West Simsbury Vacations from $320

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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
Save 100% on your flight
Price was $474, price is now $320 per person
$320
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
17.2/10 Exceptional! (1,149 reviews)
The property has a great location. Staff was super nice and attentive. But the property needs some maintenance. The shower rod was falling down. No shelves, hooks, or counter space in the bathroom. Paint all chipped up. Sheets were old and too small for the thick mattresses. Closet was smaller than normal. Just needs a fresher room. Doesn’t compare well to other locations of the same brand.

Reviewed on Nov 16, 2025

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $506, price is now $371 per person
$371
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
16.4/10 Exceptional! (1,002 reviews)
Great stay can’t complain

Reviewed on Nov 17, 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 $542, price is now $404 per person
$404
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
17.6/10 Exceptional! (1,004 reviews)
Spotless rooms, everywhere was clean. Staff was great.

Reviewed on Nov 17, 2025

Clarion Inn

Clarion Inn

3 out of 5
Price was $489, price is now $365 per person
$365
per person
Jan 15 - Jan 19
found 9 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
15.2/10 Exceptional! (1,002 reviews)
Staff friendly, continental breakfast very good. Shower drain was very clogged with hair and water not going down so I did their job and handled it and the gym is in pretty bad shape- overall the stay was pleasant

Reviewed on Nov 8, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $850, price is now $636 per person
$636
per person
Dec 22 - Dec 29
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
18.4/10 Exceptional! (908 reviews)
Nice throwback hotel. Room was spotless, much old school charm. Check in was a little bumpy, otherwise a good stay.

Reviewed on Nov 17, 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
$89 nightly
The price is $102 total per night from Dec 14 to Dec 15
$102 total
Dec 14 - Dec 15
Total with taxes and fees
7.4/10 Good! (1,072 reviews)
It is such a fantastic view from my room, super clean, great amenities, comfy bed. The only mild criticism is they are out of regular coffee. Many people are coffee addicts and rely on regular coffee to wake up! Luckily I travel with some instant, so I poured a little into the delicious decaf Starbucks ...

Reviewed on Nov 13, 2025

The Capitol Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$83 nightly
The price is $95 total per night from Nov 23 to Nov 24
$95 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,149 reviews)
The room was great and the staff was really helpful...

Reviewed on Nov 7, 2025

Holiday Inn Express Southington by IHG
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
149 Ella Grasso Turnpike Windsor Locks CT
Fully refundable
$83 nightly
The price is $95 total per night from Nov 30 to Dec 1
$95 total
Nov 30 - Dec 1
Total with taxes and fees
8.2/10 Very Good! (1,007 reviews)
Very clean and the staff was kind and professional!

Reviewed on Nov 14, 2025

Candlewood Suites Windsor Locks Bradley Arpt by IHG
See all 634 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.

Find the Best West Simsbury Vacation Packages

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 $320 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.

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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.