
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.

Sea Crest Beach Resort
Save 100% on your flight
Price was $802, price is now $526 per person
$526
per person
May 20 - May 25
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
A private beach, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the picnic area.

The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $2,077, price is now $1,420 per person
$1,420
per person
May 21 - May 25
found 17 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.

Life House, Nantucket
Nantucket Town
Save 100% on your flight
Price was $2,882, price is now $1,992 per person
$1,992
per person
Jun 17 - Jun 21
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. A snack bar/deli, a communal living room, and a library are also on offer.

AutoCamp Cape Cod
Save 100% on your flight
Price was $844, price is now $586 per person
$586
per person
May 20 - May 25
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 $2,079, price is now $1,456 per person
$1,456
per person
May 14 - May 17
found 15 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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.
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
$114 nightly
The price is $127 total per night
$127 total
Apr 16 - Apr 17
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 12 - Apr 13
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
$80 nightly
The price is $87 total per night
$87 total
Apr 12 - Apr 13
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
$133 nightly
The price is $144 total per night
$144 total
Apr 13 - Apr 14
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
