Brewster Vacations

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Brewster Flight + Hotel packages

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

The Revolution Hotel

South End
$601
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Eurostars The Boxer

Eurostars The Boxer

West End
$698
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
Not sure why i was charged extra, there was no notification and the desk didn't mention why. Also, the gym was way too small but not much you can do about it, it wasn't terrible. Unforunately I had someone on my floor opening and slamming their main door multiple times 5-7 times from 1 am - 2 am until I finally told them to stop. I didn't get any good sleep there which was rough, not the facilities fault tho. Other than that it was a great stay and I would stay there again for another Hockey game

Reviewed on Oct 10, 2026

AC Hotel by Marriott Boston Cambridge

AC Hotel by Marriott Boston Cambridge

North Cambridge
$618
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Encore Boston Harbor are located nearby.
YOTEL Boston, Select by Hilton

YOTEL Boston, Select by Hilton

Seaport District
$632
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Harbor are located nearby.
The room was tiny. Smaller than a cruise ship room. I'd call it a pod. The bed was motorized to incline offering space to get to the bathroom that had a privacy curtain. No seating, no storage. Not recommended for travelers with more than one suitcase.

Reviewed on Oct 11, 2026

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

Seaport District
$997
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Harbor are located nearby.
Harborside Inn Of Boston

Harborside Inn Of Boston

Downtown Boston
$842
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Harbor are located nearby.
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Brewster Vacation Packages

Looking for ways save time and money on your upcoming holiday to Brewster? Then look no further, as the AARP Travel Center Powered by Expedia® is here to help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Brewster the best one yet. Our Travel Center is a one-stop shop where you can put together the best vacation package for you and your family. We have an amazing selection of flights and lodgings, and local activities to choose from.

Brewster Hotels

You can choose from around 445 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Brewster hot spots, we have plenty of options available.

We have fantastic rates on everything from family-friendly resorts that satisfy all the vacation must-haves to inexpensive accommodations perfect for those on looking to save. You can search our vast catalog of possibilities and pick the hotel that is best for you. With AARP Travel Center's Brewster hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.

Things to do in Brewster

Brewster is the ideal town when you need to a break from it all. With only around 9,918 people living here year-round, this cozy town is good for a quite vacation. Travelers come to enjoy Brewster's pleasant summers and the nearby coastline.

Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.

Book Together and Save

As an AARP Member, you get to cash in on all the great deals. You can save on select hotels worldwide, flights, and also rental cars. No matter what Brewster vacation bundle you pick, your membership savings helps you get a great deal. The hardest packing you'll have to do is for your suitcase. Book today and get ready for your Brewster vacation.

Top Hotel Deals

The Villages at Ocean Edge

The Villages at Ocean Edge

One Villages Drive Brewster MA
2.34 km from city center
Book a stay at this beach resort in Brewster. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
The Mansion at Ocean Edge

The Mansion at Ocean Edge

2907 Main Street Brewster MA
2.85 km from city center
Book a stay at this luxury hotel in Brewster. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
Charm on Main by Ocean Edge

Charm on Main by Ocean Edge

2553 Main Street Brewster MA
1.88 km from city center
Book a stay at this spa hotel in Brewster. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ocean Edge Golf Club and Rail Trail Bike Shop ...
Brewster Green Resort

Brewster Green Resort

203 Lund Farm Way Brewster MA
2.78 km from city center
Stay at this aparthotel in Brewster. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Ocean Edge Golf Club and Rail Trail Bike Shop are ...
Sea Meadow Inn

Sea Meadow Inn

1187 Main St Brewster MA
2.06 km from city center
Stay at this B&B in Brewster. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mayflower Beach and Cape Cod Museum of Natural History are ...
Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod

1882 Main St Brewster MA
0.12 km from city center
Book a stay at this luxury B&B in Brewster. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Breakwater Beach and Rail Trail Bike Shop ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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