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.
Riverview Resort
Bass River
Save 100% on your flight
per person
Jul 13 - Jul 16
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
This aparthotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A 24-hour business center, a picnic area, and laundry facilities are also on offer.
Sea Mist Resort
Save 100% on your flight
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This aparthotel features an outdoor pool and an indoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and perks like free self parking.
Lighthouse Inn
Save 100% on your flight
per person
Jul 13 - Jul 16
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.
Holly Tree Resort
Save 100% on your flight
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
This aparthotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.
The Beverly
Save 100% on your flight
per person
Jun 17 - Jun 22
found 23 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. Express check-out and a virtual front desk are also provided.
Top Chester hotels deals
Park View Inn - Salem
109 S Broadway, Salem, NH
Free Cancellation
Reserve now, pay when you stay
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.
Parking included
Free WiFi
La Quinta Inn & Suites by Wyndham Salem NH
8 Keewaydin Dr, Salem, NH
Free Cancellation
Reserve now, pay when you stay
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Pet friendly
Parking included
La Quinta Inn & Suites by Wyndham Boston-Andover
131 River Rd, Andover, MA
Free Cancellation
Reserve now, pay when you stay
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Best Western Plus Executive Court Inn & Conference Center
13500 S Willow St, Manchester, NH
Free Cancellation
Reserve now, pay when you stay
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express Andover North-Lawrence by IHG
224 Winthrop Ave, Lawrence, MA
Free Cancellation
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Breakfast included
Pet friendly
DoubleTree by Hilton Manchester Downtown
700 Elm St., Manchester, NH
Free Cancellation
Reserve now, pay when you stay
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Self parking, a business center, and a coffee shop are also offered.
Pool
Free WiFi
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 Town Hall
After visiting Chester Town Hall, make a plan to see the other sights and activities in Chester.
Chester Village Cemetery
Enjoy a stop at Chester Village Cemetery, a landmark worth seeing in Chester.
Chester Public Library
Chester Public Library is just one of the places to see in Chester, so why not enjoy the other things to explore during your travels?
Photos of local treasures
Browse Chester vacation photos for more inspiration