Search Hotels Near Loomis Chaffee School, Windsor

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Loomis Chaffee School hotels

Exterior
Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor
3.0 star property
2.7 km from Loomis Chaffee School
8.2 out of 10, Very good, (680)
"Very nice clean place with friendly staff."
United States
James
The price is Rp1.641.500
Rp1.887.725 total
includes taxes & fees
5 Jan - 6 Jan 2026
Residence Inn by Marriott Hartford/Windsor
Lobby sitting area
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor
3.0 star property
3.9 km from Loomis Chaffee School
9.0 out of 10, Wonderful, (1007)
"Amazing stay "
United States
Amber
The price is Rp1.946.132
Rp2.238.051 total
includes taxes & fees
1 Jan - 2 Jan 2026
HYATT house Hartford North/Windsor
Lunch and dinner served
Delamar West Hartford

Delamar West Hartford

Delamar West Hartford
4.0 star property
12.2 km from Loomis Chaffee School
9.8 out of 10, Exceptional, (1004)
"Clean room, great staff and overall warm atmosphere."
United States
Gavrosh
The price is Rp4.898.884
Rp5.885.372 total
includes taxes & fees
4 Jan - 5 Jan 2026
Delamar West Hartford
Property amenity
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor
3.0 star property
7.4 km from Loomis Chaffee School
9.2 out of 10, Wonderful, (844)
"The room was very clean. I love that there was no carpeting. Great room!"
Canada
Nissa
The price is Rp2.098.803
Rp2.413.624 total
includes taxes & fees
2 Jan - 3 Jan 2026
Cambria Hotel Manchester South Windsor
Lounge
Courtyard By Marriott Hartford/Windsor Airport

Courtyard By Marriott Hartford/Windsor Airport

Courtyard By Marriott Hartford/Windsor Airport
3.0 star property
4.2 km from Loomis Chaffee School
9.0 out of 10, Wonderful, (1000)
"Friendly and helpful staff were welcoming."
United States
Kelly
The price is Rp1.845.470
Rp2.122.290 total
includes taxes & fees
2 Jan - 3 Jan 2026
Courtyard By Marriott Hartford/Windsor Airport
Reception
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport
3.0 star property
4 km from Loomis Chaffee School
8.8 out of 10, Excellent, (1003)
"Great and clean place to stay in"
United States
Merna
The price is Rp1.909.165
Rp2.195.539 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Exterior
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford
2.5 star property
8.6 km from Loomis Chaffee School
9.0 out of 10, Wonderful, (1092)
"We enjoyed our visit "
United States
Richard
The price is Rp1.634.465
Rp1.879.635 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn & Suites Hartford/East Hartford
Executive lounge
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport
3.5 star property
10.6 km from Loomis Chaffee School
9.2 out of 10, Wonderful, (1003)
"So convenient for early departures, great rooms and friendly staff."
United States
Mark
The price is Rp3.841.933
Rp4.418.223 total
includes taxes & fees
1 Jan - 2 Jan 2026
Sheraton Hartford Hotel at Bradley Airport
Exterior
Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG
2.5 star property
10.5 km from Loomis Chaffee School
9.0 out of 10, Wonderful, (1152)
"Always my go to hotel when I come home for visits, friendly staff, clean hotel. "
United States
Kathleen
The price is Rp1.912.578
Rp2.199.464 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn Express & Suites Bradley Airport by IHG
Lobby sitting area
The Goodwin Hotel

The Goodwin Hotel

The Goodwin Hotel
3.5 star property
8.9 km from Loomis Chaffee School
9.0 out of 10, Wonderful, (1001)
"Great hotel & location. "
United States
Dan
The price is Rp3.506.393
Rp4.032.352 total
includes taxes & fees
25 Dec - 26 Dec
The Goodwin Hotel
Property entrance
Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
19.8 km from Loomis Chaffee School
9.6 out of 10, Exceptional, (102)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is Rp2.345.000
Rp2.602.950 total
includes taxes & fees
26 Dec - 27 Dec
Truman Gillet House Bed & Breakfast
Reception
Simsbury 1820 House

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
13.9 km from Loomis Chaffee School
9.2 out of 10, Wonderful, (1003)
"Very nice room, pleasant and helpful staff"
United States
Concetta
The price is Rp2.663.250
Rp3.351.675 total
includes taxes & fees
28 Dec - 29 Dec
Simsbury 1820 House
Indoor spa tub
Simsbury Inn

Simsbury Inn

Simsbury Inn
3.5 star property
14.4 km from Loomis Chaffee School
9.2 out of 10, Wonderful, (281)
"The personnel was very helpful & accomodating, both at the front desk & upstairs restaurant. I appreciated that they set out two rooms as adjoining even before I asked. "
United States
Sara
The price is Rp4.009.703
Rp4.977.735 total
includes taxes & fees
28 Dec - 29 Dec
Simsbury Inn
BBQ/picnic Area
Residence Inn By Marriott Hartford Manchester

Residence Inn By Marriott Hartford Manchester

Residence Inn By Marriott Hartford Manchester
3.0 star property
9.5 km from Loomis Chaffee School
8.8 out of 10, Excellent, (525)
"Great stay...super comfortable bed, and very helpful staff. The breakfast was fantastic! Very homey atmospher."
United States
Kristina
The price is Rp2.124.807
Rp2.443.528 total
includes taxes & fees
28 Dec - 29 Dec
Residence Inn By Marriott Hartford Manchester
Lounge
Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport
3.5 star property
4.3 km from Loomis Chaffee School
8.4 out of 10, Very good, (1001)
"Clean and very helpful during my anniversary stay"
United States
michael
The price is Rp2.332.003
Rp2.681.803 total
includes taxes & fees
2 Jan - 3 Jan 2026
Marriott Hartford/Windsor Airport
Exterior
Atlantic Inn

Atlantic Inn

Atlantic Inn
3.0 star property
16.1 km from Loomis Chaffee School
9.2 out of 10, Wonderful, (529)
"I came into town for a concert at the Xfinity Theater and this was a nice place to use as a home base. It was a quick, easy drive to the venue. The motel was quiet, room was clean enough, bed was comfortable, and the bedding was amazing. "
United States
Lindsey
The price is Rp2.328.250
Rp2.677.488 total
includes taxes & fees
5 Jan - 6 Jan 2026
Atlantic Inn
Lobby
Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport
2.5 star property
8.7 km from Loomis Chaffee School
9.0 out of 10, Wonderful, (1004)
"The room is very clean and the front desk staff were very warm and welcoming"
United States
Devon
The price is Rp2.046.515
Rp2.353.492 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Hartford/Airport
Free daily on-the-go breakfast
Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford
3.0 star property
9 km from Loomis Chaffee School
8.6 out of 10, Excellent, (937)
"Clean room and quiet and yet super-close to the Bradley airport. "
United States
John
The price is Rp1.843.457
Rp2.119.976 total
includes taxes & fees
29 Dec - 30 Dec
Homewood Suites by Hilton Windsor Locks Hartford
Lobby
Fairfield Inn & Suites Hartford Manchester

Fairfield Inn & Suites Hartford Manchester

Fairfield Inn & Suites Hartford Manchester
2.5 star property
8.7 km from Loomis Chaffee School
8.6 out of 10, Excellent, (1001)
"Staff was friendly and helpful. "
United States
Annie
The price is Rp2.080.348
Rp2.392.400 total
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites Hartford Manchester
Exterior
Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

Springhill Suites Marriott Airport
3.0 star property
10.2 km from Loomis Chaffee School
8.6 out of 10, Excellent, (1003)
"Nice hotel and great staff!"
United States
Brett
The price is Rp1.792.250
Rp2.061.088 total
includes taxes & fees
2 Jan - 3 Jan 2026
Springhill Suites Marriott Airport
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.
View all properties

Top Loomis Chaffee School Hotel Reviews

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent
"So convenient for early departures, great rooms and friendly staff."
Mark 1-night trip
Posted 5 days ago
Sheraton Hartford Hotel at Bradley Airport
The Capitol Hotel

The Capitol Hotel

10/10 Excellent
"Great location and a very clean and comfortable room. The staff was very helpful and went out of their way to help me."
Martin 1-night trip
Posted 6 days ago
The Capitol Hotel

Hotels near other Loomis Chaffee School attractions

Windsor Arts Center

4.0/5 (11 reviews)
Rich with history, Windsor Arts Center is a cultural attraction worth visiting in Windsor. Experience the area's acclaimed theatre scene or attend a sporting event.
See properties

Windsor Historical Society

4.3/5 (10 reviews)
You can spend an afternoon exploring the galleries in Windsor Historical Society in Windsor. Experience the great live music or attend a sporting event in this family-friendly area.
See properties

Frequently asked questions

What's the area like around Loomis Chaffee School?
Loomis Chaffee School is located in Windsor. This family-friendly area is known for its array of dining options. You'll find 42 hotels and other accommodations within a few miles for a convenient home base.
What's the best place to stay close to Loomis Chaffee School?
Hilton Garden Inn Hartford North/Bradley Int'l Airport is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and free parking. It's located 2.5 mi (4 km) from Loomis Chaffee School. Other good options within a few miles include Residence Inn by Marriott Hartford/Windsor and HYATT house Hartford North/Windsor.
How many hotels will I find close to Loomis Chaffee School?
Expedia has 42 hotels and other accommodation options a few miles from Loomis Chaffee School.
If I need to cancel the hotel reservation for my stay near Loomis Chaffee School, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Put your dates in and click on "Search", then filter by "fully refundable" to review the best deals available near Loomis Chaffee School.
What can I see and do near Loomis Chaffee School?
Oliver Ellsworth Homestead, Windsor Historical Society and Vintage Radio and Communications Museum of Connecticut feature captivating exhibits. Hugenot House, Old Farm School and Wood Memorial Library & Museum are monuments to see when you're exploring the area around Loomis Chaffee School. You can wander around Riverside Park, Northwest Park or Keney Park if you want a dose of fresh air.