Brewster Vacations from $587

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Your Brewster Vacation

With one of our vacation packages to Brewster, you'll find endless opportunities for fun and excitement. There's so much to look forward to, including its rich history and rural countryside. Cape Cod Museum of Art, Cape Cod Museum of Natural History and Skaket Beach are just some of the many sights worth checking out during your trip to Brewster. Check out Expedia's extensive range of travel options and start planning your perfect vacation to Brewster now.

The Latest Brewster vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $947, price is now $587 per person
$587
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
Friendly staff clean room good location

Reviewed on May 14, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $2,154, price is now $1,320 per person
$1,320
per person
Jun 24 - Jun 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Right in heart of town

Reviewed on May 12, 2026

The Groton Inn

The Groton Inn

3.5 out of 5
Save 100% on your flight
Price was $1,022, price is now $629 per person
$629
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (500 reviews)
The rooms are large and comfortable. The property is very well maintained and the porch is lovely.

Reviewed on Apr 26, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,001, price is now $1,237 per person
$1,237
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
clean and great staff

Reviewed on May 8, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $4,395, price is now $2,940 per person
$2,940
per person
Jul 23 - Jul 27
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

Don't see what you're looking for?
See all available trips from Columbus to Brewster
View all trips

Discover the most popular places to visit in Brewster

Breakwater Beach

Breakwater Beach

4.5/5(15 reviews)

Swim in the clear, shallow waters of this sandy bay and return at low water to explore a sprawling field of fascinating tidal pools.

Breakwater Beach
Cape Cod Museum of Natural History

Cape Cod Museum of Natural History

4.5/5(75 reviews)

When the beauty and natural richness of Cape Cod’s landscape leave you craving to know more, enjoy a tour through the halls of this museum and education center.

Cape Cod Museum of Natural History
Kettle Hole Ponds at Nickerson State Park on Cape Cod Aerial

Nickerson State Park

4.5/5(8 reviews)

Enjoy a trip to Nickerson State Park and popular activities like hiking in Brewster. Wander the beautiful beaches and seaside in the area.

Nickerson State Park

Brewster Hotel Deals

The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street Brewster MA
$318 nightly
The price is $364 total per night from May 17 to May 18
$364 total
May 17 - May 18
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
A Quick stay but the room was large and comfortable and clean an the staff was excellent

Reviewed on Apr 28, 2026

The Mansion at Ocean Edge
The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 out of 5
One Villages Drive Brewster MA
$206 nightly
The price is $235 total per night from May 17 to May 18
$235 total
May 17 - May 18
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
The stove had the incorrect size burner coils for the burner drip pans so the burner was not sitting level. The can opener was broken and had no handle. Floors were dirty with dead worms on them. Thermostat for the main living area was broken and would not turn on. Dishwasher was disgusting ...

Reviewed on May 10, 2026

The Villages at Ocean Edge
Brewster Green Resort

Brewster Green Resort

3.5 out of 5
203 Lund Farm Way Brewster MA
$227 nightly
The price is $259 total per night from May 21 to May 22
$259 total
May 21 - May 22
Total with taxes and fees
9.4/10 Exceptional! (130 reviews)
Clean but bleach smell was strong for me. Clubhouse doesn’t open until 8 and no coffee in room so tough for us early risers.

Reviewed on Apr 20, 2026

Brewster Green Resort
See all 430 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.

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 1 mile 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 Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Barnstable Municipal Airport (HYA)
Population
2,000
Max Temp Winter
40ºF
Max Temp Summer
70ºF
Top Sights
Cape Cod Inflatable Park, Nauset Beach and Mayflower Beach

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Brewster vacation package cost?
You'll find cheap prices from $587 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?
October, November and December are the best times to search for cheap Brewster vacation packages. Choosing to travel in quieter months means you can typically find reduced prices on flights and hotels.
How many days is enough for Brewster?
Brewster vacations come in various shapes and sizes, but to really sink your teeth into this place, we think 3 days is a good ballpark. With this timeframe, you can fit in major attractions like Cape Cod Museum of Natural History and Robbins Hill Beach as well as hidden gems. Don't forget to explore neighborhoods such as Northwest Harwich and Harwich Center either. If you plan wisely, you may even be able to take a day trip or two from Brewster too.
Is it worth booking a vacation package to Brewster?
It's no wonder a Brewster vacation is on the to-do list of many travelers. Top attractions like Cape Cod Museum of Natural History are just the start of what you can explore here.
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.
Does Expedia offer Book Now, Pay Later Brewster vacation packages?
Your Brewster break is meant to be an escape from your busy life, not a source of money-related stress. So to allow you a little more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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.