Pepperell Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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Pepperell Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Boston/Woburn
Save 100% on your flight
Price was $734, price is now $491 per person
$491
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star business-friendly hotel in Woburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attraction Burlington Mall is located nearby.
The Newbury Boston
Back Bay
Price was $2,723, price is now $1,418 per person
$1,418
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star 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 Boston Common and Copley Square are located nearby.
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Save 100% on your flight
Price was $1,196, price is now $691 per person
$691
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $3,573, price is now $2,270 per person
$2,270
per person
Oct 28 - Nov 2
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Stay at this 5-star 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 Faneuil Hall Marketplace are located nearby.
The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
Price was $2,204, price is now $1,415 per person
$1,415
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $3,121, price is now $2,054 per person
$2,054
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Stay at this 5-star 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.
Top Hotel Deals
Park View Inn - Salem
109 S Broadway, Salem, NH
31.73 km from city center
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. ...
EVEN Hotels Manchester Airport by IHG
55 John E. Devine Drive, Manchester, NH
31.94 km from city center
Stay at this 3.5-star business-friendly hotel in Manchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
La Quinta Inn & Suites by Wyndham Boston-Andover
131 River Rd, Andover, MA
31.62 km from city center
Stay at this 3-star business-friendly hotel in Andover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Methuen Inn and Conference Center
159 Pelham Street, Methuen, MA
32.06 km from city center
Stay at this hotel in Methuen. Enjoy free WiFi, free parking, and room service. Popular attractions Canobie Lake Park and Methuen Memorial Music Hall are located ...
The Colonial Hotel
625 Betty Spring Road, Gardner, MA
32.26 km from city center
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
La Quinta Inn & Suites by Wyndham Salem NH
8 Keewaydin Dr, Salem, NH
29.88 km from city center
Stay at this 3-star business-friendly hotel in Salem. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
Best Western Plus Executive Court Inn & Conference Center
13500 S Willow St, Manchester, NH
30.66 km from city center
Stay at this 3-star business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Tewksbury Andover
4 Highwood Drive, Tewksbury, MA
30.03 km from city center
Stay at this 3-star business-friendly hotel in Tewksbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
DoubleTree by Hilton Boston - Andover
123 Old River Rd, Andover, MA
31.74 km from city center
Stay at this 4-star business-friendly hotel in Andover. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Holiday Inn Express Chelmsford by IHG
8 Independence Drive, Chelmsford, MA
22.78 km from city center
Book a stay at this business-friendly hotel in Chelmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Chateau Merrimack Resort & Spa
160 Pawtucket Blvd, Tyngsboro, MA
16.84 km from city center
Stay at this 4.5-star luxury hotel in Tyngsboro. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Sonesta ES Suites Andover Boston
4 Tech Drive, Andover, MA
31.62 km from city center
Book a stay at this business-friendly hotel in Andover. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Red Roof Inn Salem
15 Red Roof Lane, I-93 at Pelham Road, Exit #2, Salem, NH
30.6 km from city center
Stay at this hotel 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. ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Dec 4 - Tue, Dec 16
MCO
Orlando Intl.
ORH
Worcester Regional
$103 Roundtrip, found 16 hours ago
$103
Roundtrip
found 16 hours ago
Sat, Oct 18 - Mon, Oct 20
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Wed, Oct 1 - Wed, Oct 8
RDU
Raleigh - Durham Intl.
ORH
Worcester Regional
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Mon, Dec 15 - Mon, Jan 5
MCO
Orlando Intl.
ORH
Worcester Regional
$222 Roundtrip, found 16 hours ago
$222
Roundtrip
found 16 hours ago
Tue, Oct 21 - Tue, Oct 28
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$367 Roundtrip, found 19 hours ago
$367
Roundtrip
found 19 hours ago