Brewster Vacations from $233

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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.
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Ridgeway-Bullshead
Save 100% on your flight
Price was $342, price is now $233 per person
$233
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
7.8/10 Good! (674 reviews)
Breakfast was good, needed just more variety of protein.

Reviewed on Jan 11, 2026

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $350, price is now $236 per person
$236
per person
Mar 28 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.2/10 Very Good! (1,621 reviews)
We had a GREAT stay! Huge room with lots of room for everyone. Can’t overemphasize how awesome it is to have a spacious room while visiting NY. Comfy beds. Breakfast choices were good. Eggs weren’t the best but the waffles you can make yourself are always a win. My son has a dairy allergy and the kitchen staff was very helpful in identifying things that had milk so we knew what he could eat .

Reviewed on Jan 16, 2026

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Save 100% on your flight
Price was $808, price is now $567 per person
$567
per person
Apr 1 - Apr 8
found 7 hours ago
Roundtrip flight included
Los Angeles (QLA) to White Plains (HPN)
6.8/10 (1,002 reviews)
Clean rooms and friendly staff

Reviewed on Jan 13, 2026

Dome House Retreat

Dome House Retreat

4 out of 5
Save 100% on your flight
Price was $1,405, price is now $1,004 per person
$1,004
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
No reviews
Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
Save 100% on your flight
Price was $715, price is now $512 per person
$512
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
6.8/10 (1,003 reviews)
The room and staff and amenities

Reviewed on Jan 10, 2026

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Brewster Hotel Deals

Comfort Inn Brewster

Comfort Inn Brewster

2.5 out of 5
7-11 Peach Lake Road Brewster NY
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $129 total per night from Feb 2 to Feb 3
$129 total
Feb 2 - Feb 3
Total with taxes and fees
8.8/10 Excellent! (539 reviews)
I wasn't there for breakfast, so I can't comment on that. Everything else was great! Great value.

Reviewed on Jan 12, 2026

Comfort Inn Brewster
Heidi's Inn

Heidi's Inn

2.5 out of 5
1270 Route 22 Brewster NY
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $136 total per night from Jan 27 to Jan 28
$136 total
Jan 27 - Jan 28
Total with taxes and fees
8.8/10 Excellent! (816 reviews)
Great

Reviewed on Jan 13, 2026

Heidi's Inn
Charming Grand View/Lake Loft in Brewster with WiFi, AC

Charming Grand View/Lake Loft in Brewster with WiFi, AC

Brewster NY
10/10 Exceptional! (14 reviews)
My partner and I had the most lovely weekend here. The space was exactly as it seems in the photographs: light, bright, comfortable and impeccably clean. Orestes is a wonderful host who is very warm and welcoming to his guests, and you may just leave his home having made a new friend! He offers breakfast ...

Reviewed on Oct 27, 2025

Get rates
Charming Grand View/Lake Loft in Brewster with WiFi, AC
See all 866 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 $233 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.