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

Hilton Boston/Woburn
Save 100% on your flight
Price was $732, price is now $490 per person
$490
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star business-friendly hotel in Woburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attraction Burlington Mall is located nearby.

The Newbury Boston
Back Bay
Price was $2,692, price is now $1,438 per person
$1,438
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and Copley Square are located nearby.

DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Save 100% on your flight
Price was $1,202, price is now $694 per person
$694
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
Price was $2,219, price is now $1,430 per person
$1,430
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.

Raffles Boston
Back Bay
Save 100% on your flight
Price was $3,150, price is now $2,089 per person
$2,089
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 5-star 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.

Maverick Suites at 402 Columbus Ave
South End
Save 100% on your flight
Price was $1,109, price is now $755 per person
$755
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and satellite TV channels. Popular attractions Copley Square and Boston Common are located nearby.
Top Hotel Deals

Hampton Inn Fall River/Westport
53 Old Bedford Rd, Westport, MA
12.64 km from city center
Stay at this hotel in Westport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

The Newport Harbor Hotel & Marina
49 America's Cup Ave, Newport, RI
22.13 km from city center
Stay at this 3-star business-friendly hotel in Newport. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the convenient ...

Omni Providence Hotel
1 W Exchange St, Providence, RI
40.07 km from city center
Book a stay at this business-friendly hotel in Providence. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff ...

Atlantic Beach Hotel Newport
28 Aquidneck Ave, Middletown, RI
19.69 km from city center
Stay at this 3.5-star beach hotel in Middletown. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the restaurant ...

The Pell - Part of JdV by Hyatt
425 E Main Rd, Middletown, RI
18.51 km from city center
Stay at this 4-star business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...

Best Western Providence Warwick Airport Inn
2138 Post Rd, Warwick, RI
34.88 km from city center
Book a stay at this business-friendly hotel in Warwick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Howard Johnson by Wyndham Middletown Newport Area
351 W Main Rd, Middletown, RI
19.78 km from city center
Book a stay at this family-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

Ramada by Wyndham Seekonk Providence Area
213 Taunton Ave, Seekonk, MA
35.83 km from city center
Stay at this 3-star business-friendly hotel in Seekonk. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the clean rooms in our ...

The Loom Hotel, Tapestry Collection by Hilton
400 Knight St, Warwick, RI
37.41 km from city center
Stay at this 4-star boutique hotel in Warwick. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean ...

Hampton Inn & Suites Providence/Warwick-Airport
2100 Post Rd, Warwick, RI
34.96 km from city center
Stay at this 3.5-star business-friendly hotel in Warwick. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Roger Williams Park Zoo and ...

Newport Harbor Island Resort
1 Goat Island, Newport, RI
22.87 km from city center
Stay at this 4-star spa hotel in Newport. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...

La Casa Inn & Suites - Middleboro
30 East Clark Street, Middleborough, MA
37.21 km from city center
Book a stay at this business-friendly hotel in Middleborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...

Sonesta ES Suites Providence - Airport
500 Kilvert Street, Warwick, RI
36.23 km from city center
Stay at this 3-star business-friendly hotel in Warwick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise 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
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.

Fri, Oct 31 - Wed, Nov 12
LAX
Los Angeles Intl.
BOS
Logan Intl.
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago

Tue, Oct 28 - Thu, Oct 30
LAX
Los Angeles Intl.
BOS
Logan Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago

Thu, Oct 30 - Sun, Nov 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago

Fri, Oct 31 - Wed, Nov 12
LAX
Los Angeles Intl.
BOS
Logan Intl.
$222 Roundtrip, found 5 days ago
$222
Roundtrip
found 5 days ago

Fri, Oct 31 - Wed, Nov 5
LAX
Los Angeles Intl.
BOS
Logan Intl.
$249 Roundtrip, found 4 days ago
$249
Roundtrip
found 4 days ago