Brewster Vacations from $714

Book a Hotel + Flight or Car together to unlock savings

Your Brewster Vacation

History, cuisine, art and more … There's a whole lot to discover with a Brewster vacation package. And with the ability to customize your city getaway, you know it'll be one that's hard to forget. In the mood for some sightseeing? A trip to Brewster wouldn't be complete without visiting Brewster Public Library, Centennial Golf Club and other top attractions. Don't put off your visit to this destination any longer. Your ultimate Brewster vacation is a couple of clicks away with Expedia.

The Latest Brewster vacation packages

Price found within the past 48 hours. Click for updated prices.
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Price was $916, price is now $714 per person
$714
per person
Sep 16 - Sep 20
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
8/10 Very Good! (1,005 reviews)

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Price was $1,110, price is now $778 per person
$778
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
3.6/10 (4 reviews)
It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host.

Reviewed on Jun 29, 2026

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $3,046, price is now $2,285 per person
$2,285
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
8/10 Very Good! (1 review)
Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine.

Reviewed on Nov 8, 2025

Family Cottage with 4 King Beds

Family Cottage with 4 King Beds

2.5 out of 5
Historic District
Price was $1,242, price is now $949 per person
$949
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
President Donald J. Trump Intl. Airport (PBI) to White Plains (HPN)
No reviews

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $2,661, price is now $2,039 per person
$2,039
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
5.2/10 (9 reviews)

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Stay near popular Brewster attractions

Brewster Public Library

7.2/10 (5 reviews)
Brewster Public Library serves as a community hub on Main Street, offering diverse resources and comfortable reading areas. Browse their collection or join engaging programs in this welcoming local institution.
See properties

What to do in Brewster

Hudson Valley: Craft Brewery Bike Tour

Hudson Valley: Craft Brewery Bike Tour

$169
per adult
Hudson Valley: Craft Brewery Bike Tour
See all activities in Brewster

Brewster Hotel Deals

Heidi's Inn

Heidi's Inn

2.5 out of 5
1270 Route 22 Brewster NY
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $160 total per night from Aug 9 to Aug 10
$160 total
Aug 9 - Aug 10
Total with taxes and fees
Heidi's Inn
Comfort Inn Brewster

Comfort Inn Brewster

2.5 out of 5
7-11 Peach Lake Road Brewster NY
Fully refundable
$144 nightly
The price is $156 total per night from Aug 30 to Aug 31
$156 total
Aug 30 - Aug 31
Total with taxes and fees
Comfort Inn Brewster
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundable
$109 nightly
The price is $125 total per night from Aug 24 to Aug 25
$125 total
Aug 24 - Aug 25
Total with taxes and fees
EVEN Hotel Norwalk by IHG
See all 890 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.

Find the Best Brewster Vacation Packages

Brewster Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
2,100
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Thunder Ridge Ski Resort, Clarence Fahnestock State Park and Wonder Lake State Park

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Frequently asked questions

How much does a Brewster vacation package cost?
You can snap up a vacation package to this top destination from $714 on Expedia. But how much your vacation to Brewster costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Brewster?
If you'd like to score a cheap Brewster vacation package, consider planning a trip in February, November and December. You're likely to find better rates on hotels and flights during these months — perfect for a budget-friendly break.
How many days is enough for Brewster?
With a well-organized itinerary, you can easily hit the main Brewster sights in a few days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Brewster vacation for longer.
How to find the best Brewster package deals?
Begin your search for a Brewster package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Brewster package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Brewster getaway off to a flying start.
Is it cheaper to book a Brewster vacation as a package?
You can enjoy significant savings on your Brewster retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Brewster?
If you have your Brewster vacation dates locked in, book as soon as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Brewster?

  1. Choose when to get away: Check your diary and get your bags packed. Your favorite time of year and the type of activities available will also help you decide when to escape to Brewster.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to factor in other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Brewster.
  3. Discover Brewster using our trip planning tool: Gain insights into the top attractions and best stays for your trip to Brewster. You can also save your favorite places, collaborate with friends and family and arrange all your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Brewster, you can figure out the perfect length of your break. Create a rough plan and allocate enough time for all the things you want to do.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Brewster vacation package.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on the best Brewster has to offer. Find all the exciting things to do in Brewster with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Brewster vacation packages?
Your Brewster break should be a relaxing escape from your busy life, not a source of money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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