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.
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
Price was CA $699, price is now CA $606 per person
CA $606
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Hartford (BDL)
6.8/10 (1,529 reviews)
Air conditioner in room was extremely loud, had to sit it off to sleep. Refrigerator was also loud. This room did not compare to the excellent room I had stayed in the week before.

Reviewed on Aug. 23, 2025

Hampton Inn Springfield South Enfield

Hampton Inn Springfield South Enfield

2.5 out of 5
Price was CA $991, price is now CA $830 per person
CA $830
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Hartford (BDL)
9/10 Wonderful! (1,000 reviews)
Fast check in. Awesome room. Shopping and dining options close by

Reviewed on Aug. 22, 2025

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was CA $709, price is now CA $615 per person
CA $615
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Hartford (BDL)
8.4/10 Very Good! (989 reviews)
Staff was extremely kind

Reviewed on Aug. 19, 2025

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

3 out of 5
Price was CA $697, price is now CA $609 per person
CA $609
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Hartford (BDL)
8.2/10 Very Good! (1,511 reviews)
The property was cleaned & the staff was nice.

Reviewed on Aug. 22, 2025

Fairfield Inn & Suites Hartford Airport

Fairfield Inn & Suites Hartford Airport

2.5 out of 5
Price was CA $734, price is now CA $660 per person
CA $660
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Hartford (BDL)
8.4/10 Very Good! (830 reviews)
Very lovely stay for my family

Reviewed on Aug. 17, 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 24 to Aug 25
CA $234
CA $293 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (980 reviews)
Summertime slow down
"We stayed in the Carriage House and loved it. Coffee on the 1820 House porch watching the sun come up over the meadow with the Talcott Mountain Ridge. Simsbury is a great place to have a summertime slowdown."

Reviewed on Aug. 18, 2025

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 $116 per night from Aug 24 to Aug 25
CA $116
CA $134 total
Aug 24 - Aug 25
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"It was very convenient to downtown short walk to the Capitol Building and to the Secretary of state's office where I needed to do some work right across the street from the train station will stay there again"

Reviewed on Aug. 20, 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! (1,399 reviews)
"Can’t smoke the grass."

Reviewed on Aug. 20, 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.
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Frequently asked questions

How much does a Simsbury vacation package cost?
Offering great value package deals from CA $606 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.