Deals on vacations and trips to Simsbury

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Simsbury flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Inn at Middletown

Inn at Middletown

3.5 out of 5
Save 100% on your flight
Price was $486, price is now $335 per person
$335
per person
Dec 6 - Dec 9
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Hartford (BDL)
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the gym and perks like free self parking.
Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was $982, price is now $651 per person
$651
per person
Nov 26 - Dec 2
found 22 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Hartford (BDL)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,185, price is now $885 per person
$885
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free valet parking and free WiFi. Free self parking, a 24-hour business center, and a terrace are also offered.
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $623, price is now $475 per person
$475
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was $584, price is now $453 per person
$453
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Families will appreciate the bowling alley and barbecue grills. Business travelers can take advantage of the 24-hour business center.

Top Simsbury hotels deals

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St, Simsbury, CT
Free Cancellation
Reserve now, pay when you stay
The price is $205 total per night
$205 total
per night
Nov 2 - Nov 3
The bed & breakfast's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free continental breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Free Cancellation
The price is $113 total per night
$113 total
per night
Nov 16 - Nov 17
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Free Cancellation
Reserve now, pay when you stay
The price is $118 total per night
$118 total
per night
Oct 26 - Oct 27
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
Free Cancellation
Reserve now, pay when you stay
The price is $114 total per night
$114 total
per night
Nov 2 - Nov 3
This hotel features a gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and a garden are also on offer.
Pool
Breakfast included
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
Free Cancellation
Reserve now, pay when you stay
The price is $74 total per night
$74 total
per night
Nov 5 - Nov 6
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the free area shuttle, free grocery shopping service, and express check-in.
Breakfast included
Free airport shuttle
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is $203 total per night
$203 total
per night
Oct 27 - Oct 28
This hotel features a casino and 8 restaurants. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
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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.

Popular places to visit

Performing Arts Center at Simsbury Meadows

1/5(1 review)

Enjoy a show at Performing Arts Center at Simsbury Meadows, a storied theater in Simsbury. You can attend a sporting event while in the area.

Performing Arts Center at Simsbury Meadows

Rosedale Farms & Vineyards

You can take time to visit Rosedale Farms & Vineyards during your travels to Simsbury. Experience the area's great live music or attend a sporting event.

Rosedale Farms & Vineyards

Penwood State Park

You can take time to visit Penwood State Park during your travels to Simsbury. Experience the area's great live music and acclaimed theater scene.

Penwood State Park

Frequently asked questions

How much are vacation packages to Simsbury?
$335 is all you'll need for an exciting vacation in Simsbury. Bundle your flights and hotel into a Travelocity package and see how much the savings start to pile up. With prices this good, it's never been easier to travel!
How long should my Simsbury vacation be?
There's no rule for how long your vacation in Simsbury should be, but many travelers choose to stay around 2 nights. Got some wiggle room in your departure date? Extend your escape by another night or two. That way, you'll have enough time to check out some lesser-known areas as well.
Where can I get the best vacation package deals for Simsbury?
There are awesome Simsbury package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties all over the world? Keep that in mind the next time you're ready to check another place off the old bucket list.
Why should I purchase my Simsbury vacation bundle via Travelocity?
With fantastic service, support available 24/7 and some of the most gorgeous getaways on offer, you'll never wander alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Simsbury car rental if I book it with hotels and flights?
Bundling your car, flight and hotel into a Simsbury vacation package is a great way to score an incredible deal. Plus, having your own wheels gives you the freedom to get to all the landmarks you're hoping to check out. Located 100 mi from Simsbury, Times Square is one place that should be on your must-do list. Fasten your seat belt and make a day trip of it.
Which airport is best for Simsbury?
Bradley Intl. Airport (BDL) (7 mi away from the downtown area), Tweed - New Haven Regional Airport (HVN) (45 mi away from central Simsbury) and Hartford, CT (HFD-Hartford - Brainard) (13 mi away from central Simsbury) are the main options in Simsbury.
What is there to do in Simsbury?
While getting off the beaten track is no doubt rewarding, you shouldn't ignore the popular sights that make a place famous. Performing Arts Center at Simsbury Meadows and Rosedale Farms & Vineyards are a couple of them in Simsbury.
Where should I stay when visiting Simsbury?
The Simsbury Inn is the top choice of many visitors. Book as soon as possible before it's too late.

Photos of local treasures

Browse Simsbury vacation photos for more inspiration