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.
Boston Lodge and Suites
Dorchester
Price was $1,696, price is now $798 per person
$798
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,765, price is now $1,539 per person
$1,539
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,587, price is now $922 per person
$922
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $1,280, price is now $867 per person
$867
per person
Mar 25 - Mar 29
found 23 hours ago
Roundtrip flight included
Charleston (CHS) to Boston (BOS)
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.
Mandarin Oriental, Boston
Back Bay
Save 100% on your flight
Price was $2,737, price is now $1,886 per person
$1,886
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.
Top Chester hotels deals
DoubleTree by Hilton Manchester Downtown
700 Elm St. Manchester NH
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $133 total per night
$133 total
Jan 16 - Jan 17
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
La Quinta Inn & Suites by Wyndham Boston-Andover
131 River Rd Andover MA
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $114 total per night
$114 total
Jan 15 - Jan 16
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. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hampton Inn & Suites Exeter
59 Portsmouth Ave Exeter NH
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $101 total per night
$101 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.
Pool
Breakfast included
Park View Inn - Salem
109 S Broadway Salem NH
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $85 total per night
$85 total
Jan 19 - Jan 20
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.
Parking included
Free WiFi
Sonesta ES Suites Andover Boston
4 Tech Drive Andover MA
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $105 total per night
$105 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.
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
Jan 25 - Jan 26
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 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?
Chester Village Cemetery
Enjoy a stop at Chester Village Cemetery, a landmark worth seeing in Chester.
Frequently asked questions
Photos of local treasures
Browse Chester vacation photos for more inspiration
