Search Deals onPittsfield Vacation Packages
Pittsfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ginkgo House on Harvard
Save 100% on your flight
per person
May 16 - May 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
Stay at this 3-star inn in Cambridge. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Popular attractions Harvard Square and Fenway Park are located nearby.
Beacon Hill Hotel
Save 100% on your flight
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Staypineapple, A Delightful Hotel, South End
Save 100% on your flight
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Boston (BOS)
Stay at this 3-star boutique hotel in Boston. Enjoy free bicycles on site, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Dagny Boston
Save 100% on your flight
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Boston (BOS)
Stay at this 4-star luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Fairmont Copley Plaza, Boston
Save 100% on your flight
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
citizenM Boston North Station
Save 100% on your flight
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip flight included
Richmond (RIC) 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.
Aloft by Marriott, Boston Seaport District
per person
May 28 - Jun 1
found 16 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
The Royal Sonesta Boston
Save 100% on your flight
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Boston (BOS)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Pittsfield Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Pittsfield 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.
Wed, Jun 11 - Sat, Jun 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Wed, May 7 - Wed, May 21
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Wed, May 21 - Wed, May 28
CLT
Charlotte-Douglas Intl.
MHT
Manchester-Boston Regional
$145 Roundtrip, found 1 hour ago
$145
Roundtrip
found 1 hour ago
Tue, Jun 17 - Tue, Jun 24
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$224 Roundtrip, found 18 hours ago
$224
Roundtrip
found 18 hours ago
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