Simsbury Vacations from $265

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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.

The Latest Simsbury vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $337, price is now $265 per person
$265
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
8.8/10 Excellent! (1,349 reviews)
I rated this stay one star because myself and my teenage son were stuck in one of the two elevators for about 10 minutes. I called the hotel directly from inside the elevator and the operator/ front desk clerk proceeded to ask for my cell phone number, and that they will call me back. I did not think that was a comforting answer. Eventually the service door opened and we exited. No apologies from the hotel staff. Needless to say, we did not use the elevator for the rest of our stay. For hotel amenities, only one functional Ice Machine in the hotel. Will not stay here again.

Reviewed on Jul 14, 2026

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $853, price is now $631 per person
$631
per person
Sep 11 - Sep 13
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Hartford (BDL)
9.8/10 Exceptional! (1,001 reviews)
Beautiful hotel inside and out. Great walkable location.

Reviewed on Jul 12, 2026

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
Price was $462, price is now $349 per person
$349
per person
Oct 6 - Oct 12
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
6.8/10 (1,834 reviews)
Hotel hallways carpet should be clean or removed, it smell

Reviewed on Jul 13, 2026

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Save 100% on your flight
Price was $680, price is now $526 per person
$526
per person
Oct 6 - Oct 12
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
8.6/10 Excellent! (1,003 reviews)
Great

Reviewed on Jul 13, 2026

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $790, price is now $639 per person
$639
per person
Oct 8 - Oct 12
found 12 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
8.6/10 Excellent! (647 reviews)
I don’t have an experience staying there because as they stated due to unforeseen circumstances, they canceled my reservation without informing me. My reservation was canceled. I didn’t find out until I contacted the property to verify my reservation, and I was without a room until I had to come out of pocket and pay almost double for another room that they were supposed to take care of since they’re the ones that canceled my reservation so I’m left trying to figure out how I will be reimbursed for a room that I never intended on staying in at a different location

Reviewed on Jul 14, 2026

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Stay near popular Simsbury attractions

Performing Arts Center at Simsbury Meadows

8.4/10 (5 reviews)
This open-air venue hosts exceptional performances from local artists to the Hartford Symphony Orchestra. Bring lawn chairs for summer concerts at the Talcott Mountain Music Festival, where picturesque evenings await.
See properties

What to do in Simsbury

Connecticut Coloured Regiment Parade Route: An Audio Tour

Connecticut Coloured Regiment Parade Route: An Audio Tour

$10
per adult
Connecticut Coloured Regiment Parade Route: An Audio Tour
See all activities in Simsbury

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
$204 nightly
The price is $235 total per night from Jul 15 to Jul 16
$235 total
Jul 15 - Jul 16
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"A nice place to stay for a night or two. The staff was pleasant and helpful. But not particularly well informed. The decor and interiors could use a dressings. The deteriorating front stairs by which one enters is a sign. There is a restaurant on site but it is not operated by the hotel."

Reviewed on Jul 2, 2026

Simsbury 1820 House
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$97 nightly
The price is $112 total per night from Aug 2 to Aug 3
$112 total
Aug 2 - Aug 3
Total with taxes and fees
8.8/10 Excellent! (1,371 reviews)
"I rated this stay one star because myself and my teenage son were stuck in one of the two elevators for about 10 minutes. I called the hotel directly from inside the elevator and the operator/ front desk clerk proceeded to ask for my cell phone number, and that they will call me back. I did not think ..."

Reviewed on Jul 14, 2026

Holiday Inn Express Southington by IHG
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $120 total per night from Jul 15 to Jul 16
$120 total
Jul 15 - Jul 16
Total with taxes and fees
7.4/10 Good! (1,425 reviews)
"The staff day and night friendly and professional. We had issues with brown water coming out the sink the water overall never got warm or hot and the tub fills with water when trying to adjust temperature. That being said the customer service, overall cleaniness the heart of downtown Location fantastic ..."

Reviewed on Jul 14, 2026

The Capitol Hotel
See all 743 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.

Find the Best Simsbury Vacation Packages

Simsbury Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
5,800
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Xfinity Theatre, Connecticut Science Center and Talcott Mountain State Park

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Frequently asked questions

How much does a Simsbury vacation package cost?
You can snap up a vacation package to this popular destination from $265 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'd like to score a cheap Simsbury vacation package, consider traveling in May, November and December. You'll typically find better rates on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Simsbury?
When planning your Simsbury vacation, a handful of days will be enough to see all the highlights. Be sure to check out Rosedale Farms & Vineyards — it's one of the main sights in this destination. If you're looking for more adventure, consider basing yourself here and going on some day trips from Simsbury.
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 travel: Check your calendar and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Simsbury.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and activities. Your hotel will likely be the largest expense during your trip to Simsbury.
  3. Use our trip planning tool to discover Simsbury: Research every part of your trip to Simsbury with this handy planner. Invite family or friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Work out your trip length: Think about how long you'd like to spend exploring Simsbury. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Simsbury vacation package.
  6. Book any activities or excursions: Here's the fun part — organizing everything you want to see and do. Browse some of the best things to do in Simsbury and reserve your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Simsbury vacation packages?
Your Simsbury getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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