Simsbury Vacations

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Find the Best Simsbury Vacation Packages

Simsbury Hotel Deals

MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is AED 584 per night from Mar 30 to Mar 31
AED 584
AED 746 total
includes taxes & fees
30 Mar - 31 Mar
8.8/10 Excellent! (1,327 reviews)
"Property and room was beautiful but missing some key things that would make it convenient. For example, a valet, I had to park and take 2 separate elevators to get to my room with all my luggage! There was also no fridge in the room. For a 4 star hotel, I really didn’t think that it would be missing ..."

Reviewed on 25 March 2025

MGM Springfield
Fairfield Inn & Suites Hartford Airport
Fairfield Inn & Suites Hartford Airport
2.5 out of 5
2 Loten Dr, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is AED 342 per night from Apr 27 to Apr 28
AED 342
AED 393 total
includes taxes & fees
27 Apr - 28 Apr
8.2/10 Very Good! (735 reviews)
"Excellent"

Reviewed on 23 March 2025

Fairfield Inn & Suites Hartford Airport
DoubleTree by Hilton Hartford - Bradley Airport
DoubleTree by Hilton Hartford - Bradley Airport
4 out of 5
16 Ella T. Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is AED 468 per night from Apr 19 to Apr 20
AED 468
AED 539 total
includes taxes & fees
19 Apr - 20 Apr
8/10 Very Good! (1,001 reviews)
Family friendly
"Had a great weekend to celebrate my kids birthday. We did a few things in the area but the highlight was that they just wanted to swim. Rooms were clean, staff was very helpful. Nate went above and beyond to make sure my sister and I had joining rooms. Cookies upon checkin were a highlight for the ..."

Reviewed on 21 March 2025

DoubleTree by Hilton Hartford - Bradley Airport
See all 653 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.

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 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.

Discover the most popular places to visit in Simsbury

Performing Arts Center at Simsbury Meadows

1/5(1 review)

Enjoy a show at Performing Arts Center at Simsbury Meadows, a storied theater in Simsbury. You can attend a sporting event while in the area.

Performing Arts Center at Simsbury Meadows

Penwood State Park

You can take time to visit Penwood State Park during your travels to Simsbury. Experience the area's acclaimed theater scene and great live music.

Penwood State Park

Rosedale Farms & Vineyards

You can take time to visit Rosedale Farms & Vineyards during your travels to Simsbury. Experience the area's great live music or attend a sporting event.

Rosedale Farms & Vineyards