
Deals on vacations and trips to Chester
Save when you book Chester package deals

Chester flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Best Western Executive Hotel Of New Haven - West Haven
Price was $274, price is now $217 per person
$217
per person
Feb 27 - Mar 2
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Graduate by Hilton New Haven
Downtown New Haven
Save 100% on your flight
Price was $468, price is now $328 per person
$328
per person
Feb 27 - Mar 2
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.
Landing Modern 2bd, Gym
West New Haven
Save 100% on your flight
Price was $538, price is now $399 per person
$399
per person
Feb 27 - Mar 2
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
A gym, self parking, and barbecue grills are featured at this apartment. WiFi in public areas is free. A business center, a garden, and a picnic area are also on offer.

Luxury Apartments by Hyatus at Pierpont
The Hill
Save 100% on your flight
Price was $545, price is now $415 per person
$415
per person
Feb 27 - Mar 2
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.

New Haven Hotel
Downtown New Haven
Price was $364, price is now $295 per person
$295
per person
Feb 27 - Mar 2
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Top Chester hotels deals

Mohegan Sun
1 Mohegan Sun Boulevard Montville CT
$211 nightly
The price is $239 total per night
$239 total
Feb 1 - Feb 2
Total with taxes and fees
This luxury resort features a golf course, a casino, and a full-service spa. Families will appreciate the arcade/game room, onsite laundry facilities, and babysitting. Enjoy a meal in one of the 19 restaurants and free perks like valet parking and a casino shuttle.
Pool
Hot Tub

Hyatt Place Uncasville - Casino Area
2049 Norwich Montville CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Feb 2 - Feb 3
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Pool
Breakfast included

Holiday Inn Norwich by IHG
10 Laura Blvd Norwich CT
Free Cancellation
$85 nightly
The price is $98 total per night
$98 total
Feb 10 - Feb 11
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free casino shuttle.
Pool
Parking included

Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Free Cancellation
$65 nightly
The price is $75 total per night
$75 total
Jan 21 - Jan 22
Total with taxes and fees
A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.
Pet friendly
Parking included

Microtel Inn & Suites by Wyndham Uncasville Casino Area
1954 Norwich New London Tpke Montville CT
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $77 total per night
$77 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. The front desk is staffed around-the-clock and laundry facilities are on offer.
Breakfast included
Parking included

Hampton Inn Norwich
154 Salem Turnpike Norwich CT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $126 total per night
$126 total
Jan 21 - Jan 22
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like self-serve breakfast and free self parking.
Pool
Breakfast included
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
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.
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.
Frequently asked questions
Photos of local treasures
Browse Chester vacation photos for more inspiration




