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.
Sunbird ANNEX Resort
Price was $923, price is now $689 per person
$689
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
Hotel Ivy Boston Common
Bay Village
Save 100% on your flight
Price was $1,453, price is now $928 per person
$928
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Save 100% on your flight
Price was $5,630, price is now $3,596 per person
$3,596
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this beach guesthouse in East Wareham. Enjoy free WiFi, a private beach, and free bicycles on site. Popular attractions Onset Bay Center - Buzzards Bay Coalition and Onset Beach are located nearby.
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $2,172, price is now $1,558 per person
$1,558
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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 New England Aquarium are located nearby.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,467, price is now $1,079 per person
$1,079
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Chatham Tides
Save 100% on your flight
Price was $2,205, price is now $1,636 per person
$1,636
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red River Beach and Forest Beach 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 ...
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 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 ...
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 free breakfast, a fitness center, and valet parking (surcharge). Popular attractions Market Square and Water Country ...
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 ...
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 ...
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. ...
Cliff House Maine
591 Shore Road Cape Neddick ME
21.64 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 ...
Hampton House Hotel
333 Ocean Blvd. Hampton NH
18.5 km from Downtown
Book a stay at this beach hotel in Hampton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
Surf House
46 Ashworth Ave Hampton NH
18.94 km from Downtown
Stay at this hotel in Hampton. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Anchorage by the Sea
125 Shore Road Ogunquit ME
22.88 km from Downtown
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property ...
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.
Tue, Sep 8 - Tue, Sep 15
PDX
Portland Intl.
BOS
Logan Intl.
$227 Roundtrip, found 21 hours ago
$227
Roundtrip
found 21 hours ago
Fri, May 29 - Tue, Jun 2
PDX
Portland Intl.
BOS
Logan Intl.
$237 Roundtrip, found 1 hour ago
$237
Roundtrip
found 1 hour ago
Fri, May 29 - Tue, Jun 2
PDX
Portland Intl.
BOS
Logan Intl.
$237 Roundtrip, found 1 hour ago
$237
Roundtrip
found 1 hour ago
Wed, Sep 23 - Tue, Sep 29
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 7 hours ago
$237
Roundtrip
found 7 hours ago
Mon, Sep 21 - Wed, Sep 30
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 7 hours ago
$237
Roundtrip
found 7 hours ago