Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Simsbury Flight Information

Traveling to
Simsbury
Lowest Price
$107
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights
Iron Horse Inn

Iron Horse Inn

2 out of 5
969 Hopmeadow Street Simsbury CT
Stay at this hotel in Simsbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Performing Arts Center at Simsbury Meadows and Rosedale ...
7.2/10 Good! (140 reviews)
Great

Reviewed on Nov 7, 2021

Opens in a new windowIron Horse Inn
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.
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
$204 nightly
The price is $235 total per night from May 18 to May 19
$235 total
May 18 - May 19
Total with taxes and fees
Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,004 reviews)
A fun, cute Bed and Breakfast in an adorable town. The Deluxe Suite was well worth the price. The in-room Jacuzzi was amazing.

Reviewed on May 3, 2026

Opens in a new windowSimsbury 1820 House
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.
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
$204 nightly
The price is $235 total per night from May 18 to May 19
$235 total
May 18 - May 19
Total with taxes and fees
Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,004 reviews)
A fun, cute Bed and Breakfast in an adorable town. The Deluxe Suite was well worth the price. The in-room Jacuzzi was amazing.

Reviewed on May 3, 2026

Opens in a new windowSimsbury 1820 House
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.
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
$204 nightly
The price is $235 total per night from May 18 to May 19
$235 total
May 18 - May 19
Total with taxes and fees
Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,004 reviews)
A fun, cute Bed and Breakfast in an adorable town. The Deluxe Suite was well worth the price. The in-room Jacuzzi was amazing.

Reviewed on May 3, 2026

Opens in a new windowSimsbury 1820 House
Iron Horse Inn

Iron Horse Inn

2 out of 5
969 Hopmeadow Street Simsbury CT
Stay at this hotel in Simsbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Performing Arts Center at Simsbury Meadows and Rosedale ...
7.2/10 Good! (140 reviews)
Great

Reviewed on Nov 7, 2021

Opens in a new windowIron Horse Inn
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.
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Cromwell/Middletown
Inn at Middletown
Graduate by Hilton Storrs
Don't see what you're looking for?
See all available trips from Orlando to Simsbury
View all trips
Lowest prices found within the past 16 hours. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.