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.
AutoCamp Cape Cod
Price was $841, price is now $613 per person
$613
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This holiday park 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 food and water bowls. A coffee shop, a terrace, and a garden are also on offer.
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $2,865, price is now $1,792 per person
$1,792
per person
Jun 23 - Jun 26
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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.
DoubleTree by Hilton Boston North Shore
Save 100% on your flight
Price was $1,141, price is now $790 per person
$790
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 $2,039, price is now $1,450 per person
$1,450
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) 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.
Life House, Nantucket
Nantucket Town
Save 100% on your flight
Price was $1,407, price is now $1,027 per person
$1,027
per person
May 21 - May 25
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. A snack bar/deli, a communal living room, and a library are also on offer.
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 19 - Apr 20
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
$111 nightly
The price is $124 total per night
$124 total
Apr 17 - Apr 18
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.
Pool
Hot Tub
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 8 - Apr 9
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
$72 nightly
The price is $79 total per night
$79 total
Apr 9 - Apr 10
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
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
