Book Exclusive Chester Vacation Packages

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Chester flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul. 19 - Jul. 22
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast, and WiFi. Our guests praise the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby. Discover genuine guest reviews for Mandarin Oriental, Boston, in Back Bay neighborhood, along with the latest prices and availability – book now.
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Save 100% on your flight
per person
Jun. 10 - Jun. 14
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Stay at this 4-star family-friendly aparthotel in Boston. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Boston Harbor and New England Aquarium are located nearby. Discover genuine guest reviews for Global Luxury Suites East Boston, in East Boston neighborhood, along with the latest prices and availability – book now.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jun. 18 - Jun. 24
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast. Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby. Discover genuine guest reviews for Boston Harbor Hotel, in North End neighborhood, along with the latest prices and availability – book now.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
Jun. 10 - Jun. 14
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby. Discover genuine guest reviews for Battery Wharf Hotel, Boston Waterfront, in North End neighborhood, along with the latest prices and availability – book now.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Jun. 10 - Jun. 14
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby. Discover genuine guest reviews for YOTEL Boston, in Seaport District neighborhood, along with the latest prices and availability – book now.

Top Chester hotels deals

DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
700 Elm St., Manchester, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $173 per night
CA $173
per night
May 12 - May 13
Stay at this 4-star hotel in Manchester. Enjoy breakfast, WiFi, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Southern New Hampshire University Arena and Center of New Hampshire Expo Center are located nearby. Discover genuine guest reviews for DoubleTree by Hilton Manchester Downtown, in Downtown Manchester neighborhood, along with the latest prices and availability – book now.
Country Inn & Suites by Radisson, Manchester Airport, NH

Country Inn & Suites by Radisson, Manchester Airport, NH

3 out of 5
250 S River Rd, Bedford, NH
Free cancellation
The price is CA $153 per night
CA $153
per night
Apr. 29 - Apr. 30
Stay at this 3-star business-friendly hotel in Bedford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Southern New Hampshire University Arena and Filotimo Casino are located nearby. Discover genuine guest reviews for Country Inn & Suites by Radisson, Manchester Airport, NH along with the latest prices and availability – book now.
Comfort Inn Concord

Comfort Inn Concord

2.5 out of 5
71 Hall St, Concord, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
per night
May 27 - May 28
Stay at this business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Capitol Center for the Arts and New Hampshire State House are located nearby. Discover genuine guest reviews for Comfort Inn Concord along with the latest prices and availability – book now.
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
The price is CA $122 per night
CA $122
per night
Apr. 29 - Apr. 30
Stay at this motel in Salem. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canobie Lake Park and Tuscan Village Salem are located nearby. Discover genuine guest reviews for Park View Inn - Salem along with the latest prices and availability – book now.
Hampton Falls Inn

Hampton Falls Inn

2.5 out of 5
11 Lafayette Rd, Hampton Falls, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $130 per night
CA $130
per night
Apr. 28 - Apr. 29
Stay at this hotel in Hampton Falls. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hampton Beach and Tuck Museum are located nearby. Discover genuine guest reviews for Hampton Falls Inn along with the latest prices and availability – book now.
Pool
Parking included
Hampton Village Inn

Hampton Village Inn

2.5 out of 5
660 Lafayette Road, Hampton, NH
Free cancellation
Reserve now, pay when you stay
The price is CA $114 per night
CA $114
per night
Apr. 29 - Apr. 30
Stay at this hotel in Hampton. Enjoy free WiFi, free parking, and a sauna. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hampton Beach and Casino Ballroom are located nearby. Discover genuine guest reviews for Hampton Village Inn along with the latest prices and availability – book now.
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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

Image for Chester Village Cemetery

Chester Village Cemetery

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

Chester Village Cemetery

Chester Vacations

A smooth, hassle-free adventure starts with getting to know a thing or two about your destination. It's time to discover the basic details about Chester!

Chester is 6 miles (10 kilometers) from Auburn and 6 miles (10 kilometers) away from Derry.

Roughly 5,000 people live in this area of New Hampshire, so you'll have plenty of opportunities to make some new buddies.

Places to visit in Chester

History is bursting with astonishing stories to be told and lessons to be learned. Head to Robert Frost Farm State Historic Site for a journey into the past. Still need more options? Add a little extravagance to your vacation by visiting Zorvino Vineyards. Pop inside, book a tour and enjoy a sample of the finished product for yourself!

Where do you fly into for Chester?

Stow your tray table, fasten your seatbelt and get set to experience Chester! Once you hit the tarmac at Manchester-Boston Regional Airport (MHT), the busy main streets will be just 9 miles (14 kilometers) east from here.

Frequently asked questions

How much are vacation packages to Chester?
Travelocity has package deals to Chester, including flights and hotels, from an impressive CA $1,080. With all that extra money, you could book some interesting tours or maybe add a few extra nights to your exciting getaway.
Where can I get the best vacation package deals for Chester?
For an amazing package deal to Chester, head straight to Travelocity. Take your pick from as many as 400 airlines and 665,000 properties across the globe to create the ultimate trip — you’re spoiled for choice!
Why should I purchase my Chester vacation bundle via Travelocity?
With first-rate service, customer support available 24/7 and some of the most incredible escapes around, you’ll never wander alone. And if you find a lower price, we’ll match it. That’s our Price Match Guarantee.
Can I save on my Chester car rental if I bundle it with a hotel or flight?
With a Chester vacation package, you can combine your flight, car and hotel bookings and save some serious money. If you’d love to discover the best of this exciting area, why not check out Fenway Park? This famous attraction is 69 kilometersfrom Chester. With a rental car, you’ll be there in a jiffy.
What is the best time of year to go to Chester?
is peak season here, while are usually quieter. If your bank balance is a deciding factor, try to avoid traveling during as it tends to be the most expensive time. The least expensive month to explore this part of the world is .
Which airport is best for Chester?
Boston, MA (BOS-Logan Intl.) is the gateway to your Chester getaway. About 69 kilometerssouth of Chester, it welcomes travelers from all over every day. Another fantastic option is Manchester, NH (MHT-Manchester-Boston Regional), 14 kilometersaway from central Chester.
Can I go on vacation to Chester at this time?
Learn all the info you should know about travel restrictions and quarantine policies before you fly to Chester. Our Covid-19 Travel Advisor is full of useful advice to help make your trip relaxed and hassle-free.