Simsbury Holidays from £776
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Your Simsbury Holiday
When a fun city getaway is calling, answer it with a Simsbury holiday package. The neighbourhood of Downtown Hartford, which is good for shopping, families and festivals, makes a wonderful base for your adventures. If taking in sights is on the to-do list during your trip to Simsbury, stop by big attractions like Talcott Mountain State Park, Northwest Park and Wintonbury Hills Golf Course. Don't delay your visit to this destination any longer. The perfect Simsbury holiday is a few quick clicks away with Expedia.
Top Simsbury Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Inn at Middletown
Washington Street Historic District
£985
per person
24 Oct - 30 Oct
found 1 day ago
Return direct flight included
London (LGW) to Hartford (BDL)
9/10 Wonderful! (631 reviews)
Everyone there was so nice and helpful. The restaurant was fantastic. So glad we picked this place to stay. Highly recommended
Reviewed on 8 Aug 2026
Simsbury Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Bradley Intl. Airport (BDL) |
Population | 5,800 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Xfinity Theatre, Connecticut Science Centre and Nomads Adventure Quest |
Top hotels in Simsbury
Simsbury 1820 House
731 Hopmeadow St Simsbury CT
Fully refundableReserve now, pay when you stay
£157
10 Aug - 11 Aug
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"We very much enjoyed our weekend at the simsbury 1820. The rooms are decorated in the manner of a luxurious early 20th century; poster bed; spacious; full bath; on site good quality restaurant; extremely helpful staff; electric charging stations for my vehicle; and access to amenities at a sister ..."
Reviewed on 7 Aug 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
£78
30 Aug - 31 Aug
includes taxes & fees
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
£90
10 Aug - 11 Aug
includes taxes & fees
7.4/10 Good! (1,473 reviews)
"The outside was dirty and smelly. Honestly the room was clean when we checked it but the bathroom door wa falling off the hinges which made meant we either had to lift the door to almost close it or deal with the loud and obnoxious sound. We asked several times for maintenance. They never came. We ..."
Reviewed on 8 Aug 2026
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)
This open-air venue hosts exceptional performances from local artists to the Hartford Symphony Orchestra. Bring lawn chairs for summer concerts at the Talcott Mountain Music Festival, where picturesque evenings await.
Rosedale Farms & Vineyards
10.0/10 (5 reviews)
This fifth-generation family farm offers award-winning wines and seasonal agritourism in a picturesque Connecticut setting. Explore vineyards, enjoy wine tastings, and discover the sunflower stroll during summer months.
Phelps Tavern Museum
9.6/10 (4 reviews)
Step back in time at this 1771 colonial tavern where the Phelps family hosted travellers for over 60 years. Explore period-furnished rooms that reveal daily life in early America through guided afternoon tours.
Penwood State Park
10.0/10 (3 reviews)
Hike through 800 acres of woodland trails offering panoramic views of the Farmington River Valley. The Metacomet Trail section is especially magnificent during fall's vibrant foliage display.
Apex Go Karting
You can take time to visit Apex Go Karting during your travels to Simsbury. While in this family-friendly area, you can enjoy the restaurants.
What to do in Simsbury
Connecticut Coloured Regiment Parade Route: An Audio Tour
£8
per adult
Frequently asked questions
How much does a Simsbury travel package cost?
Starting from a low £776, a travel package is your passport to cheaper travel. Custom make your Simsbury escape by choosing from our comprehensive range of hotels, airfares and rental cars.
If I'm not able to travel, can I cancel my Simsbury travel package?
You can. We realise life happens, so we're here to help if you need to make changes to your Simsbury travel package. It may be possible to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Simsbury?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got everything you need. Choose a combination that best suits you and watch your savings stack up. Of course, a travel package is never a one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotel options from all over the world, which lets you customize your Simsbury adventure.
Does Expedia offer Book Now, Pay Later Simsbury holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your bank balance. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more money to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that falls within your budget. Take a look at these flexible payment options:
- Pay monthly holidays: Klarna has convenient monthly payment plans that work for all types of budgets, so you can book that well-deserved holiday now.
- Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
- Low deposit holidays: When you see an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.
Where should I stay in Simsbury?
Stay close to the action. Many people like to book hotels within easy reach of popular sights, like Penwood State Park, Rosedale Farms & Vineyards and Stratton Brook State Park.
What are the top hotels in Simsbury?
One of the most sought-after places to stay in Simsbury is Simsbury 1820 House, in the neighbourhood of Simsbury Centre. Roam around the city by day and then kick back in this home away from home after the sun has gone down.
How far in advance should I book my Simsbury holiday?
Your safest bet is to book early. Air carriers generally release flight tickets up to a year prior to departure, and this is your chance to land some of the lowest prices. Boss just told you to take some holiday time in a few weeks? Don't fret. Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Simsbury travel package include?
Hotels, flights and car rentals — we connect you to the very best bargains. All you have to do is pick and choose your favourite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it simple to customize an exciting Simsbury escape.
What should I know before booking a Simsbury travel package?
A travel package can be easier on the credit card than separately booking everything you need for your escape. For example, combine your flights, hotels and rental cars and save big. No matter your holiday goals, you're sure to find a package that's perfect for you.
Can I choose my airline with a Simsbury Expedia travel package?
You can, and with more than 550 airlines to choose from all over the world, you've got lots of choice. Scroll through the available options and see which airline suits your needs and budget.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
