Milford Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Milford Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel AKA Boston Common
Downtown Boston
$1,080
per person
Oct 29 - Nov 3
found 1 day 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 Boston Common and Faneuil Hall Marketplace are located nearby.
Boston Harbor Hotel
North End
$1,463
per person
Oct 29 - Nov 3
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 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
West End
$1,909
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Raffles Boston
Back Bay
$3,779
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Excellent throughout. Staff, rooms, pool, gym, restaurants all first class. Loved it and can’t wait to go back.
Reviewed on Aug 16, 2026
Arcadian Hotel
Coolidge Corner
$1,245
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
The phone number on the website is not in service. The staff were cranky and terse. We got three different answers from three different people about the early check in rules. The bottom of the shower curtain was about 10 inches above the floor, so predictably, water was all over the bathroom by the end of my shower. Also, the mattress frame stuck out several inches beyond the mattress and was a shin-buster.
Reviewed on Aug 16, 2026
Fairmont Copley Plaza, Boston
Back Bay
$1,253
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Beautiful hotel and ambience. Staff friendly and eager to assist. Food at restaurant was very good.
Reviewed on Aug 16, 2026
Top Hotel Deals
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
Book a stay at this business-friendly hotel in Milford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Holiday Inn Express Boston - Milford by IHG
50 Fortune Blvd Milford MA
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Spark by Hilton Milford Boston
3 Fortune Boulevard Milford MA
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Vietnam Mountain Biking Trail ...
DoubleTree by Hilton Boston - Milford
11 Beaver Street Milford MA
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Vietnam ...
Sonesta Select Boston Foxborough Mansfield
35 Foxborough Boulevard Foxborough MA
Book a stay at this business-friendly hotel in Foxborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Sheraton Boston Needham Hotel
100 Cabot St Needham MA
Book a stay at this business-friendly hotel in Needham. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful ...
Hampton Inn & Suites Boston/Waltham
135 2nd Ave Waltham MA
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express & Suites Norwood-Boston Area by IHG
225 Norwood Park S Norwood MA
Book a stay at this business-friendly hotel in Norwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Red Roof Inn PLUS+ Boston - Mansfield/ Foxboro
60 Forbes Blvd Mansfield MA
Book a stay at this business-friendly hotel in Mansfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
Boston Marriott Newton
2345 Commonwealth Avenue Newton MA
Book a stay at this business-friendly hotel in Newton. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff and ...
Bally's Twin River Lincoln Casino & Hotel
100 Twin River Rd Lincoln RI
Stay at this hotel in Lincoln. Enjoy free WiFi, free valet parking, and 17 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
All Seasons Inn & Suites Smithfield Providence
355 George Washington Hwy Smithfield RI
Book a stay at this business-friendly hotel in Smithfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bally's Lincoln and Blackstone ...
La Quinta Inn by Wyndham Auburn Worcester
446 Southbridge St Auburn MA
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 ...
Hampton Inn & Suites Providence/Smithfield
945 Douglas Pike Smithfield RI
Book a stay at this business-friendly hotel in Smithfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Verve Hotel Boston Natick, Tapestry Collection by Hilton
1360 Worcester St Natick MA
Book a stay at this business-friendly hotel in Natick. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
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.
Mon, Sep 14 - Thu, Sep 17
LAX
Los Angeles Intl.
BOS
Logan Intl.
$218
Roundtrip
found 1 hour ago
Tue, Sep 1 - Tue, Sep 15
LAX
Los Angeles Intl.
BOS
Logan Intl.
$265
Roundtrip
found 2 days ago
Wed, Sep 23 - Thu, Oct 22
PDX
Portland Intl.
BOS
Logan Intl.
$279
Roundtrip
found 4 days ago
Sat, Sep 12 - Wed, Sep 16
LAX
Los Angeles Intl.
BOS
Logan Intl.
$287
Roundtrip
found 1 hour ago
Sat, Sep 12 - Sun, Sep 13
LAX
Los Angeles Intl.
BOS
Logan Intl.
$287
Roundtrip
found 1 hour ago
Best points of interest in Milford
- The Tasting Room - An Italian Wine Shop Vacations
- Gillette Stadium Vacations
- Xfinity Center Vacations
- Wrentham Village Premium Outlets Vacations
- Patriot Place Vacations
- DCU Center Vacations
- Bally's Lincoln Vacations
- New England Sports Center Vacations
- The Patriots Hall of Fame Vacations
- College of the Holy Cross Vacations
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations
More Types of Hotels
- Family Hotels in Milford
- Hotels with WiFi in Milford
- Hotel with wifi in Milford
- Hotels with Air Conditioning in Milford
- Smoke Free Hotels in Milford
- Hotels with a Pool in Milford
- Hotels with Complimentary Breakfast in Milford
- Hotels with an Indoor Pool in Milford
- Hotels with Bars in Milford
- Cheap Hotels in Milford
- Hotels with Hot Tubs in Milford
- Resorts & Hotels with Spas in Milford
- Pet-friendly Hotels in Milford
- Hotels with Balconies in Milford
- Hotels with Early Check-in in Milford
- Luxury Hotels in Milford