Simsbury Trip

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Top hotels in Simsbury

Simsbury 1820 House

Simsbury 1820 House

731 Hopmeadow St Simsbury CT
Fully refundableReserve now, pay when you stay
₹16,175
₹20,252 total
27 Aug - 28 Aug
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"The staff at Simsbury 1820 were the highlight of the stay. They were expecially friendly and very helpful. They had some suggestions of things to do that were interesting and area specific. Understandably but a bit disappointing was the inadquacy of the plumbing. It's a very old building but toilets ..."

Reviewed on 23 Aug 2026

Simsbury 1820 House
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
₹9,115
₹10,482 total
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,432 reviews)
"Housekeeping need to be fired. Rooms were beat up, dirty, hallways were beat up. Just a rundown place. The main floor was the only clean space"

Reviewed on 25 Aug 2026

Holiday Inn Express Southington by IHG
The Capitol Hotel

The Capitol Hotel

440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
₹8,138
₹9,359 total
26 Aug - 27 Aug
includes taxes & fees
7.4/10 Good! (1,509 reviews)
"Everything was very good and easy."

Reviewed on 24 Aug 2026

The Capitol Hotel
See all 739 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)
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.
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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.
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Old Drake Hill Flower Bridge

After visiting Old Drake Hill Flower Bridge, make a plan to see the other sights and activities in Simsbury. While in this family-friendly area, you can enjoy the restaurants.
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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.
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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.
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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.
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Pinchot Sycamore Tree

Commune with nature and explore the great outdoors at Pinchot Sycamore Tree during your travels in Simsbury. While in this family-friendly area, you can enjoy the restaurants.
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Heublein Tower

After visiting Heublein Tower, make a plan to see the other sights and activities in Simsbury. While in this family-friendly area, you can enjoy the restaurants.
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Frequently asked questions

How much does a Simsbury holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday to Simsbury costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Simsbury?
If you're hoping to snag a cheap Simsbury holiday package, consider travelling in January, February and March. You'll usually find lower prices on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Simsbury?
With about 2 days, you'll have enough time to experience popular neighbourhoods like Simsbury Centre and Tariffville during your Simsbury holiday. Remember to also add Performing Arts Centre at Simsbury Meadows and Rosedale Farms & Vineyards to your sightseeing list. In the mood for more adventures? Consider exploring outside of Simsbury on tours and day trips.
How to find the best Simsbury package deals?
Bagging a cheap Simsbury package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Simsbury package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Simsbury holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customised Simsbury holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Simsbury?
Score amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Simsbury break.
How to plan a trip to Simsbury?
  1. Choose when to go: Check your diary and get packing. Your favourite time of year and the activities available will also help you decide when to visit Simsbury.
  2. Budget wisely: As well as the price of your stay, you should consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Simsbury.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Simsbury. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Simsbury holiday package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.