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.
enVision Hotel Boston Everett
$708
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Book a stay at this business-friendly hotel in Everett. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
The room was very cute. There was some hair around the room but other than that not bad for a 1 night stay. The staff was lovely.
Reviewed on Aug 9, 2026
Boston Harbor Hotel
North End
$2,089
per person
Sep 30 - Oct 4
found 21 hours ago
Roundtrip non-stop flight included
Lancaster (LNS) to Boston (BOS)
Book a stay at this 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.
Eurostars The Boxer
West End
$1,071
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
Great location a lot of money for what you get safe area shower not the best
Reviewed on Aug 10, 2026
Fairmont Copley Plaza, Boston
Back Bay
$1,186
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Best location, centrally located!
Reviewed on Aug 10, 2026
The Godfrey Hotel Boston
Downtown Boston
$1,232
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 and service.
Everything is walking distance.
Reviewed on Aug 10, 2026
Omni Parker House
Downtown Boston
$1,234
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
The Parker House has always been one of our faves. This time, however I chose a queen bed room because it was just my husband and I and we were not going to be in the room much.
Just because we had a queen bed, I did not think the bathroom was going to be TINY and ridiculously difficult to wash and use the toilet. This room was clearly meant for the hotel to just get an extra buck from an unsuspecting couple.
The price we paid was outrageous compared to the amenities in it. Not even a long mirror.
If you offer this to the market again, the price should be greatly reduced!!!
Reviewed on Aug 10, 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.
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 Lake Winnisquam and Silver Lake are located ...
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 ...
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 ...
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 ...
The Governor's Inn
78 Wakefield Street Rochester NH
Stay at this inn in Rochester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
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.
$132
Roundtrip
found 4 days ago
Tue, Oct 20 - Mon, Oct 26
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$335
Roundtrip
found 4 days ago
Tue, Oct 20 - Mon, Oct 26
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$335
Roundtrip
found 4 days ago
Tue, Oct 20 - Mon, Oct 26
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$396
Roundtrip
found 4 days ago
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