Dudley Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Dudley Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Price was $842, price is now $738 per person
$738
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Boston (BOS)
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 staff in our reviews. Popular attractions Maine Mall and Nonesuch River Golf Club are located nearby.
Comfort Inn & Suites Scarborough - Portland
Price was $940, price is now $761 per person
$761
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Boston (BOS)
Book a stay at this business-friendly hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Big 20 Bowling Center and Nonesuch River Golf Club are located nearby.
DoubleTree by Hilton Hotel Portland
Price was $1,044, price is now $895 per person
$895
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Boston (BOS)
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. Popular attractions Maine Mall and Nonesuch River Golf Club are located nearby.
Best Western Merry Manor Inn
Highland
Price was $983, price is now $859 per person
$859
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Boston (BOS)
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 in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
Tru by Hilton Portland Airport Area
Price was $935, price is now $818 per person
$818
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Boston (BOS)
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. Popular attractions Maine Mall and Nonesuch River Golf Club are located nearby.
TownePlace Suites by Marriott Portland Airport ME
Price was $947, price is now $848 per person
$848
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Boston (BOS)
Stay at this hotel in South Portland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Maine Mall and Tate House Museum are located nearby.
Top Hotel Deals
Wellsworth Hotel
14 Mechanic St Southbridge MA
7.87 km from city center
Book a stay at this business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Hilton Garden Inn Worcester
35 Major Taylor Boulevard Worcester MA
26.04 km from city center
Book a stay at this business-friendly hotel in Worcester. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131) Sturbridge MA
13.26 km from city center
Book a stay at this spa resort in Sturbridge. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean ...
Comfort Inn Auburn - Worcester
426 Southbridge St Auburn MA
18 km from city center
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
AC Hotel by Marriott Worcester
125 Front St Worcester MA
25.52 km from city center
Book a stay at this business-friendly hotel in Worcester. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Hampton Inn Auburn
736 Southbridge St Auburn MA
15.62 km from city center
Stay at this hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Hampton Inn & Suites Worcester
65 Prescott St Worcester MA
26.81 km from city center
Book a stay at this business-friendly hotel in Worcester. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
La Quinta Inn by Wyndham Auburn Worcester
446 Southbridge St Auburn MA
17.78 km from city center
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express Hotel & Suites Auburn by IHG
10-12 Johnson St Auburn MA
16.86 km from city center
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
La Quinta Inn & Suites by Wyndham Sturbridge
478 Main St Fiskdale MA
15.55 km from city center
Book a stay at this business-friendly hotel in Fiskdale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Homewood Suites By Hilton Worcester
1 Washington Sq Worcester MA
25.76 km from city center
Book a stay at this business-friendly hotel in Worcester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn Sturbridge
328 Main St Sturbridge MA
13.7 km from city center
Stay at this hotel in Sturbridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Courtyard by Marriott Worcester
72 Grove Street Worcester MA
26.71 km from city center
Book a stay at this business-friendly hotel in Worcester. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
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.
Wed, Jan 7 - Sun, Jan 18
LAX
Los Angeles Intl.
BOS
Logan Intl.
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Wed, Jan 7 - Sat, Jan 10
LAX
Los Angeles Intl.
BOS
Logan Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Wed, Jul 15 - Wed, Jul 22
PDX
Portland Intl.
BOS
Logan Intl.
$208 Roundtrip, found 3 days ago
$208
Roundtrip
found 3 days ago
Tue, Jan 27 - Wed, Feb 11
LAX
Los Angeles Intl.
BOS
Logan Intl.
$213 Roundtrip, found 3 days ago
$213
Roundtrip
found 3 days ago
Wed, Jul 15 - Wed, Jul 22
PDX
Portland Intl.
BOS
Logan Intl.
$259 Roundtrip, found 3 days ago
$259
Roundtrip
found 3 days ago