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.
Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
per person
Oct 13 - Oct 16
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Hartford (BDL)
8.6/10 Excellent! (951 reviews)
Very welcoming staff. Enjoyed the pool and hot tub too.

Reviewed on Jul. 18, 2025

Delamar West Hartford

Delamar West Hartford

4 out of 5
per person
Oct 13 - Oct 16
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Hartford (BDL)
9.8/10 Exceptional! (993 reviews)
Love the coffee machine! Love the staff! Loved my stay!

Reviewed on Jul. 13, 2025

Inn at Middletown

Inn at Middletown

3.5 out of 5
per person
Oct 13 - Oct 16
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Hartford (BDL)
9/10 Wonderful! (484 reviews)
Pool deck area was a little dirty.

Reviewed on Jul. 11, 2025

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 out of 5
per person
Oct 13 - Oct 16
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Hartford (BDL)
8.8/10 Excellent! (1,005 reviews)
Everything is comfortable and accessible

Reviewed on Jul. 6, 2025

The Litchfield Inn

The Litchfield Inn

4 out of 5
per person
Oct 13 - Oct 16
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Hartford (BDL)
9/10 Wonderful! (919 reviews)
The property was beautiful. Breakfast was fine. It was a short drive to town.

Reviewed on Jul. 6, 2025

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 CA $140 per night from Aug 18 to Aug 19
CA $140
CA $162 total
Aug 18 - Aug 19
includes taxes & fees
7.4/10 Good! (1,035 reviews)
"They have nice room"

Reviewed on Jul. 13, 2025

The Capitol Hotel
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 CA $99 per night from Jul 21 to Jul 22
CA $99
CA $114 total
Jul 21 - Jul 22
includes taxes & fees
6.6/10 (1,493 reviews)
"We have been going to this hotel for 5 years when we travel because its so close to the airport. When we went to our room one of the beds was broken and we informed the front desk and she was so nice about it not like other places that the front desk employees get mad about changing our rooms. A ..."

Reviewed on Jul. 10, 2025

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

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is CA $205 per night from Aug 11 to Aug 12
CA $205
CA $263 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (1,384 reviews)
"Great stay. Room was very updated and clean. Easy access and safe."

Reviewed on Jul. 14, 2025

MGM Springfield
See all 667 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

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Frequently asked questions

How much does a Simsbury vacation package cost?
Offering great value package deals from CA $644 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.