Search Deals onDowntown Vacation Packages
Downtown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
InnSeason Resorts Surfside
Save 100% on your flight
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star beach hotel in East Falmouth. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Woods Hole Ferry Terminal and Menauhant Beach are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Charleston (CHS) to Boston (BOS)
Stay at this 5-star 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.
By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3.5-star beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road Beach are located nearby.
Parker Beach Lodge
Bass River
Save 100% on your flight
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star hotel in South Yarmouth. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hyannis Harbor and Thachers Beach are located nearby.
Sesuit Harbor House
Save 100% on your flight
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star hotel in Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Mayflower Beach and Scargo Tower are located nearby.
The Arcadian Hotel
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Charleston (CHS) to Boston (BOS)
Stay at this 3.5-star hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
YOTEL Boston
Seaport District
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Charleston (CHS) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
citizenM Boston North Station
West End
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Charleston (CHS) 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.
3-4 Night Vacations in Downtown
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Downtown
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl, Portsmouth, NH
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
The Hotel Portsmouth
40 Court St., Portsmouth, NH
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Portsmouth Downtown
100 High St, Portsmouth, NH
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Save an average of 15% on thousands of hotels when you're signed in
Residence Inn by Marriott Portsmouth Downtown/ Waterfront
100 Deer Street, Portsmouth, NH
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Ashworth by the Sea
295 Ocean Blvd, Hampton, NH
Stay at this 3-star beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the bar and the helpful staff in our ...
Ogunquit - The Milestone
687 Main Street, Ogunquit, ME
Book a stay at this business-friendly motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in ...
Sea Latch Inn
277 Long Beach Avenue, Rte. 1A, York Beach, ME
Book a stay at this beach motel in York Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
Meadowmere Resort
74 Main Street, Ogunquit, ME
Book a stay at this spa hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Aug 26 - Sun, Aug 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$182 Roundtrip, found 13 hours ago
$182
Roundtrip
found 13 hours ago
Tue, Sep 16 - Tue, Sep 30
PDX
Portland Intl.
BOS
Logan Intl.
$221 Roundtrip, found 13 hours ago
$221
Roundtrip
found 13 hours ago
Fri, Oct 24 - Sat, Oct 25
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$306 Roundtrip, found 6 days ago
$306
Roundtrip
found 6 days ago
Thu, Aug 14 - Tue, Aug 19
PDX
Portland Intl.
MHT
Manchester-Boston Regional
$837 Roundtrip, found 2 days ago
$837
Roundtrip
found 2 days ago
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