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 Westin Boston Seaport District
Seaport District
$1,084
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
The Wylie Inn and Conference Center at Endicott College
$1,162
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Houston (IAH) 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 Common and Salem Witch Museum are located nearby.
Stayed on the 3rd floor. The walls were thin. Keurig coffee on that floor not good. But the coffee in the Lobby was a lot better. Free WiFi but very slow, especially in the evenings. But the room was very clean and water pressure was decent
Reviewed on Aug 26, 2026
Omni Parker House
Downtown Boston
$1,421
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Common are located nearby.
Great historical hotel near Boston Common.
Attentive staff
Reviewed on Aug 27, 2026
Omni Boston Hotel at the Seaport
Seaport District
$1,227
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Hotel AKA Back Bay
Back Bay
$2,053
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
Book a stay at this 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.
Wyndham Boston Beacon Hill
West End
$1,693
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Excellent location and excellent staff
Reviewed on Aug 27, 2026
Top Hotel Deals
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 ...
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 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 ...
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.
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 ...
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 ...
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 ...
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 ...
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 ...
DoubleTree by Hilton Downtown Concord
172 N Main St Concord NH
Book a stay at this business-friendly hotel in Concord. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
The Wolfeboro Inn
90 N Main St Wolfeboro NH
Book a stay at this beach hotel in Wolfeboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
Homewood Suites by Hilton Dover
21 Members Way Dover NH
Stay at this hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Dover ...
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 ...
Holiday Inn Express & Suites Rochester by IHG
77 Farmington Rd Rochester NH
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 ...
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, Nov 5 - Sun, Nov 8
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$122
Roundtrip
found 2 days ago
Thu, Nov 5 - Tue, Nov 10
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$267
Roundtrip
found 14 hours ago
Thu, Nov 5 - Tue, Nov 10
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$277
Roundtrip
found 14 hours ago
Thu, Nov 5 - Tue, Nov 10
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$277
Roundtrip
found 14 hours ago
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