Chester Center Vacations from $491
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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.
Luxury Apartments by Hyatus at Pierpont
The Hill
Save 100% on your flight
Price was $1,405, price is now $1,035 per person
$1,035
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (19 reviews)
Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay.
Reviewed on Jun 27, 2025
Graduate by Hilton New Haven
Downtown New Haven
Save 100% on your flight
Price was $1,175, price is now $871 per person
$871
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (861 reviews)
I had a great time at the Graduate. Quiet, close to campus, close to Toad's place, and close to bunch of great restaurants. Only area of improvement would be the WiFi -- it was consistent but not particularly fast.
Reviewed on Aug 25, 2025
Omni New Haven Hotel at Yale
Downtown New Haven
Save 100% on your flight
Price was $1,424, price is now $1,076 per person
$1,076
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.4/10 Very Good! (1,008 reviews)
Very loud due to multiple bars and clubs right out side the hotel but that’s the only negative. It’s in a good location, with a lot to do around, which is why it’s loud in the area. Place is very nice and clean. Great security and easy to find parking.
Reviewed on Aug 24, 2025
Chester Center Hotel Deals
Motel 6 New Haven - Branford, CT
320 E Main St, Branford, CT
Fully refundable
$72 nightly
The price is $83 total per night from Aug 31 to Sep 1
$83 total
Aug 31 - Sep 1
Total with taxes and fees
6.8/10 (1,011 reviews)
"Great location, quiet & yet right near Rt 95. Clean, nice room, polite staff!!!"
Reviewed on Aug 25, 2025
Mohegan Sun
1 Mohegan Sun Boulevard, Montville, CT
$185 nightly
The price is $209 total per night from Sep 2 to Sep 3
$209 total
Sep 2 - Sep 3
Total with taxes and fees
9/10 Wonderful! (1,972 reviews)
"Wish they had an outdoor pool"
Reviewed on Aug 24, 2025
Hyatt Place Uncasville - Casino Area
2049 Norwich, New London Turnpike, Montville, CT
$119 nightly
The price is $137 total per night from Aug 27 to Aug 28
$137 total
Aug 27 - Aug 28
Total with taxes and fees
9/10 Wonderful! (2,543 reviews)
"Very close to Moheagan Sun"
Reviewed on Aug 25, 2025
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.
Discover the most popular places to visit in Chester Center
Chester Creek Marina
Explore the waterfront in Chester with a trip to Chester Creek Marina. 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.