Deals on vacations and trips to Chester

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Chester flight + hotel vacation packages

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YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Aug 5 - Aug 12
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.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip non-stop 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 3 conference rooms, free WiFi in public areas, and laundry service. Enjoy the free continental breakfast each morning.
InterContinental Boston by IHG

InterContinental Boston by IHG

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Top Chester hotels deals

Even Hotels Manchester Airport by IHG

Even Hotels Manchester Airport by IHG

3.5 out of 5
55 John E. Devine Drive, Manchester, NH
Free Cancellation
Get rates
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the poolside bar and enjoy perks like free self parking.
Pool
Pet friendly
Park View Inn - Salem

Park View Inn - Salem

2 out of 5
109 S Broadway, Salem, NH
Free Cancellation
Reserve now, pay when you stay
Get rates
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

La Quinta Inn & Suites by Wyndham Salem NH

3 out of 5
8 Keewaydin Dr, Salem, NH
Free Cancellation
Reserve now, pay when you stay
Get rates
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
Best Western Plus Executive Court Inn & Conference Center

Best Western Plus Executive Court Inn & Conference Center

3 out of 5
13500 S Willow St, Manchester, NH
Free Cancellation
Reserve now, pay when you stay
Get rates
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
Sonesta ES Suites Andover Boston

Sonesta ES Suites Andover Boston

2.5 out of 5
4 Tech Drive, Andover, MA
Free Cancellation
Reserve now, pay when you stay
Get rates
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
La Quinta Inn & Suites by Wyndham Boston-Andover

La Quinta Inn & Suites by Wyndham Boston-Andover

3 out of 5
131 River Rd, Andover, MA
Free Cancellation
Reserve now, pay when you stay
Get rates
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
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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 Town Hall

Chester Village Cemetery

Enjoy a stop at Chester Village Cemetery, a landmark worth seeing in Chester.

Chester Village Cemetery

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 Public Library

Frequently asked questions

How much are vacation packages to Chester?
Enjoy a memorable travel experience in Chester with a vacation package starting from as low as $599. Locking in hotels, flights and tours with Travelocity is a breeze. What’s more, our great deals will leave you with more money in your pocket for loads of fun times.
Where can I get the best vacation package deals for Chester?
For the perfect Chester package deal, turn to Travelocity. Choose from 400 partner airlines and 1,000,000 worldwide properties to create the ideal trip — it’s really that easy.
Why should I book my Chester vacation bundle via Travelocity?
Incredible savings, loads of enticing destinations and 24/7 customer service — that’s why. And with our Price Match Guarantee, you can rest easy knowing that you’ll always get the best possible deal with Travelocity.
Can I save on my Chester car rental if I book it with my hotel or flight?
With a Chester vacation package, you can bundle your car, flight and hotel bookings and save some serious money. If you’d love to uncover the best of this fantastic city, why not check out Fenway Park? This popular attraction is 45 mi from Chester. With your own set of wheels, you’ll be there soon enough.
Which airport is best for Chester?
Logan Intl. Airport (BOS), 45 mi south of the city center, is where many visitors begin their Chester adventures. That said, Manchester-Boston Regional Airport (MHT) (9 mi away from central Chester) could be the more convenient option for you.
Where should I stay when visiting Chester?
The Beautiful country Cottage located on Apple farm. Beautiful fall foliage! is popular with many travelers. Book now before it’s too late.

Photos of local treasures

Browse Chester vacation photos for more inspiration