Chester Center Vacations from $538
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Chester Center Vacation
Let our Chester Center vacation packages transport you to a destination where long-lasting memories are waiting to be made. While it's especially noted for its nature, there's plenty to like about this neighborhood. Chester Creek Marina and Norma Terris Theater are just two of the premier attractions nearby to stick on your itinerary during a trip to Chester Center. Don't just dream it — take action! Reserve your ultimate Chester Center vacation with Expedia and get to where you're going your way.
The Latest Chester Center Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hyatus Luxury Residences City Crossing
The Hill
$1,268
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on Aug 10, 2026
Landing Apartments New Haven Near Dixwell
Newhallville
$731
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Chester Center Hotel Deals
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
$71 nightly
$82 total
Sep 25 - Sep 26
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$83 nightly
$95 total
Aug 30 - Aug 31
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"Spider in my bed . Key didn’t work couldn’t get my things and refrigerator was full of my food"
Reviewed on Aug 25, 2026
Hyatt Place Uncasville - Casino Area
2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
$108 nightly
$124 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (2,753 reviews)
"I like the services and the front desk very helpful. The pool area could improve and more modernized it's too small and lack seating."
Reviewed on Aug 25, 2026
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 Chester Center attractions
Norma Terris Theater
You can enjoy a show at Norma Terris Theater on your trip to Chester. While you're in the area, stroll along the beautiful beaches.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.