Deals on vacations and trips to Chester

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Chester flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
Price was $1,010, price is now $658 per person
$658
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a sauna on site, and laundry facilities and concierge services are also offered.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $1,391, price is now $727 per person
$727
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,621, price is now $857 per person
$857
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip 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.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,979, price is now $1,307 per person
$1,307
per person
Dec 16 - Dec 20
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was $1,171, price is now $816 per person
$816
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Methuen Inn and Conference Center

Methuen Inn and Conference Center

2.5 out of 5
159 Pelham Street Methuen MA
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $99 total per night
$99 total
Oct 12 - Oct 13
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, luggage storage, and laundry facilities are also on offer.
Pet friendly
Parking included
Park View Inn - Salem

Park View Inn - Salem

2 out of 5
109 S Broadway Salem NH
$80 nightly
The price is $87 total per night
$87 total
Oct 18 - Oct 19
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
DoubleTree by Hilton Boston - Andover

DoubleTree by Hilton Boston - Andover

4 out of 5
123 Old River Rd Andover MA
$122 nightly
The price is $136 total per night
$136 total
Nov 6 - Nov 7
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
Comfort Inn Manchester Airport

Comfort Inn Manchester Airport

2.5 out of 5
298 Queen City Ave Manchester NH
Free Cancellation
$107 nightly
The price is $116 total per night
$116 total
Oct 28 - Oct 29
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
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
$121 nightly
The price is $135 total per night
$135 total
Nov 1 - Nov 2
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 buffet breakfast and free self parking.
Pool
Breakfast included
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
$91 nightly
The price is $99 total per night
$99 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, 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.
Breakfast included
Pet friendly
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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.

Stay near popular Chester attractions

Chester Town Hall

After visiting Chester Town Hall, make a plan to see the other sights and activities in Chester.
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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 $658. 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

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