Pittsfield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pittsfield Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Bostonian Boston
Government Center
Price was $683, price is now $500 per person
$500
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,327, price is now $930 per person
$930
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
The Colonnade Hotel Back Bay
Back Bay
Save 100% on your flight
Price was $1,024, price is now $791 per person
$791
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Stay at this 4-star luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
citizenM Boston North Station
West End
Price was $744, price is now $576 per person
$576
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
Hotel AKA Back Bay
Back Bay
Price was $887, price is now $690 per person
$690
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Hotel Commonwealth
Fenway–Kenmore
Price was $698, price is now $560 per person
$560
per person
Dec 10 - Dec 14
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
Top Hotel Deals
The Centennial
96 Pleasant St, Concord, NH
21.25 km from city center
Stay at this 4-star business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
Winnisquam Lake Inn
788 Laconia Rd, Tilton, NH
26.32 km from city center
Stay at this 3-star hotel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hampton Inn by Hilton Concord/Bow
515 South St, Bow, NH
22.7 km from city center
Book a stay at this business-friendly hotel in Bow. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Microtel Inn & Suites by Wyndham Dover
31 Webb Pl, Dover, NH
36.49 km from city center
Book a stay at this business-friendly hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Best Western Plus Landmark Inn
480 Main Street, Laconia, NH
27.1 km from city center
Book a stay at this business-friendly hotel in Laconia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Naswa Resort
1086 Weirs Blvd, Laconia, NH
34.25 km from city center
Stay at this 3-star beach resort in Laconia. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Steele Hill Resorts
516 Steele Hill Road, Sanbornton, NH
33.99 km from city center
Stay at this 3-star spa hotel in Sanbornton. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the property condition ...
Fairfield Inn & Suites by Marriott Hooksett
8 Bell Ave, Hooksett, NH
32.14 km from city center
Book a stay at this business-friendly hotel in Hooksett. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn Concord
71 Hall St, Concord, NH
20.77 km from city center
Book a stay at this business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Super 8 by Wyndham Tilton/Lake Winnipesaukee
7 Tilton Rd, Tilton, NH
25.65 km from city center
Book a stay at this business-friendly motel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express Hotel & Suites Rochester by IHG
77 Farmington Rd, Rochester, NH
25.96 km from city center
Book a stay at this business-friendly hotel in Rochester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn Loudon-Concord
2 Staniels Road, Loudon, NH
12.57 km from city center
Book a stay at this business-friendly hotel in Loudon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
TownePlace Suites by Marriott Gilford
14 Sawmill Road, Gilford, NH
26.8 km from city center
Stay at this 3-star spa hotel in Gilford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
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.
Wed, Dec 17 - Thu, Jan 1
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$212 Roundtrip, found 6 days ago
$212
Roundtrip
found 6 days ago
Tue, Dec 16 - Fri, Jan 2
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$263 Roundtrip, found 6 days ago
$263
Roundtrip
found 6 days ago
Sat, Dec 13 - Wed, Dec 31
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$305 Roundtrip, found 6 days ago
$305
Roundtrip
found 6 days ago
Sat, Nov 29 - Sat, Dec 13
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$414 Roundtrip, found 5 days ago
$414
Roundtrip
found 5 days ago