Brewster Vacations from $441

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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 $579, price is now $441 per person
$441
per person
Aug 23 - Aug 26
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
8/10 Very Good! (1,005 reviews)
Convenient location for me in downtown Stamford. Checking in was simple, and my room was ready for me when I arrived. The parking garage can become very full at times, making it difficult to park. There is additional parking across the street, but that’s not convenient (or safe) when coming back to the hotel very late. The room was clean, and the shower was exceptional with a waterfall shower head. The lobby, hallways and common areas could use some sprucing up. The bed was not comfortable, but for one night, it was fine. Recommended for a short stay.

Reviewed on Jun 19, 2026

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

2.5 out of 5
Northeast Yonkers
Price was $707, price is now $522 per person
$522
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
9/10 Wonderful! (1,067 reviews)
Clean room and property well maintained

Reviewed on Jun 19, 2026

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $1,000, price is now $760 per person
$760
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
9.2/10 Wonderful! (1,477 reviews)
Poor Breakfast and room cleanings were only provided once during our stay.

Reviewed on Jun 22, 2026

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Save 100% on your flight
Price was $815, price is now $628 per person
$628
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.2/10 Very Good! (1,128 reviews)
Really beautiful grounds and historic looking get away. Close to town parks and hiking. Nice pool area also

Reviewed on Jun 21, 2026

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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 Jun 24 to Jun 25
$160 total
Jun 24 - Jun 25
Total with taxes and fees
8.8/10 Excellent! (856 reviews)
"Throw back in time. Decent stay if you wanna support small businesses, but overall very overrated. Motel is on on a very, very busy road. The grounds are great, but the rooms and bathrooms drastically need modernization. Very clean tho, which is prob most important"

Reviewed on Jun 22, 2026

Heidi's Inn
Comfort Inn Brewster

Comfort Inn Brewster

2.5 out of 5
7-11 Peach Lake Road Brewster NY
Fully refundable
$150 nightly
The price is $163 total per night from Jul 20 to Jul 21
$163 total
Jul 20 - Jul 21
Total with taxes and fees
8.8/10 Excellent! (575 reviews)
"Good breakfast options to fuel for bike trip."

Reviewed on Jun 21, 2026

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
$131 nightly
The price is $151 total per night from Jun 29 to Jun 30
$151 total
Jun 29 - Jun 30
Total with taxes and fees
8.4/10 Very Good! (1,142 reviews)
"Very convenient and well appointed location"

Reviewed on Jun 16, 2026

EVEN Hotel Norwalk by IHG
See all 897 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 $441 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.