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 Revolution Hotel
South End
$607
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), 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.
Room and bathrooms clean
Reviewed on Oct 14, 2026
Battery Wharf Hotel, Boston Waterfront
North End
$711
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
The Langham, Boston
Downtown Boston
$1,148
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
Book a stay at this luxury 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 Faneuil Hall Marketplace and Boston Harbor are located nearby.
Beautiful, clean room. Just lovely all-around.
Reviewed on Oct 13, 2026
The Godfrey Hotel Boston
Downtown Boston
$675
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Great location, great coffee shop, and very clean.
Reviewed on Oct 14, 2026
The Colonnade Hotel Back Bay
Back Bay
$879
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
Book a stay at this 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.
nice place, hard parking system
Reviewed on Oct 14, 2026
Fairmont Copley Plaza, Boston
Back Bay
$845
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
We always stay at the Fairmont Copley hotel. It is luxurious. Service is top tier. Really IMs are classic old money luxury. The lobbies are stunning. And perhaps one of the most spectacular bars in America. It was our anniversary and they sent up a free bottle of champagne. Classy!
Reviewed on Oct 14, 2026
Top Hotel Deals
The Centennial
96 Pleasant St Concord NH
Book a stay at this business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
76 Mountain Rd Epsom NH
Stay at this cabin in Epsom. Enjoy free parking, patios, and climate control. Popular attractions James Park and Epsom Public Library are located nearby.
Best Western Plus Landmark Inn
480 Main Street Laconia NH
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
Book a stay at this beach resort in Laconia. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Hampton Inn by Hilton Concord/Bow
515 South St Bow NH
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 ...
Fireside Inn & Suites Gilford
17 Harris Shore Road Gilford NH
Book a stay at this business-friendly hotel in Gilford. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
Tru by Hilton Concord
South Main Street, 406 Concord NH
Stay at this hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Winnisquam Lake Inn
788 Laconia Rd Tilton NH
Stay at this hotel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
The Lake Estate on Winnisquam
725 Laconia Road Tilton NH
Book a stay at this luxury hotel in Tilton. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Silver Lake and Lochmere Golf & Country Club ...
Comfort Inn Concord South End
71 Hall St Concord NH
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 ...
Steele Hill Resorts
516 Steele Hill Road Sanbornton NH
Book a stay at this spa hotel in Sanbornton. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff in our reviews. Popular attractions ...
Super 8 by Wyndham Tilton/Lake Winnipesaukee
7 Tilton Rd Tilton NH
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 ...
Best Western Concord Inn & Suites
97 Hall St Concord NH
Stay at this hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Weirs Beach Motel and Cottages
396 Lakeside Ave Laconia NH
Stay at this motel in Laconia. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Winnipesaukee ...
Quality Inn Loudon-Concord
2 Staniels Road Loudon NH
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 ...
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.
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$183
Roundtrip
found 2 hours ago
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$188
Roundtrip
found 2 hours ago
Mon, Nov 2 - Sun, Nov 8
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$235
Roundtrip
found 3 days ago
Thu, Dec 24 - Mon, Dec 28
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$383
Roundtrip
found 5 days ago
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