Destination guide

Delight in the lush landscape of Simsbury

Enjoy the history and other features of Simsbury. This romantic city is known for its restaurants, hiking and forests. Mark Twain House and Bushnell Park are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in Simsbury

Are you looking for top things to see and do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Simsbury a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Lake Compounce (17.1 mi / 27.5 km)
  • Flamig Farm (2.6 mi / 4.2 km)
  • Talcott Mountain State Park (2.9 mi / 4.7 km)
  • Wintonbury Hills Golf Course (3.2 mi / 5.1 km)
  • Talcott Mountain Science Center (4.6 mi / 7.4 km)
  • Gillette Ridge Golf Course (5.6 mi / 8.9 km)
Natural features

Exploring the natural landscape of Simsbury

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Simsbury. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Bushnell Park (10.3 mi / 16.6 km)
  • Stratton Brook State Park (1.2 mi / 1.9 km)
  • Penwood State Park (2.3 mi / 3.7 km)
  • Talcott Mountain State Park (2.9 mi / 4.7 km)
  • Penwood State Park (3 mi / 4.8 km)
  • Sperry Park (4.3 mi / 6.9 km)
How to get there

Transport to and around Simsbury

Fly into Hartford, CT (BDL-Bradley Intl.), the closest airport, located 7.6 mi (12.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Hartford, CT (HFD-Hartford - Brainard), which is 12.4 mi (20 km) away.

Where to stay around Simsbury?

Our 2019 accommodation listings offer a large selection of 57 holiday lettings near Simsbury. From 30 Houses to 20 Flats, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Simsbury for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Simsbury?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Simsbury:

  • Litchfield: 161 holiday homes
  • Mount Southington Ski Area: 107 holiday homes
  • Terryville: 46 holiday homes
  • Portland: 56 holiday homes
  • East Hampton: 60 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Simsbury?

HomeAway offers a large selection of holiday accommodations near great places in Simsbury. From HomeAway travellers, the most popular points of interest to stay near are:

  • Stratton Brook State Park: 112 holiday lettings
  • Performing Arts Center at Simsbury Meadows: 109 holiday lettings
  • Talcott Mountain State Park: 103 holiday lettings
  • Phelps Tavern Museum: 108 holiday lettings
  • Penwood State Park: 102 holiday lettings

But there are many other points of interest around Simsbury listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Simsbury?

Yes, of course. HomeAway offers 30 Houses in Simsbury. Our other popular types of Simsbury holiday rentals include:

  • Flats: 20 self catering accommodations
  • Cabins: 2 self catering accommodations
  • Cottages: 2 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Bungalows and more.

Can I find a holiday accommodation with pool in Simsbury?

Yes, you can select your preferred holiday accommodation with pool among our 4 holiday homes with pool available in Simsbury. Please use our search bar to access the selection of holiday rentals available.