Brewster Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Brewster

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

The Revolution Hotel

3.5 out of 5
South End
per person
21 Sept - 26 Sept
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (2,101 reviews)
The bed is comfortable, bathrooms are always clean. The front desk was very kind.

Reviewed on 16 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
21 Sept - 26 Sept
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on 11 Aug 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
26 Oct - 30 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
per person
21 Sept - 26 Sept
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (1,102 reviews)
Good location but expensive.

Reviewed on 16 Aug 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
26 Oct - 30 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on 16 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 €245 per night from 1 Sept to 2 Sept
€245
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Stunning"

Reviewed on 16 Aug 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 €386 per night from 7 Sept to 8 Sept
€386
7 Sept - 8 Sept
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Everything was great!"

Reviewed on 13 Aug 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 €224 per night from 12 Sept to 13 Sept
€224
12 Sept - 13 Sept
includes taxes & fees
9.4/10 Exceptional! (107 reviews)
Nice spot on the Cape
"Front desk was friendly and efficient. Two bedroom was nicely laid out. Didn’t really use kitchen but it was there if we needed it. Pool and other amenities available too. Would stay again."

Reviewed on 15 Aug 2025

Brewster Green Resort
See all 437 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 €970 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.