West Simsbury Vacations from $393

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Your West Simsbury Vacation

When a getaway to the city is calling, answer it with a West Simsbury vacation package. The neighborhood of Downtown Hartford, which is good for shopping, families and festivals, makes a terrific base for your adventures. If your trip to West Simsbury includes a little sightseeing, check out much-loved attractions like Ski Sundown, Talcott Mountain State Park and Wintonbury Hills Golf Course. Whoever you're going away with and whatever you plan to spend, your ultimate West Simsbury vacation is just clicks away with Expedia.

The Latest West 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 $496, price is now $393 per person
$393
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (1,092 reviews)
Clean room, well kept lobby and dining area. Love the complimentary coffee provided throughout the day. Nice pool area. It was perfect for a quick visit to CT.

Reviewed on Oct 1, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $1,753, price is now $1,020 per person
$1,020
per person
Dec 12 - Dec 15
found 20 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
No reviews
Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
Price was $589, price is now $453 per person
$453
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (434 reviews)
Went for a wedding and was stranded at the venue from the hotel! It wasn’t until I threatened them with a lawsuit and amazingly they found a way to get back to the venue but that was after I spent $40 on an Uber. The hotel was nice but extremely noisy with the highway right next door. If you build a hotel next to a highway you should sound proof your property!!

Reviewed on Sep 18, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $606, price is now $469 per person
$469
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (1,005 reviews)
Convenient to airport. Stayed overnight for a flight. Hotel is as expected. Staff at check in was a bit difficult to understand with hearing issues. One slight issue with our room key not working but otherwise would stay again in the future for airport closeness.

Reviewed on Sep 22, 2025

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $783, price is now $624 per person
$624
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.6/10 Excellent! (570 reviews)
It was a perfect place to stay for a wedding weekend. Great family and dog friendly accommodations.

Reviewed on Sep 30, 2025

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Discover the most popular places to visit in West Simsbury

Flamig Farm

Meet the animals who live at Flamig Farm during your travels in West Simsbury. Take in the great live music while you're in the area.

Flamig Farm

West 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
$103 nightly
The price is $118 total per night from Oct 2 to Oct 3
$118 total
Oct 2 - Oct 3
Total with taxes and fees
7.4/10 Good! (1,092 reviews)
"Great"

Reviewed on Sep 29, 2025

The Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
$189 nightly
The price is $214 total per night from Oct 26 to Oct 27
$214 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (1,428 reviews)
"Room was so fine! Perfect for our stay"

Reviewed on Sep 21, 2025

MGM Springfield
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
$67 nightly
The price is $77 total per night from Oct 5 to Oct 6
$77 total
Oct 5 - Oct 6
Total with taxes and fees
6.6/10 (1,567 reviews)
"Convenient from airport. Quiet and clean, nice room Breakfast was perfect!"

Reviewed on Sep 29, 2025

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
See all 618 properties in West 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.

West Simsbury Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
2,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Xfinity Theatre, Connecticut Science Center and Connecticut Valley Winery

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Frequently asked questions

How much does a West Simsbury vacation package cost?
You can pick up a vacation package to this top destination from $393 on Expedia. However, how much your vacation to West Simsbury costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to West Simsbury?
If you're hoping to score a cheap West Simsbury vacation package, consider visiting in December, January and February. You'll typically find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for West Simsbury?
The ideal duration for your West Simsbury vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to hit all the major sights and explore some hidden gems along the way.
Is it worth booking a vacation package to West Simsbury?
Known for its golfing, nature and a host of other highlights, you can be assured West Simsbury is a good vacation destination. Some of the most popular attractions to stick on your to-do list? Visit Flamig Farm and Stratton Brook State Park during your West Simsbury vacation.
How to find the best West Simsbury package deals?
Bagging a cheap West Simsbury package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most economical West Simsbury package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a West Simsbury vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights individually. Better still, you can customize your West Simsbury escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to West Simsbury?
If you've got your West Simsbury vacation dates locked in, book as early as you can to snap up some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later West Simsbury vacation packages?
Secure your perfect trip to West Simsbury with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snag great deals while they last.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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