Search Deals onChester Vacation Packages
Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts
Price was $963, price is now $662 per person
$662
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this spa aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hyannis Harbor and Mayflower Beach are located nearby.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $2,648, price is now $1,562 per person
$1,562
per person
Jun 25 - Jul 1
found 18 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
The Wylie Inn and Conference Center at Endicott College
Save 100% on your flight
Price was $1,487, price is now $899 per person
$899
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach hotel in Beverly. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Willows Beach and Cabot Theater are located nearby.
Raffles Boston
Save 100% on your flight
Price was $4,296, price is now $2,709 per person
$2,709
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Boston Harbor Hotel
Save 100% on your flight
Price was $1,486, price is now $939 per person
$939
per person
May 22 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
Furnished Apartment Near Longwood
Save 100% on your flight
Price was $3,337, price is now $2,277 per person
$2,277
per person
Jun 25 - Jul 1
found 18 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this apartment in Brookline. Enjoy free WiFi, parking (surcharge), and air conditioning. Popular attractions Fenway Park and Harvard Square are located nearby.
The Newbury Boston
Save 100% on your flight
Price was $4,155, price is now $2,838 per person
$2,838
per person
May 30 - Jun 6
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Eurostars The Boxer
Save 100% on your flight
Price was $1,734, price is now $1,189 per person
$1,189
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Chester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Apr 16 - Sun, May 3
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$111 Roundtrip, found 2 days ago
$111
Roundtrip
found 2 days ago
Thu, Apr 16 - Tue, Apr 28
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$119 Roundtrip, found 4 days ago
$119
Roundtrip
found 4 days ago
Tue, May 5 - Wed, May 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$188 Roundtrip, found 11 hours ago
$188
Roundtrip
found 11 hours ago
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
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