Simsbury, CT

Travel Guide

A metal bridge with a sign that reads 'Thank You' and a birdhouse on the right.
A waterfall cascading over rocks in a forested area with autumn leaves.

Where to stay in Simsbury

Find the best Simsbury areas and neighborhoods for the activities you enjoy most. Learn more about Simsbury
Learn more about Simsbury

Simsbury Center

While visiting Simsbury Center, you might make a stop by sights like Farmington River and Phelps Tavern Museum.

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
The price is $223 total per night from Nov 5 to Nov 6
$223 total
per night
Nov 5 - Nov 6
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. ...
9.4/10 Exceptional! (1,000 reviews)
"1820 was great but the room needed a new mattress. Very clean but needed a comfortable bed"

Reviewed on Oct 28, 2026

Simsbury 1820 House
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
The price is $125 total per night from Nov 5 to Nov 6
$125 total
per night
Nov 5 - Nov 6
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
The price is $166 total per night from Nov 9 to Nov 10
$166 total
per night
Nov 9 - Nov 10
Stay at this hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking in ...
MGM Springfield
See all 796 properties in Simsbury
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.
Mint restored historic Simsbury 4BR estate on farmland acres; all new amenities

Mint restored historic Simsbury 4BR estate on farmland acres; all new amenities

Simsbury CT
Book a stay at this family-friendly vacation home in Simsbury. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Performing Arts Center at ...
10/10 Exceptional! (4 reviews)
"I cannot say enough good things about this home, host, and stay! The home was immaculately clean and accurately advertised. We were greeted with the cutest welcome basket with sparkling water, chocolates, and a handwritten note- such a nice touch! The location was great to get around to everywhere ..."

Reviewed on Oct 14, 2026

Mint restored historic Simsbury 4BR estate on farmland acres; all new amenities
Landing in Downtown Hartford Near Dunkin' Park

Landing in Downtown Hartford Near Dunkin' Park

3.5 out of 5
50 Morgan Street, N. Hartford CT
Book a stay at this business-friendly apartment in Hartford. Enjoy free parking, an outdoor pool, and a fitness center. Popular attractions PeoplesBank Arena ...
6/10 (2 reviews)
"It says parking is included but I had to pay for parking every day. Front desk couldn’t fix it, the people she called didn’t fix it. Missed a work meeting because of the whole ordeal. Just the night is $24."

Reviewed on May 3, 2026

Landing in Downtown Hartford Near Dunkin' Park
Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires

Russell MA
Stay at this vacation home in Russell. Enjoy a garden, laundry facilities, and patios. Popular attractions Strathmore Park and Tekoa Mountain Wildlife Management ...
10/10 Exceptional! (155 reviews)
"We had a great evening with friends and family - super great house!"

Reviewed on Nov 1, 2026

Big farmhouse in the foothills of the Berkshires
See all properties in Simsbury
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.

Stay near popular Simsbury attractions

Performing Arts Center at Simsbury Meadows

8.4/10 (5 reviews)
Enjoy an outing to Performing Arts Center at Simsbury Meadows during your stay in Simsbury. You can attend a sporting event while in the area.
See properties

Things to do

Connecticut Coloured Regiment Parade Route: An Audio Tour

Connecticut Coloured Regiment Parade Route: An Audio Tour

$10
per adult
Connecticut Coloured Regiment Parade Route: An Audio Tour
See all activities in Simsbury

Frequently asked questions

Is Simsbury worth visiting?
Simsbury is worth visiting for its unique experiences, including performances at the Performing Arts Center at Simsbury Meadows and visits to Rosedale Farms & Vineyards. Travelers can also enjoy a variety of culinary options, with local dining featuring Italian and Asian cuisines.
When is the best time to visit Simsbury?
The best time to visit Simsbury is from May through September, when the weather is generally warm and pleasant. For travelers seeking fewer crowds and better value, the quieter months of December through March are a good option, offering a chance to experience Simsbury during its cooler, winter season.
What is Simsbury known for?
Simsbury is known for its Performing Arts Center at Simsbury Meadows, which hosts various events. Travelers can also visit Rosedale Farms & Vineyards and enjoy the outdoors at Penwood State Park. The area also offers an Italian food culture for travelers to discover.
What is a good itinerary length for Simsbury?
A good itinerary length for Simsbury is two to three days to experience highlights like the Performing Arts Center at Simsbury Meadows, Rosedale Farms & Vineyards, and Penwood State Park. An extended stay of four to five days allows travelers to revisit these spots, explore more of the area, and enjoy local Italian, Asian, or North American cuisine.
What are the top things to do in and around Simsbury?
Simsbury offers a mix of outdoor recreation, cultural sites, and unique local experiences:


How do I plan a trip to Simsbury?
To plan your trip to Simsbury, search Expedia for places to stay and book your flights and rental car early. You can enjoy activities like visiting the Performing Arts Center at Simsbury Meadows, Rosedale Farms & Vineyards, and Penwood State Park. Always pair outdoor plans with indoor backups for weather flexibility.
What cuisines can you find in Simsbury?
In Simsbury you can find Japanese cuisine, with dishes like sushi, ramen, and tempura. Travelers can also enjoy Italian, Chinese, North American, Mediterranean, and Latin American options, plus local coffee shops.
Can I book a refundable hotel in Simsbury?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Simsbury by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Simsbury with Expedia?
Expedia makes it easier to plan your Simsbury trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Simsbury?
The best choice depends on your travel style. Hotels in Simsbury can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Simsbury trip on Expedia?
Once you've booked your Simsbury trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Simsbury trip?
Expedia offers customer support before, during, and after your Simsbury trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Simsbury?
If it's your first trip to Simsbury, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Simsbury hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Simsbury hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Simsbury

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