Simsbury Vacation Packages

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Your Simsbury Vacation

When a fun city getaway is calling, answer it with a Simsbury vacation package. The neighborhood 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 vacation is a few quick clicks away with Expedia.

Top Simsbury Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aderi Hotel Niantic

Aderi Hotel Niantic

2 out of 5
Price was CA $858, price is now CA $821 per person
CA $821
per person
Dec 11 - Dec 13
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Hartford (BDL)
6.4/10 (745 reviews)
bathroon toilet seats CHEAP plastic and don't fit well. One room had a musty, moldy smell (I had to wash all of my clothes when I got home) rm. 149 . . . One roon had a bathroom sink that took way too long to drain, leaving stains. Same room had a toilet that did not flush well (rm 105). . . seems like the reservationists are also the housekeepers which makes them less available for customers( they have to be called and are hardly ever behind front desk which is no fault of theirs. . . they are overloaded!

Reviewed on Nov 9, 2026

Great Wolf Lodge Mashantucket

Great Wolf Lodge Mashantucket

2 out of 5
Price was CA $1,317, price is now CA $1,216 per person
CA $1,216
per person
Dec 11 - Dec 13
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Hartford (BDL)
8.6/10 Excellent! (155 reviews)

Two Trees Inn

Two Trees Inn

2.5 out of 5
Price was CA $1,183, price is now CA $1,127 per person
CA $1,127
per person
Dec 11 - Dec 13
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Hartford (BDL)
8.6/10 Excellent! (915 reviews)
Conveniente

Reviewed on Nov 10, 2026

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
Price was CA $1,059, price is now CA $1,053 per person
CA $1,053
per person
Dec 11 - Dec 13
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Hartford (BDL)
9/10 Wonderful! (2,796 reviews)
In

Reviewed on Nov 9, 2026

Comfort Inn Griswold

Comfort Inn Griswold

2.5 out of 5
Price was CA $964, price is now CA $961 per person
CA $961
per person
Dec 11 - Dec 13
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Hartford (BDL)
8.8/10 Excellent! (1,000 reviews)

Ready to book your vacation to Simsbury?

 

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Simsbury Hotel Deals

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Nov 15 to Nov 16
CA $210
CA $266 total
Nov 15 - Nov 16
includes taxes & fees
Simsbury 1820 House
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 CA $123 per night from Nov 15 to Nov 16
CA $123
CA $142 total
Nov 15 - Nov 16
includes taxes & fees
7.2/10 Good! (1,627 reviews)
"King room wasn’t vacuumed, table tops and bathroom countertops not wiped down, hair in the tub and the shower walls, toilet didn’t completely flush, zero hot water in the morning so showering was not an option, and one of the bath towels looked like it was used to clean up a serious mess and was ..."

Reviewed on Nov 10, 2026

The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
The price is CA $179 per night from Nov 22 to Nov 23
CA $179
CA $235 total
Nov 22 - Nov 23
includes taxes & fees
9/10 Wonderful! (1,554 reviews)
"Great"

Reviewed on Nov 9, 2026

MGM Springfield
See all 792 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Stay near popular Simsbury attractions

Performing Arts Center at Simsbury Meadows

8.4/10 (5 reviews)
Enjoy an outing to Performing Arts Center at Simsbury Meadows during your stay in Simsbury. You can attend a sporting event while in the area.
See properties

What to do in Simsbury

Connecticut Coloured Regiment Parade Route: An Audio Tour

Connecticut Coloured Regiment Parade Route: An Audio Tour

CA $14
per adult
Connecticut Coloured Regiment Parade Route: An Audio Tour
See all activities in Simsbury

Frequently asked questions

How much does a Simsbury vacation package cost?
Offering great value package deals from CA $821 on Expedia, you'll be pleasantly surprised at how much a vacation to Simsbury costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Simsbury?
January, February and March are great times to search for cheap Simsbury vacation packages. Travelling in less busy periods means you can typically find better prices on hotels and flights.
How many days is enough for Simsbury?
We suggest planning a Simsbury vacation for around 2 days. This will allow you plenty of time to check off top sights including Enders State Forest and Rosedale Farms & Vineyards, and check out neighbourhoods like Simsbury Centre and Tariffville. You could even make time for a day trip (or two) from Simsbury.
How to find the best Simsbury package deals?
Use Expedia's handy filters to help you find some great Simsbury package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Simsbury package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Simsbury vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can personalize your Simsbury escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Simsbury?
If you have your Simsbury vacation dates finalized, book early to bag some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Simsbury?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Simsbury.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that may arise during your trip to Simsbury.
  3. Decide how long to go for: Now that you're more familiar with Simsbury, you can figure out the ideal length of your vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Simsbury vacation package.

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