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.
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
South Meadows
Price was $416, price is now $342 per person
$342
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
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.
Secluded + Modern Enclosed Patio, Forest Views Woodland Zen by Avantstay

Secluded + Modern Enclosed Patio, Forest Views Woodland Zen by Avantstay

3 out of 5
Save 100% on your flight
Price was $1,720, price is now $1,378 per person
$1,378
per person
Oct 13 - Oct 16
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $674, price is now $561 per person
$561
per person
Oct 24 - Oct 29
found 20 hours ago
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and perks like free self parking.
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $621, price is now $521 per person
$521
per person
Sep 25 - Sep 28
found 4 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $696, price is now $593 per person
$593
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and wedding services.

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
$175 nightly
The price is $201 total per night
$201 total
Aug 9 - Aug 10
Total with taxes and fees
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
Reserve now, pay when you stay
$89 nightly
The price is $103 total per night
$103 total
Sep 7 - Sep 8
Total with taxes and fees
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
$88 nightly
The price is $102 total per night
$102 total
Aug 9 - Aug 10
Total with taxes and fees
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
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$179 nightly
The price is $203 total per night
$203 total
Aug 13 - Aug 14
Total with taxes and fees
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
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $86 total per night
$86 total
Aug 9 - Aug 10
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
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
$107 nightly
The price is $123 total per night
$123 total
Aug 16 - Aug 17
Total with taxes and fees
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
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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.

Stay near popular Simsbury attractions

Performing Arts Center at Simsbury Meadows

8.4/10 (5 reviews)
Enjoy an outing to Performing Arts Center at Simsbury Meadows during your stay in Simsbury. You can attend a sporting event while in the area.
See properties

Frequently asked questions

How much are vacation packages to Simsbury?
$342 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

A metal bridge with a sign that reads 'Thank You' and a birdhouse on the right.
A waterfall cascading over rocks in a forested area with autumn leaves.