Brewster Holidays

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Top Flight + Hotel Deals in Brewster

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

The Whitney Hotel

4 out of 5
Beacon Hill
Price was €3,589, price is now €3,256 per person
€3,256
per person
17 Feb - 21 Feb
found 17 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Our second stay there, love it

Reviewed on 25 Dec 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €4,215, price is now €3,526 per person
€3,526
per person
17 Feb - 21 Feb
found 17 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
the room is clean and everyone was nice .👍

Reviewed on 7 Jan 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was €3,922, price is now €3,478 per person
€3,478
per person
17 Feb - 21 Feb
found 17 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
Amazing week - family stay for Christmas in town - thank you very much! We’ll be back!…….

Reviewed on 28 Dec 2025

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
Price was €4,010, price is now €3,639 per person
€3,639
per person
17 Feb - 21 Feb
found 17 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (383 reviews)
I had a wonderful experience at the XV Beacon Hotel. The room and bathroom was modern and updated. I also thought the gym was clean.

Reviewed on 10 Nov 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was €3,759, price is now €3,512 per person
€3,512
per person
17 Feb - 21 Feb
found 17 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Staff was friendly and flexible ! Rooms were spacious and beautiful, the housekeeping was not as clean or organized or detailed as other places I’ve been to but still good

Reviewed on 4 Jan 2026

Brewster Beach Holiday

There's nothing more relaxing than a Brewster holiday. Whether you're enjoying refreshing cocktails at a local bar or reading your favourite 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 kilometres from downtown. However, you'll also discover a great range of Brewster holiday packages close to Linnell Landing Beach and Robbins Hill Beach, two other well-liked nearby options.

Top hotels in Brewster

The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street Brewster MA
The price is €194 per night from 11 Jan to 12 Jan
€194
11 Jan - 12 Jan
includes taxes & fees
8.2/10 Very Good! (999 reviews)
The hotel is beautifully decorated for the holiday season

Reviewed on 17 Dec 2025

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
8.2/10 Very Good! (999 reviews)
Very difficult to find the Libby to pick up the keys. The address on hotels.com doesn’t provide the right one. And then finding the actually room. Very difficult in the dark

Reviewed on 3 Dec 2025

Get rates
The Villages at Ocean Edge
Brewster Green Resort

Brewster Green Resort

3.5 out of 5
203 Lund Farm Way Brewster MA
The price is €136 per night from 9 Jan to 10 Jan
€136
9 Jan - 10 Jan
includes taxes & fees
9.2/10 Wonderful! (123 reviews)
The bathroom vanities need to be brought up to standard heights of about 34-36 inches. Master bedrooms only have one vent and on the cool side during winter months. Small brown ants around kitchen refrigerator. Did a good job on removing snow during our stay. Friendly staff.

Reviewed on 2 Jan 2026

Brewster Green Resort
See all 432 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.

Popular places to visit

Ocean Edge Golf Club

Play a round of golf at Ocean Edge Golf Club and enjoy other activities in Brewster such as hiking. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area.

Ocean Edge Golf Club

Paine's Creek Beach

Why not spend a care-free afternoon at Paine's Creek Beach during your travels in Brewster? Stroll along the seaside in this relaxing area or visit its seafood restaurants.

Paine's Creek Beach

Cape Rep Theatre

You can make plans for a show at Cape Rep Theatre on your trip to Brewster. Stroll along the beautiful beaches or seek out the hiking trails.

Cape Rep Theatre

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