Simsbury Vacations

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    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Simsbury Vacation Packages

Simsbury Hotel Deals

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is ¥11,210 per night from Aug 24 to Aug 25
¥11,210
¥12,892 total
Aug 24 - Aug 25
includes taxes & fees
7.4/10 Good! (1,020 reviews)
"."

Reviewed on Aug 6, 2025

The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is ¥20,464 per night from Aug 25 to Aug 26
¥20,464
¥26,555 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,395 reviews)
"Great"

Reviewed on Aug 4, 2025

MGM Springfield
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
185 Ella Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is ¥9,886 per night from Aug 10 to Aug 11
¥9,886
¥11,369 total
Aug 10 - Aug 11
includes taxes & fees
6.6/10 (1,524 reviews)
"Hotel was clean, staff was amazing and place was quiet!!! I will stay again!"

Reviewed on Aug 1, 2025

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
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.

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.

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