
Alfred Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Alfred Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Embassy Suites by Hilton Boston Waltham
Save 100% on your flight
per person
Jun 6 - Jun 10
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lexington Battle Green and Walden Pond are located nearby.


Hotel AKA Back Bay
Back Bay
Save 100% on your flight
per person
Jun 6 - Jun 10
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Omni Boston Hotel at the Seaport
Seaport District
Save 100% on your flight
per person
Jun 6 - Jun 10
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

The Dagny Boston
Downtown Boston
Save 100% on your flight
per person
Jun 6 - Jun 10
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.

citizenM Boston North Station
West End
Save 100% on your flight
per person
Jun 6 - Jun 10
found 6 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Top Hotel Deals

La Quinta Inn & Suites by Wyndham Portland
340 Park Ave, Portland, ME
40.27 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...

Inn at St John Portland In-Town
939 Congress St, Portland, ME
40.36 km from city center
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 ...

Clarion Hotel Portland
1230 Congress St, Portland, ME
39.77 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd, South Portland, ME
35.21 km from city center
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...

Tru by Hilton Portland Airport Area
369 Maine Mall Road, South Portland, ME
35.19 km from city center
Stay at this hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...

Embassy Suites by Hilton Portland Maine
1050 Westbrook Street, Portland, ME
37.99 km from city center
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 ...

Comfort Inn Airport
90 Maine Mall Rd, South Portland, ME
36.02 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...

Anchorage Inn and Resort
265 Long Beach Avenue, York Beach, ME
36.12 km from city center
Stay at this 3-star 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. ...

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
80 John Roberts Rd., South Portland, ME
35.53 km from city center
Stay at this 3.5-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Ramada Plaza by Wyndham Portland
155 Riverside St, Portland, ME
38.67 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...

Cliff House Maine
591 Shore Road, Cape Neddick, ME
30.53 km from city center
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the ...

Terrace by the Sea
23 Wharf Ln, Ogunquit, ME
27.12 km from city center
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Best Western Merry Manor Inn
700 Main St, South Portland, ME
36.65 km from city center
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 pool ...
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.

Thu, May 29 - Wed, Jun 4
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$153 Roundtrip, found 5 days ago
$153
Roundtrip
found 5 days ago

Sat, May 10 - Mon, May 19
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$158 Roundtrip, found 19 hours ago
$158
Roundtrip
found 19 hours ago

Fri, May 16 - Sat, May 24
TTN
Mercer
PWM
Portland Intl. Jetport
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago

Sat, Jun 28 - Sat, Jul 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago
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