Downtown Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Downtown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay
Back Bay
Save 100% on your flight
Price was $1,329, price is now $832 per person
$832
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,658, price is now $1,696 per person
$1,696
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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 Boston Common are located nearby.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,453, price is now $1,007 per person
$1,007
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,279, price is now $893 per person
$893
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,690, price is now $1,179 per person
$1,179
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Stay at this 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 Newbury Boston
Back Bay
Save 100% on your flight
Price was $1,867, price is now $1,318 per person
$1,318
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Top Hotel Deals
Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
0.19 km from Downtown
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
0.23 km from Downtown
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Residence Inn by Marriott Portsmouth Downtown/ Waterfront
100 Deer Street Portsmouth NH
0.3 km from Downtown
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Homewood Suites By Hilton Portsmouth Downtown
165 Deer Street Portsmouth NH
0.4 km from Downtown
Stay at this hotel in Portsmouth. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Popular attractions John Paul Jones House Museum ...
The Hotel Portsmouth
40 Court St. Portsmouth NH
0.3 km from Downtown
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sheraton Portsmouth Harborside Hotel
250 Market St Portsmouth NH
0.36 km from Downtown
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
The Bow Hotel
121 Bow Street Portsmouth NH
0.39 km from Downtown
Stay at this hotel in Portsmouth. Enjoy free WiFi, concierge services, and bicycle rentals on site. Our guests praise the helpful staff in our reviews. Popular ...
Hotel Thaxter
15 Middle Street Portsmouth NH
0.2 km from Downtown
Stay at this hotel in Portsmouth. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the helpful staff and the property condition in our ...
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
14.33 km from Downtown
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Ashworth by the Sea
295 Ocean Blvd Hampton NH
18.61 km from Downtown
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
Cliff House Maine
591 Shore Road Cape Neddick ME
21.74 km from Downtown
Book a stay at this luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property ...
Holiday Inn Express Wells-Ogunquit-Kennebunk by IHG
28 Mile Road Wells ME
29.01 km from Downtown
Book a stay at this business-friendly hotel in Wells. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express Hotel & Suites Seabrook by IHG
11 Rocks Rd Seabrook NH
21.79 km from Downtown
Stay at this hotel in Seabrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast 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.
Sat, May 9 - Wed, May 27
LAX
Los Angeles Intl.
BOS
Logan Intl.
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Tue, May 12 - Wed, May 13
LAX
Los Angeles Intl.
BOS
Logan Intl.
$205 Roundtrip, found 3 days ago
$205
Roundtrip
found 3 days ago
Mon, Jun 1 - Tue, Jun 9
PDX
Portland Intl.
BOS
Logan Intl.
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Tue, May 5 - Sat, May 16
LAX
Los Angeles Intl.
BOS
Logan Intl.
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago
Wed, Feb 25 - Wed, Mar 4
PDX
Portland Intl.
BOS
Logan Intl.
$219 Roundtrip, found 5 days ago
$219
Roundtrip
found 5 days ago