Brewster vacation. Whether you're enjoying refreshing cocktails at a local bar or reading your favorite magazine by the shore, your trip to Brewster is an ideal time to live out your beachy dreams. Many visitors like to stay near Breakwater Beach, situated just 2 kilometers from downtown. However, you'll also discover a great range of Brewster vacation packages close to Linnell Landing Beach and Robbins Hill Beach, two other well-liked nearby options.
Brewster Hotel Deals

The Villages at Ocean Edge
One Villages Drive, Brewster, MA
The price is ¥18,590 per night from Oct 21 to Oct 22
¥18,590
¥26,358 total
Oct 21 - Oct 22
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"We enjoyed the features of golf and beach, the Lynx was just around the corner. The weather did not cooperate with all we wanted to do but would highly recommend."
Reviewed on Sep 15, 2025

The Mansion at Ocean Edge
2907 Main Street, Brewster, MA
The price is ¥49,933 per night from Sep 30 to Oct 1
¥49,933
¥62,327 total
Sep 30 - Oct 1
includes taxes & fees
8.2/10 Very Good! (999 reviews)
great get away
"very nice. Had to move rooms as the bottom floor can be musty but they did that right away. There was one lady who worked the restaurant inside and out that is a true gem. I wish I could remember her name. Was very impresed with all the staff!"
Reviewed on Sep 2, 2025

Brewster Green Resort
203 Lund Farm Way, Brewster, MA
The price is ¥26,483 per night from Sep 24 to Sep 25
¥26,483
¥30,311 total
Sep 24 - Sep 25
includes taxes & fees
9.4/10 Exceptional! (110 reviews)
Reviewed on Sep 15, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.