Brewster Vacations from $283

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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.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
Price was $382, price is now $283 per person
$283
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
7.8/10 Good! (1,123 reviews)
Quiet friendly clean

Reviewed on Aug 21, 2025

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was $1,017, price is now $746 per person
$746
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
8/10 Very Good! (1,003 reviews)
Incredible place, from the outdoor seating areas, to the restaurant and bar, the pool, this place is absolutely incredible.

Reviewed on Aug 19, 2025

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Save 100% on your flight
Price was $560, price is now $418 per person
$418
per person
Nov 14 - Nov 17
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1,003 reviews)
What a Gem. The room spacious and clean ( tub definitely needs elbow grease but that’s why shower shoes are a thing). Overall, The entire team was amazing. It’s a resort like feeling North of Manhattan. THE FOOD OMG where to begin nothing let me down over the four nights!!!! Dominique, Nicole, and Teddy-and the locals who frequent are the reasons we will come back - NOMA SOCIAL just continue to play a variety of music becasue although I love my latin music it was overkill and DJ’s must represent rhe NYC culture to entirely with a good mix and not a centered focus on one genre- BUT STILL A FAVORITE PLACE!!

Reviewed on Aug 20, 2025

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
Arlington
Save 100% on your flight
Price was $502, price is now $387 per person
$387
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Miami (MIA) to White Plains (HPN)
7.8/10 Good! (394 reviews)
Mice live in main building

Reviewed on Aug 15, 2025

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Save 100% on your flight
Price was $609, price is now $470 per person
$470
per person
Nov 14 - Nov 17
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1,000 reviews)
Great service, very accommodating

Reviewed on Aug 19, 2025

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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
$144 nightly
The price is $156 total per night from Aug 31 to Sep 1
$156 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (462 reviews)
"Cute comfy hotel."

Reviewed on Aug 18, 2025

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 Aug 24 to Aug 25
$136 total
Aug 24 - Aug 25
Total with taxes and fees
8.6/10 Excellent! (765 reviews)
"Could have done better"

Reviewed on Aug 20, 2025

Heidi's Inn
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $139 total per night from Aug 25 to Aug 26
$139 total
Aug 25 - Aug 26
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
A cute bear themed hotel
"Overall our 2 nights stay at the hotel was good! It’s clean and comfortable. The lake was nice. The bear mt inn has multiple buildings around the lake. We got a room on 2Fl at the overlook lodge which was a bit far from the main building with no elevator. We didn’t bring a car so we had to walk back ..."

Reviewed on Aug 20, 2025

Overlook Lodge at Bear Mountain
See all 829 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.

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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 $283 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.