Find Hotels with a Pool in Brewster, NY

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Brewster hotels with a pool

1. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,427 reviews)
  • cleanliness
    Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
$221 nightly
The price is $253
Nov 8 - Nov 9
Total with taxes and fees
Tarrytown House Estate

2. Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (1,002 reviews)
$135 nightly
The price is $155
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Danbury

3. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1,328 reviews)
  • cleanliness
    Seasonal poolside bliss awaits with free cabanas, loungers, and umbrellas at this upscale retreat near Palisades Center.
$139 nightly
The price is $159
Dec 2 - Dec 3
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel

4. Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (928 reviews)
  • cleanliness
    Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.
$130 nightly
The price is $141
Nov 8 - Nov 9
Total with taxes and fees
Heidi's Inn

5. Hyatt Regency Greenwich

Hyatt Regency Greenwich
4.0 star property
Old Greenwich
8.8 out of 10, Excellent, (1,199 reviews)
  • cleanliness
    Dive into year-round swimming bliss at this Greenwich hotel's serene indoor pool retreat.
$209 nightly
The price is $240
Nov 8 - Nov 9
Total with taxes and fees
Hyatt Regency Greenwich

6. HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.8 out of 10, Excellent, (1,202 reviews)
  • cleanliness
    Swim by day, sip by night at this refreshing poolside retreat with 24-hour fitness options and dining views.
$188 nightly
The price is $215
Nov 8 - Nov 9
Total with taxes and fees
HYATT house White Plains

7. Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
White Plains
9.0 out of 10, Wonderful, (1,353 reviews)
  • cleanliness
    Dive into serenity at this downtown hotel's indoor pool sanctuary with plush sun loungers.
$207 nightly
The price is $237
Nov 22 - Nov 23
Total with taxes and fees
Sonesta White Plains Downtown

8. La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City
3.0 star property
Waterside
6.6 out of 10, (1,847 reviews)
  • cleanliness
    Splash into relaxation at this hotel's indoor heated pool with convenient all-day access.
$89 nightly
The price is $103
Dec 6 - Dec 7
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Stamford / New York City

9. Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (501 reviews)
  • cleanliness
    Seasonal splash paradise with a refreshing outdoor pool and fitness center creates an invigorating summer escape in Danbury.
$123 nightly
The price is $141
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

10. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very good, (1,897 reviews)
  • cleanliness
    Splash into relaxation at this well-maintained indoor pool with lifeguard service and extended hours.
$133 nightly
The price is $152
Nov 29 - Nov 30
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford
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.

Choose what matters most at hotels with a pool in Brewster

Top Brewster Hotel Reviews

Find out more about Brewster

Discover top Brewster attractions

Brewster offers a delightful mix of natural beauty and engaging activities for travelers seeking a memorable getaway. Nature enthusiasts will love exploring the stunning beaches along the coastline, perfect for sunbathing or taking leisurely walks as the sun sets over the horizon. For families, the charming local parks provide a wonderful space for picnics and outdoor games, ensuring kids can run free and enjoy the fresh air. History buffs will appreciate the quaint architecture and rich heritage found in the town, with opportunities to stroll through picturesque streets and discover unique boutiques filled with local crafts. If you're in the mood for adventure, consider kayaking in the tranquil waters, offering a peaceful yet exhilarating experience amidst stunning scenery. After a day of exploration, unwind in one of Brewster's welcoming accommodations, where attentive service and quality amenities ensure you feel pampered and well taken care of during your stay. Whether you're planning a family trip or a romantic escape, Brewster's blend of activities and comfortable lodging makes it a delightful choice for your next adventure.

Find the best pool hotels in Brewster

For travelers seeking relaxation and fun by the water, Brewster offers a selection of hotels with inviting pool amenities. Here are some top choices that will make your stay enjoyable.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

  • Why it's great: With a perfect review rating of 10 out of 10, The Cottage by the Lake is a fantastic selection for travelers who prioritize poolside relaxation. This 3-star hotel features an outdoor pool along with stunning water views, creating a serene atmosphere for travelers. The inviting outdoor setting is ideal for both lounging and enjoying family time.
  • Other amenities: In addition to the pool, travelers will appreciate the outdoor play area and games designed for children, making it a family-friendly option. The cottage includes a fully equipped kitchen, perfect for preparing meals, and offers amenities such as a fireplace and patio for cozy evenings. Nearby attractions include museums and antiquing, adding to the charm of your stay. The hotel is also pet-friendly, ensuring that furry companions are welcome.
  • Nearby attractions: Brewster Public Library - 3 miles, Lake Glencom - 7 miles

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

  • Why it's great: Charming Grand View offers a delightful retreat for travelers who enjoy spending time by the pool. This 3-star hotel boasts a perfect review rating of 10 out of 10 and features a refreshing pool that invites travelers to cool off on warm days. The inviting atmosphere makes it a great spot for relaxation and leisure.
  • Other amenities: Guests can also take advantage of a kitchenette and in-room amenities like a refrigerator and coffee maker. The hotel is equipped with an outdoor play area for children, ensuring fun for younger travelers. With a lovely balcony and garden space, visitors can soak in the beautiful surroundings. This hotel is pet-friendly, making it a great choice for those traveling with furry friends.
  • Nearby attractions: Brewster Public Library - 3 miles, Lake Glencom - 7 miles

Heidi's Inn

  • Why it's great: Heidi's Inn is an ideal choice for travelers who want to enjoy refreshing dips in the pool while basking in the sun. This budget-friendly hotel has a strong traveler review rating of 9 out of 10 and features a secured shared pool with cabanas and loungers, perfect for relaxation. Guests can unwind with ease, thanks to the pool's gated access and ample shade from umbrellas.
  • Other amenities: The hotel also offers a variety of amenities to enhance your stay, including a beautiful garden and patio for outdoor enjoyment. Guests can take advantage of free breakfast options and daily housekeeping for a worry-free experience. With in-room amenities like a microwave and coffee maker, travelers can enjoy the comforts of home. Additionally, the hotel provides free self-parking and is pet-friendly, ensuring a welcoming place for all.
  • Nearby attractions: Brewster Public Library - 3 miles, Matrix Conference and Banquet Center - 6 miles, New Life Christian Church - 7 miles

Frequently Asked Questions

What are the best hotels in Brewster with outdoor pools?

Heidi's Inn is a fantastic choice for travellers seeking a comfortable stay in Brewster, featuring a lovely outdoor pool that invites relaxation and enjoyment. Guests rave about the spacious and clean rooms, as well as the friendly and helpful staff, creating a friendly setting. The hotel also offers complimentary breakfast options that are described as excellent, making it a convenient and delightful start to your day. Plus, with amenities like free WiFi, toiletries, and self-parking, Heidi's Inn ensures you have everything you need for a straightforward experience. With a traveller rating of 8.8, it stands out as a reliable option.

Another stellar option is the Charming Grand View/Lake Loft, which boasts an impressive great rating of 10.0. This property not only includes an outdoor pool but also features a playful outdoor area for children, ensuring that families can enjoy their time together. The loft is well-equipped with amenities such as WiFi, air conditioning, and a charming balcony, great for unwinding after a day of adventure.

How much does a hotel with outdoor pool in Brewster cost?

Enjoy staying in a hotel in Brewster with an outdoor pool. You can find a great deal from $102 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

Are there hotels in Brewster with outdoor pool cabanas or loungers?

Heidi's Inn is an excellent choice for travellers seeking a relaxing getaway in Brewster, New York, especially for families looking for outdoor pool amenities. This cozy inn features a delightful outdoor pool area complete with complimentary cabanas and sun loungers, superb for lounging under the sun while the kids splash around.

Guests have praised Heidi's Inn with an impressive review rating of 8.8, highlighting the spacious and clean rooms as well as the friendly and helpful staff. Families will appreciate the lovely location and the added convenience of free self-parking and WiFi. To start your day right, enjoy the excellent complimentary breakfast options available, ensuring everyone is fueled for a day of adventure or relaxation.

Is it cheaper to book flights and a Brewster hotel with a pool as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it’s wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.

Can I cancel my hotel reservation on Expedia?

Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Brewster for you.

Explore a world of travel with Expedia