Brewster Vacations from ￥278,614

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The Latest Brewster Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was ￥370,896, price is now ￥278,614 per person
￥278,614
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ￥601,866, price is now ￥425,045 per person
￥425,045
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥399,718, price is now ￥302,490 per person
￥302,490
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
8.8/10 Excellent! (1,525 reviews)
Loved location and free bicycle.

Reviewed on Jul 4, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was ￥404,512, price is now ￥308,745 per person
￥308,745
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥505,495, price is now ￥389,698 per person
￥389,698
per person
Sep 15 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.6/10 Exceptional! (570 reviews)
Great location! Staff was very friendly and accommodating. Room was very spacious for our family of four. We will definitely stay there again!

Reviewed on Jul 1, 2026

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

The Villages at Ocean Edge

3.5 out of 5
One Villages Drive Brewster MA
The price is ￥46,320 per night from Jul 15 to Jul 16
￥46,320
￥60,399 total
Jul 15 - Jul 16
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Restaurant service extremely slow!"

Reviewed on Jul 3, 2026

The Villages at Ocean Edge
Charm on Main by Ocean Edge

Charm on Main by Ocean Edge

2.5 out of 5
2553 Main Street Brewster MA
The price is ￥57,211 per night from Jul 15 to Jul 16
￥57,211
￥65,478 total
Jul 15 - Jul 16
includes taxes & fees
9.6/10 Exceptional! (14 reviews)
"Really clean and quiet place"

Reviewed on Jul 1, 2026

Charm on Main by Ocean Edge
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street Brewster MA
The price is ￥79,718 per night from Jul 22 to Jul 23
￥79,718
￥100,470 total
Jul 22 - Jul 23
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"We didn’t use a lot of the facilities. It was a short stay. All the staff were excellent. Didn’t expect as many stairs to climb to get to our room."

Reviewed on Jun 30, 2026

The Mansion at Ocean Edge
See all 447 properties in Brewster
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.

Stay near popular Brewster attractions

A large, turquoise lake surrounded by dense forests and a sandy beach.

Nickerson State Park

8.6/10 (47 reviews)
Explore 1,900 acres of pine forests and kettle ponds at this Cape Cod retreat. Hike wooded trails, swim in clear waters, or connect to the Cape Cod Rail Trail for a quintessential New England outdoor experience.
See properties

Frequently asked questions

How much does a Brewster vacation package cost?
You'll find cheap prices from ￥278,614 on Expedia for your Brewster break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Brewster costs.
What are the cheapest months to go to Brewster?
You can generally find reduced prices and greater availability in December, January and February. Check out our cheap Brewster vacation packages and you could score some great off-season discounts.
How many days is enough for Brewster?
We recommend booking a Brewster vacation for a minimum of 3 days. This will allow you time to check off popular sights such as Robbins Hill Beach and Linnell Landing Beach, and also check out neighborhoods like Northwest Harwich and East Orleans. You might even be able to make time for a day trip or two outside of Brewster.
Is it worth booking a vacation package to Brewster?
Brewster is a good vacation destination with attractions like Nickerson State Park among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Brewster vacation promises fun for everyone.
How to find the best Brewster package deals?
Bagging a cheap Brewster package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Brewster package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Brewster vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights separately. Better still, you can personalize your Brewster escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Brewster?
Enjoy amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Brewster trip.
How to plan a trip to Brewster?

  1. Choose your travel dates: The things you want to do in Brewster and your preferred season can help you decide when to get away.
  2. Set a budget: Consider costs like flights, meals and transportation when working out how much to put aside for your trip to Brewster. Then, select a hotel that matches your budget, whether that's an affordable option or a lavish retreat.
  3. Work out your trip length: Think about how much time you want to spend discovering Brewster. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've settled on your dates and duration, book the right Brewster vacation package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.