Davis Square Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Davis Square vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
The Cove at Yarmouth by Westgate Resorts
9.2/10 Wonderful! (254 reviews)
May 29 - Jun 3
5 night stay
Chicago (ORD) to Boston (BOS)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $979, price is now $592 per person
$592
per person
found 1 day ago
Nice property conveniently located, clean and with several pools and pickleball which we love! Drawbacks were the lack of elevators for hauling all of our luggage and supplies upstairs. Our unit also had a long steep staircase up to the primary (only) bedroom. People with mobility issues could struggle in this unit. There were bathrooms on both levels, which was nice. The unit has an efficiency kitchen for light meals/snacks and a small refrigerator. There is no laundry inside the unit but laundry is available in a public space. We enjoyed The Cove and the area.
Reviewed on Jun 5, 2025
5.0-star property
Boston Harbor Hotel
North End
9.8/10 Exceptional! (1,001 reviews)
May 14 - May 17
3 night stay
Chicago (CHI) to Boston (BOS)
Delta • Coach
Boston (BOS) to Chicago (CHI)
Frontier Airlines • Coach
Save 100% on your flight
Price was $2,393, price is now $1,432 per person
$1,432
per person
found 1 day ago
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.
Reviewed on Mar 24, 2024
5.0-star property
The Langham, Boston
Downtown Boston
9.6/10 Exceptional! (1,004 reviews)
Jun 16 - Jun 19
3 night stay
Chicago (CHI) to Boston (BOS)
United • Roundtrip • Coach
Save 100% on your flight
Price was $2,678, price is now $1,625 per person
$1,625
per person
found 9 hours ago
No complaints , everything . I would go back again and again.
Reviewed on Jan 12, 2026
4.0-star property
DoubleTree by Hilton Boston North Shore
8.2/10 Very Good! (2,398 reviews)
May 27 - Jun 3
7 night stay
Chicago (CHI) to Boston (BOS)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,743, price is now $1,111 per person
$1,111
per person
found 2 hours ago
Beautiful hotel and loved my stay the only problem is the parking is a bit inconvenient
Reviewed on Dec 2, 2025
3.5-star property
The Revolution Hotel
South End
9/10 Wonderful! (2,535 reviews)
May 14 - May 17
3 night stay
Chicago (CHI) to Boston (BOS)
Delta • Coach
Boston (BOS) to Chicago (CHI)
Frontier Airlines • Coach
Save 100% on your flight
Price was $881, price is now $610 per person
$610
per person
found 1 day ago
Super clean bathrooms awesome staff
Reviewed on Jan 19, 2026
Top rated hotels for your Davis Square vacation package
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
5.26 mi from Davis Square
The price is $198 total per night
$198 total
per night
Apr 5 - Apr 6
At Omni Boston Hotel at the Seaport, guests enjoy a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is offered for USD 65 per night. The front desk is staffed 24/7 to help with concierge services, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include free WiFi in public areas, a hot tub, and a business center.
Pool
Hot Tub
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Free Cancellation
Reserve now, pay when you stay
4.07 mi from Davis Square
The price is $212 total per night
$212 total
per night
Apr 5 - Apr 6
Guests of Hilton Boston Park Plaza enjoy a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 70 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this luxury hotel include conference space, a 24-hour business center, and a computer station.
Pet friendly
Free WiFi
Seaport Hotel Boston
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
5.24 mi from Davis Square
The price is $168 total per night
$168 total
per night
Apr 5 - Apr 6
Guests of Seaport Hotel Boston have access to an indoor pool, a gym, and a steam room. Valet parking is available for USD 59 per night. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Pet friendly
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.