Brewster Vacation Packages 2026 from $889

Brewster flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Staypineapple, A Delightful Hotel, South End

South End

Save 100% on your flight

$889

per person

Jul 17 - Jul 23

found 11 hours ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Hotel Ivy Boston Common

Bay Village

Save 100% on your flight

$911

per person

Jul 17 - Jul 23

found 11 hours ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

Free WiFi in public areas, luggage storage, and a safe deposit box are available at this hotel. There's locker space and multilingual staff can provide around-the-clock assistance.

By the Sea Guests Bed & Breakfast & Suites

$915

per person

Jul 19 - Jul 25

found 3 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Raffles Boston

Back Bay

Save 100% on your flight

$2,575

per person

Jul 17 - Jul 23

found 11 hours ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Nantucket Inn

Save 100% on your flight

$1,962

per person

Jun 18 - Jun 23

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Boston (BOS)

2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.

Top Brewster hotels deals

The Mansion at Ocean Edge

2907 Main Street Brewster MA

$258 nightly

$296 total

May 3 - May 4

Total with taxes and fees

This smoke-free hotel features a private beach, a golf course, and a full-service spa. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and get free self parking.

On private beach

Pool

The Villages at Ocean Edge

One Villages Drive Brewster MA

$155 nightly

$177 total

May 10 - May 11

Total with taxes and fees

This smoke-free resort features a private beach, a golf course, and a full-service spa. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities.

On private beach

Pool

Brewster Green Resort

203 Lund Farm Way Brewster MA

$229 nightly

$262 total

May 21 - May 22

Total with taxes and fees

2 outdoor tennis courts, an outdoor pool, and an indoor pool are all featured at this aparthotel. Enjoy the gym and perks like free self parking and free WiFi. There's a hot tub on site, and barbecue grills and a virtual front desk are also offered.

Cottage near bay beach- 1 Bd/1Ba

Brewster MA

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Brewster MA

$340 nightly

$389 total

May 3 - May 4

Total with taxes and fees

This condo features an outdoor pool and an indoor pool. Enjoy the gym and conveniences like a garden and laundry facilities.

Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf/Lakes

Brewster MA

Get rates

An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.

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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

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.

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.

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.

Frequently asked questions

How much are vacation packages to Brewster?

Epic adventures await in Brewster, with Travelocity vacation packages from as low as $889. Including hotels and flights, these great deals are an easy way to explore all corners of the world.

How long should my Brewster vacation be?

Typically, 3 nights is what many tourists book for their Brewster vacation. That's a good starting point, but there's so much more to explore if you give yourself a couple of extra days.

Where can I get the best vacation package deals for Brewster?

It's hard to top Travelocity when it comes to putting together your Brewster package deal. There are at least 400 airlines and 1,000,000 properties around the world to choose from. Secure your trip now and get ready to cross another place off your travel bucket list.

Why should I purchase my Brewster vacation package with Travelocity?

Fantastic savings, loads of inspiring destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Will I save money on my Brewster car rental if I combine it with my hotel or flight?

Certainly — bundle your car, flight and hotel into a Brewster vacation package and you can save a ton. With so much to uncover in and around Brewster, having your own set of wheels will make it easy to explore. Once you've settled into the driver's seat, hit the wide open road and head toward Fenway Park, a well-known attraction about 65 mi from Brewster.

Which airport is best for Brewster?

Martha's Vineyard Airport (MVY), 35 mi southwest of inner Brewster, is likely to be where you'll arrive. Your other options are Nantucket Memorial Airport (ACK) (35 mi away from central Brewster) and Provincetown Municipal Airport (PVC) (25 mi away from central Brewster).

What is there to do in Brewster?

Brewster is teeming with sights to check out, such as Nickerson State Park and Breakwater Beach. These renowned attractions are on most visitors' travel schedules.

Where should I stay when visiting Brewster?

If you're searching for someplace comfortable to lay your head, consider the The Villages at Ocean Edge. It's the top choice for many travelers.