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.
Cheshire Welcome Inn
Price was $507, price is now $437 per person
$437
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
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.
Clarion Inn North Haven - New Haven North
Price was $554, price is now $477 per person
$477
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Cambria Hotel New Haven University Area
West River
Price was $670, price is now $585 per person
$585
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.
Best Western Executive Hotel Of New Haven - West Haven
Price was $557, price is now $489 per person
$489
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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.
Top Chester hotels deals
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Free Cancellation
$72 nightly
The price is $83 total per night
$83 total
Jun 21 - Jun 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.
Hyatt Place Uncasville - Casino Area
2049 Norwich Montville CT
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $121 total per night
$121 total
Jul 7 - Jul 8
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.
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Free Cancellation
Reserve now, pay when you stay
$314 nightly
The price is $361 total per night
$361 total
Jun 17 - Jun 18
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.
Regency Inn & Suites New London, Mystic
269 North Frontage Road New London CT
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $124 total per night
$124 total
Jun 16 - Jun 17
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and free perks like buffet breakfast and free self parking.
Microtel Inn & Suites by Wyndham Uncasville Casino Area
1954 Norwich New London Tpke Montville CT
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $88 total per night
$88 total
Jun 29 - Jun 30
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.
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Free Cancellation
$109 nightly
The price is $126 total per night
$126 total
Jun 16 - Jun 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area is also provided.
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.
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