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.
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
South Meadows
Price was CA $1,039, price is now CA $931 per person
CA $931
per person
Oct 23 - Oct 26
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hartford (BDL)
7.6/10 Good! (1,008 reviews)
I loved the friendliness of the staff however there was no wifi our entire stay. The rooms were nice and clean everything worked but the wifi. This was upsetting since I did have schoolwork that needed to be done. I also wish the pool was open at least until 9pm. Also, if dogs are going to be allowed to stay their owners should be picking up after them the ENTIRE time. Other than that great property.

Reviewed on Aug. 25, 2025

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was CA $1,370, price is now CA $1,136 per person
CA $1,136
per person
Oct 23 - Oct 26
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hartford (BDL)
8.6/10 Excellent! (977 reviews)
We enjoyed a King Suite with separate bedroom. Fantastic! Excellent staff from front desk to kitchen & bar & excellent service on 6th floor.

Reviewed on Aug. 9, 2025

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was CA $1,156, price is now CA $1,000 per person
CA $1,000
per person
Oct 23 - Oct 26
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hartford (BDL)
8.6/10 Excellent! (1,006 reviews)
Conveniently located, with plenty of places around. Staff was very friendly and helpful.

Reviewed on Aug. 24, 2025

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 out of 5
Price was CA $1,392, price is now CA $1,230 per person
CA $1,230
per person
Oct 23 - Oct 26
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hartford (BDL)
8.8/10 Excellent! (1,002 reviews)
Nice staff and good location

Reviewed on Aug. 15, 2025

Courtyard by Marriott Hartford Manchester

Courtyard by Marriott Hartford Manchester

3 out of 5
Price was CA $1,088, price is now CA $973 per person
CA $973
per person
Oct 23 - Oct 26
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hartford (BDL)
8.4/10 Very Good! (906 reviews)
Stay was great. I return often because I like the property. But for the amount I’m paying I would like better tv reception and channels.

Reviewed on Aug. 24, 2025

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 $234 per night from Aug 28 to Aug 29
CA $234
CA $293 total
Aug 28 - Aug 29
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 $117 per night from Aug 28 to Aug 29
CA $117
CA $134 total
Aug 28 - Aug 29
includes taxes & fees
7.6/10 Good! (1,009 reviews)
"It was good"

Reviewed on Aug. 24, 2025

The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is CA $220 per night from Sep 2 to Sep 3
CA $220
CA $281 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,408 reviews)
"Once inside the casino/hotel its safe, area around hotel is less safe feeling. Parking garage, approached by someone asking for money."

Reviewed on Aug. 24, 2025

MGM Springfield
See all 660 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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Simsbury vacation package cost?
Offering great value package deals from CA $931 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.