Sunset Park Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Sunset Park Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Cambria Hotel Boston Downtown - Seaport
South Boston
Save 100% on your flight
Price was $1,285, price is now $910 per person
$910
per person
Jun 4 - Jun 9
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,860, price is now $1,771 per person
$1,771
per person
Jun 5 - Jun 9
found 15 hours ago
Roundtrip flight included
Chicago (ORD) 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 Harbor are located nearby.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $5,773, price is now $3,994 per person
$3,994
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Atlas Hotel
Allston
Save 100% on your flight
Price was $1,386, price is now $966 per person
$966
per person
Jun 24 - Jun 28
found 19 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Popular attractions Harvard Square and Fenway Park are located nearby.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,389, price is now $969 per person
$969
per person
Jun 5 - Jun 9
found 19 hours ago
Roundtrip flight included
Chicago (ORD) 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 Boston Common are located nearby.
The Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was $1,450, price is now $1,039 per person
$1,039
per person
Jun 5 - Jun 9
found 19 hours ago
Roundtrip flight included
Chicago (ORD) 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 New England Aquarium are located nearby.
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Quality Inn & Suites South Portland
738 Main Street South Portland ME
0.56 km from Sunset Park
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Portland Harbor Hotel
468 Fore Street Portland ME
6.28 km from Sunset Park
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
7.11 km from Sunset Park
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
HomeAwhile
205 Southborough Drive Scarborough ME
2.59 km from Sunset Park
Stay at this aparthotel in Scarborough. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Maine Mall and Thompson's Point are located ...
Portland Regency Hotel & Spa
20 Milk Street Portland ME
6.56 km from Sunset Park
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
5.83 km from Sunset Park
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hyatt Place Portland Downtown - Old Port Square
433 Fore St Portland ME
6.35 km from Sunset Park
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
Inn at St John Portland In-Town
939 Congress St Portland ME
4.85 km from Sunset Park
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Embassy Suites by Hilton Portland Maine
1050 Westbrook Street Portland ME
3.64 km from Sunset Park
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
The Westin Portland Harborview
157 High St Portland ME
5.71 km from Sunset Park
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hampton Inn Portland Downtown - Waterfront
209 Fore St Portland ME
6.84 km from Sunset Park
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Canopy by Hilton Portland Waterfront
9 Center Street Portland ME
6.15 km from Sunset Park
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Aloft Portland Downtown Waterfront ME
379 Commercial Street Portland ME
5.86 km from Sunset Park
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
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, Jun 2 - Thu, Jun 11
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 5 hours ago
$157
Roundtrip
found 5 hours ago
Sat, Jun 6 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Tue, Jun 2 - Thu, Jun 11
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 5 hours ago
$157
Roundtrip
found 5 hours ago
Tue, May 12 - Tue, May 19
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 14 hours ago
$218
Roundtrip
found 14 hours ago
Fri, Jun 12 - Mon, Jun 15
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$257 Roundtrip, found 3 days ago
$257
Roundtrip
found 3 days ago