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PAWLING AREA HOTEL GUIDE

THE PAWLING HOUSE BED & BREAKFAST

105 West Main St 
Pawling, NY 
(845) 855-3851 
innkeeper@pawlinghouse.com 
http://www.pawlinghouse.com 
4 Rooms all w/ private bath (2 queen, 1 double, 1 king suite)
Distance: 1.4 miles 

STATION INN pAWLING

7 Memorial Avenue, Pawling, New York 12564
845-242-1406
http://stationinnpawling.com
Distance: 2 miles
Charming and newly renovated, the Station Inn is your home away from home in the idyllic small town of Pawling, NY. These cozy, clean apartment-style suites feature all new furniture and appliances, plush bedding, full kitchens, and comfortable sitting areas. The Inn is just a two-minute walk from the Pawling train station and a quick ride to Trinity-Pawling's campus.

CARRIAGE HOUSE LOFT

Airbnb - View listing
Guest suite in new construction carriage house upstairs loft. This private loft is brand new and the building is only 3 years old, nicely decorated, and very clean. Located at the top of beautiful Quaker Hill in Pawling, New York. Views from every window and very quiet.
Distance: 2 miles

WICKED FINCH FARM

690 West Dover Rd.
Pawling, NY 12564
(646) 464-2355
Cozy 4 bed/3 bath house on 7 acres with views of hills, gardens & stream. Tastefully furnished and supplied. 
Distance: 5 miles

OLD DROVER’S INN

196 E Duncan Hill Rd 
Dover Plains, NY 12522 
(845) 832-9311 
http://www.olddroversinn.com
Distance: 10 miles
Old Drovers Inn, a Bed and Breakfast in Dover Plains, New York specializes in hotel-level service and the warmest bed and breakfast hospitality. With six luxurious rooms available, the Inn fills up quickly over Reunion, Homecoming and Parents’ Weekends. Everything from the tasteful  décor, to the food prepared by professionally trained chefs to the luxurious Frette linens is top rated.  Treat yourself to a stay at Old Drovers whenever you’re visiting your favorite Trinity-Pawling student. We give it 5 stars!

HEIDI’S INN

1270 Route 22 
Brewster, NY 10509 
(845) 279-8011 
http://www.heidisinn.com
Distance:  12 miles

COMFORT SUITES

Exit 2 off of I-84 89 Mill Plain Road 
Danbury, CT 
(203) 205-0800 
http://www.danburycomfortsuites.com
Distance: 15 miles 

LE CHAMBORD RESTAURANT, INN, CONFERENCE CENTER

2737 Route 52 
Hopewell Junction, NY 
(845) 221-1941 
http://www.lechambord.com 
25 rooms—include continental breakfast
Distance: 15 miles 

CROWNE PLAZA DANBURY

Exit 2 off I-84 18 Old Ridgbury Rd 
Danbury, CT 
(203) 794-0600 
http://www.danburyplaza.com
Distance: 16 miles 

ETHAN ALLEN INN

Exit 4 off I-84 21 Lake Avenue Extension 
Danbury, CT 
(888) 449-8043 
http://www.ethanallenhotel.com
Distance: 17 miles 

MARON HOTEL

Exit 4 off I-84 
42 Lake Avenue Extension 
Danbury, CT 
(203) 791-2200 
http://www.maronhotel.com
Distance: 17 miles 

SPRINGHILL SUITES DANBURY BY MARRIOTT

Exit 2 off I-84 
30 Old Ridgebury Rd 
Danbury, CT 
(203) 744-7333 
http://DanburySpringHillSuites.com
Distance: 16 miles 
* Group Rates available for family weekend. When booking, mention you are a Trinity-Pawling parent.

HILTON GARDEN INN

Exit 2 off I-84 119 Mill Plain Rd 
Danbury, CT 
(203) 205-2000 or (800) 445-8667 
http://www.hiltongardeninn.com
Distance: 17 miles 

HOLIDAY INN OF FISHKILL

Exit 13 off I-84 
542 Route 9 
Fishkill, NY 
(845) 896-6281 
http://www.holidayinn.com
Distance: 21 miles

HOTEL ZERO DEGREES

15 Milestone Road
Danbury, CT 
(203) 730-9200 
www.hotelzerodegrees.com

Distance: 19 miles

HOLIDAY INN OF DANBURY

Exit 8 off I-84 80 Newtown Rd 
Danbury, CT 
(203) 792-4000 
http://www.holidayinn.com
Distance: 20 miles 

COURTYARD BY MARRIOTT

Exit 8 off I-84 3 Eagle Road 
Danbury, CT 
(203) 730-2228 
http://www.marriott.com
Distance: 20 miles 

BLUE BARN B&B

62 Old Route 82
Millbrook, NY 12545
(845) 750-2669
http://www.bluebarnbnb.com 
Distance: 20 miles 

LA QUINTA INN & SUITES

Exit 8 off I-84 
116 Newtown Rd 
Danbury, CT 06811 
(203) 798-1200 
http://www.lq.com/lq/index.jsp
Distance: 20 miles 

MILLBROOK COUNTRY HOUSE

3244 Sharon Turnpike 
Millbrook, NY 
(845) 677-9570 
http://www.millbrookcountryhouse.com 
4 rooms w/ private baths (or ½ bath)
Distance: 21 miles 

THE MAYFLOWER GRACE

118 Woodbury Road
Washington, CT 06793
(860) 868-9466
http://www.gracehotels.com/mayflower 
Distance: 25 miles 

THE GUEST COTTAGE AT WOODIN ROCK

Pawling, NY
Air BnB
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A Commitment to Character

As we prepare young men for the world beyond Trinity-Pawling, we seek to convey this fundamental lesson: Character is the single most influential force to propel us forward - whether academically, physically, socially, or spiritually.

Trinity-Pawling has so much to offer!

Check out everything you can do and be in the pages on our site.  And if you'd like to contact us, we'd be happy to hear from you.  You can reach the admission office at 845-855-4825 or by email at admissions@trinitypawling.org

Not Just In the Classroom

What makes Trinity-Pawling unique? The Effort System is at the heart of everything we do.

The Pride

At Trinity-Pawling, every boy is a three-season athlete.  Whether he is learning the basics or has been excelling for years, he is part of the School's century-old athletic tradition.  T-P competes in the Founders' League, a highly competitive arena showcasing some of the nation's best prep school talent. T-P offers 13 interscholastic sports with 30 teams.

We're Seriously Creative

The Arts are an integral part of every Trinity-Pawling student's education. Whether they wish to develop existing talents or experiment with an entirely new form of expression, each student will have at least one year of music, theater, visual art or art history.

Welcome!

As a parent or guardian of a Trinity-Pawling student, you are a welcome member of the community. Your involvement through event attendance, participation in the Parents' Association, or simply staying connected is appreciated.

This could be you!

Over 100 years ago, Frederick Luther Gamage, Trinity-Pawling's Founding Headmaster, said, "Whether a boy succeeds or fails in the first instance at everything he tries is irrelevant.  The only boy who truly fails is the boy who fails to try."  Today, a century later, 315 boys live learn and grow together in an environment that fosters commitment, effort and character across the board.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

As a convenience, Trinity-Pawling School links to Google Translation which provides an automated translation of our website. The tool is not perfect, and the context of the copy may not be precise when it is translated. As a result, sometimes the translation may lose some of its intended meaning. Therefore, Trinity-Pawling School cannot guarantee the accuracy of the converted text. Where there is any question, the English version is always the authoritative version of the website.

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