Brewster Holidays

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Top Flight + Hotel Deals in Brewster

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
per person
10 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Cork (ORK) to Boston (BOS)
7.4/10 Good! (89 reviews)
Had a 4 night stay at the Maverick Suites on Temple Street. I mainly booked this room to be close to my daughter, who lives a couple of doors down. The room is a bit tight for two people, but my friend & I made it work by sleeping 90 degrees on the double bed to turn it into more of a "short king". Room was very clean, however the one suggestion I would make is to use less of the strong-smelling cleaner (Fabioso?) or a more natural cleaner. Otherwise, the property felt safe and clean. Beautiful hardwood floors, nice bathroom & small kitchen area. Staff is very responsive via TEXT (not by phone). We requested clean towels etc, and they were very accommodating. Temple St. is walkable to many sites you'll want to check out in Boston via a walk or to the Park St T station. I would recommend staying at the Maverick Suites!

Reviewed on 25 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
19 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on 3 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
19 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on 5 Aug 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
per person
10 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Cork (ORK) to Boston (BOS)
8.8/10 Excellent! (1,010 reviews)
Location was great, property was very clean. The shower pressure however was very low similar to a very light sprinkle even after reporting. Front desk staff was nice for the most part other than the male worker who seemed bothered with questions. The shuttle drover absolutely knowledgeable of the area, extremely funny and nice.

Reviewed on 3 Aug 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
19 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Very convenient boutique hotel

Reviewed on 5 Aug 2025

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 Villages at Ocean Edge

The Villages at Ocean Edge

3.5 out of 5
One Villages Drive, Brewster, MA
The price is €219 per night from 1 Sept to 2 Sept
€219
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (999 reviews)
"There was lots to do and see."

Reviewed on 20 Jul 2025

The Villages at Ocean Edge
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street, Brewster, MA
The price is €387 per night from 7 Sept to 8 Sept
€387
7 Sept - 8 Sept
includes taxes & fees
8.2/10 Very Good! (999 reviews)
"Amazing stay and location!"

Reviewed on 24 Jul 2025

The Mansion at Ocean Edge
Brewster Green Resort

Brewster Green Resort

3.5 out of 5
203 Lund Farm Way, Brewster, MA
The price is €293 per night from 7 Sept to 8 Sept
€293
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (105 reviews)
"Nice and clean"

Reviewed on 31 Jul 2025

Brewster Green Resort
See all 435 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 seaside or seek out the hiking trails.

Cape Rep Theatre

Frequently asked questions

How much does a Brewster holiday package cost?
You'll find cheap prices from €923 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 holiday 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 holiday packages and you could score some great off-season discounts.
How many days is enough for Brewster?
We recommend booking a Brewster holiday 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 neighbourhoods 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 holiday package to Brewster?
Brewster is a good holiday destination with attractions like Nickerson State Park among the many things to keep you busy. Whether you're travelling with the family or planning a trip with friends, a Brewster holiday 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," "Traveller 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 holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking accommodation and flights separately. Better still, you can personalise 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 holiday 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 accommodation: Once you've settled on your dates and duration, book the right Brewster holiday package for you.

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