Simsbury Vacations

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Find the Best Simsbury Vacation Packages

Simsbury Hotel Deals

Simsbury 1820 House

Simsbury 1820 House

731 Hopmeadow St Simsbury CT
Fully refundableReserve now, pay when you stay
NT$7,562
NT$9,242 total
Sep 8 - Sep 9
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Quaint Inn in a scienic location."

Reviewed on 2026/8/31

Simsbury 1820 House
The Capitol Hotel

The Capitol Hotel

440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
NT$3,200
NT$3,680 total
Sep 10 - Sep 11
includes taxes & fees
7.4/10 Good! (1,516 reviews)
"Moderately priced room in downtown Hartford. The room was clean and comfortable. There was no hotel courtesy parking. Lot in rear was $18.00 per night. The hotel also required a $100.00 deposit upon check in. Hopefully not charged to my cc as the room was left as we found it upon check out."

Reviewed on 2026/9/4

The Capitol Hotel
MGM Springfield

MGM Springfield

One MGM Way Springfield MA
NT$4,528
NT$5,855 total
Sep 28 - Sep 29
includes taxes & fees
MGM Springfield
See all 741 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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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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Phelps Tavern Museum

9.6/10 (4 reviews)
Step back in time at this 1771 colonial tavern where the Phelps family hosted travelers for over 60 years. Explore period-furnished rooms that reveal daily life in early America through guided afternoon tours.
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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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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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Frequently asked questions

How much does a Simsbury vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. But how much your vacation 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 vacation package, consider traveling 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 neighborhoods like Simsbury Center and Tariffville during your Simsbury vacation. Remember to also add Performing Arts Center 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 vacation as a package?
Expedia vacation 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 customized Simsbury vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation 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 favorite 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 vacation 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.