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.
DoubleTree by Hilton Boston North Shore
Price was $774, price is now $529 per person
$529
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features an indoor pool, a gym, and a restaurant. Families will appreciate the arcade/game room and convenience store. Enjoy the sauna and perks like free self parking.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,322, price is now $1,457 per person
$1,457
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Summer House Hotel
Save 100% on your flight
Price was $2,233, price is now $1,484 per person
$1,484
per person
May 23 - May 30
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features a private beach and 2 restaurants. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas. Enjoy the seasonal outdoor pool and unwind at the beach bar and poolside bar.
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $2,090, price is now $1,414 per person
$1,414
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.
Hyatt Regency Boston/Cambridge
MIT
Save 100% on your flight
Price was $814, price is now $554 per person
$554
per person
Jun 29 - Jul 3
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Top Chester hotels deals
DoubleTree by Hilton Manchester Downtown
700 Elm St. Manchester NH
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $133 total per night
$133 total
Apr 29 - Apr 30
Total with taxes and fees
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
DoubleTree by Hilton Boston - Andover
123 Old River Rd Andover MA
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $114 total per night
$114 total
Apr 10 - Apr 11
Total with taxes and fees
The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A hot tub, a restaurant, and a 24-hour front desk are also provided.
La Quinta Inn & Suites by Wyndham Salem NH
8 Keewaydin Dr Salem NH
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $80 total per night
$80 total
Apr 6 - Apr 7
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Pet friendly
Parking included
Park View Inn - Salem
109 S Broadway Salem NH
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $84 total per night
$84 total
Apr 8 - Apr 9
Total with taxes and fees
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.
Best Western Plus Executive Court Inn & Conference Center
13500 S Willow St Manchester NH
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $107 total per night
$107 total
Apr 12 - Apr 13
Total with taxes and fees
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
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
76 Mountain Rd Epsom NH
$149 nightly
The price is $162 total per night
$162 total
Apr 6 - Apr 7
Total with taxes and fees
This cabin includes express check-out and a virtual front desk. Take advantage of the free self parking.
Kitchen
Pet friendly
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 Village Cemetery
Enjoy a stop at Chester Village Cemetery, a landmark worth seeing in Chester.
Chester Town Hall
After visiting Chester Town Hall, make a plan to see the other sights and activities 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?
Frequently asked questions
Photos of local treasures
Browse Chester vacation photos for more inspiration
