Dudley Vacations

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Dudley Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
enVision Hotel Boston Everett

enVision Hotel Boston Everett

Save 100% on your flight
$708
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Book a stay at this business-friendly hotel in Everett. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
The room was very cute. There was some hair around the room but other than that not bad for a 1 night stay. The staff was lovely.

Reviewed on Aug 9, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$2,089
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Lancaster (LNS) 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 Faneuil Hall Marketplace are located nearby.
Eurostars The Boxer

Eurostars The Boxer

West End
Save 100% on your flight
$1,071
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Faneuil Hall Marketplace are located nearby.
Overall a great night

Reviewed on Aug 10, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
Save 100% on your flight
$1,186
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Best location, centrally located!

Reviewed on Aug 10, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

Downtown Boston
Save 100% on your flight
$1,232
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Faneuil Hall Marketplace are located nearby.
Great location and service. Everything is walking distance.

Reviewed on Aug 10, 2026

Omni Parker House

Omni Parker House

Downtown Boston
Save 100% on your flight
$1,234
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Common are located nearby.
Beautiful Historic property. Great location, restaurants and ambience. The staff was amazing!

Reviewed on Aug 10, 2026

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Top Hotel Deals

Publick House Historic Inn and Country Motor Lodge

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 WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Wellsworth Hotel

Wellsworth Hotel

14 Mechanic St Southbridge MA
7.84 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 ...
La Quinta Inn by Wyndham Auburn Worcester

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 ...
Spark By Hilton Northborough

Spark By Hilton Northborough

27 Belmont Street Northborough MA
33.94 km from city center
Stay at this hotel in Northborough. Enjoy free breakfast, free WiFi, and free parking. Popular attractions New England Baseball Complex and Northborough Crossing ...
Comfort Inn Auburn - Worcester

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 ...
Holiday Inn Express Hotel & Suites Auburn by IHG

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 ...
AC Hotel by Marriott Worcester

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 ...
Sturbridge Plaza Hotel

Sturbridge Plaza Hotel

400 Haynes St Sturbridge MA
14.38 km from city center
Stay at this hotel in Sturbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Old Sturbridge Village and Leadmine Pond Public Access ...
Hilton Garden Inn Worcester

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 ...
Courtyard by Marriott Worcester

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 ...
Holiday Inn Express & Suites Sturbridge by IHG

Holiday Inn Express & Suites Sturbridge by IHG

21 New Boston Road Sturbridge MA
13.99 km from city center
Book a stay at this business-friendly hotel in Sturbridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sturbridge Host Hotel & Conference Center

Sturbridge Host Hotel & Conference Center

366 Main St Sturbridge MA
14.39 km from city center
Book a stay at this beach resort in Sturbridge. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
northborough inn

northborough inn

380 SW Cutoff Northborough MA
33.09 km from city center
Stay at this hotel in Northborough. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions New England Baseball Complex and Northborough ...
Hampton Inn & Suites Worcester

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 ...
Scottish Inn Sturbridge

Scottish Inn Sturbridge

142 Main Street Sturbridge MA
11.9 km from city center
Stay at this motel in Sturbridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
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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.

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