Deals on vacations and trips to Middlesex County

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Modest gravestone of Jack Kerouac ❤️

Lowell

Vacations
Lowell

Middlesex County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
Price was $597, price is now $336 per person
$336
per person
Feb 25 - Mar 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,406, price is now $501 per person
$501
per person
Feb 10 - Feb 15
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,170, price is now $1,052 per person
$1,052
per person
Feb 25 - Mar 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was $1,482, price is now $766 per person
$766
per person
Feb 25 - Mar 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.
The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $771, price is now $450 per person
$450
per person
Feb 25 - Mar 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This luxury hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate kid-friendly dining and in-room childcare. WiFi in public areas is free.

Top Middlesex County hotels deals

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Free Cancellation
Reserve now, pay when you stay
$218 nightly
The price is $244 total per night
$244 total
Dec 17 - Dec 18
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.
Spa
Parking included
The Charles Hotel

The Charles Hotel

4 out of 5
One Bennett Street Cambridge MA
Free Cancellation
Reserve now, pay when you stay
$330 nightly
The price is $383 total per night
$383 total
Dec 23 - Dec 24
Total with taxes and fees
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.
Spa
Pet friendly
La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
23 Cummings St Somerville MA
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $85 total per night
$85 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and a free airport shuttle. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and dry cleaning are also provided.
Breakfast included
Free airport shuttle
Courtyard by Marriott Boston-Cambridge

Courtyard by Marriott Boston-Cambridge

3.5 out of 5
777 Memorial Dr Cambridge MA
Free Cancellation
Reserve now, pay when you stay
$117 nightly
The price is $135 total per night
$135 total
Dec 15 - Dec 16
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Free WiFi
Restaurant
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $160 total per night
$160 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

2.5 out of 5
25 Bond Street Watertown MA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $124 total per night
$124 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and laundry service. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Pet friendly
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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.

Photos of local treasures

Browse Middlesex County vacation photos for more inspiration

Boston Museum of Fine Arts which includes interior views as well as a small group of people
Massachusetts featuring street scenes, a city and signage
Massachusetts featuring food and marine life
Southeast Massachusetts as well as an individual male
Massachusetts which includes autumn leaves and cuddly or friendly animals

Frequently asked questions

How much are vacation packages to Middlesex County?
You can land a fantastic hotel and flight bundle for as low as $336. With a Travelocity vacation package, a trip to Middlesex County has never looked so good! Save both time and cash and get an early start with packing your suitcases.
Where can I get the best vacation package deals for Middlesex County?
No matter your travel style, Travelocity can help you score the best Middlesex County package deal. The only thing you need to do is mix and match from our 400 airlines and 1,000,000 worldwide properties.
Why should I purchase my Middlesex County vacation bundle with Travelocity?
We've got destinations to suit every kind of globetrotter, first-rate service and support available 24/7. And to top it off, we'll match any cheaper price you discover with our Price Match Guarantee.
Can I save on my Middlesex County car rental if I bundle it with hotels and flights?
You can with our Middlesex County vacation packages. With one of these, there are lots of ways to stretch your vacation budget further. Combine any two or more car, hotel, flight and tour bookings and watch the savings start to add up. With your own ride, all the landmarks in and around Middlesex County are a memorable road trip away.
Which airport is best for Middlesex County?
Logan Intl. Airport (BOS) is where many travelers choose to touch down. Depending on your Middlesex County itinerary, T.F. Green Airport (PVD) and Manchester-Boston Regional Airport (MHT) are also worth considering.
What is there to do in Middlesex County?
You'll be happy to know Middlesex County is brimming with incredible photo-ops, however Apex Entertainment Center and Hopkinton State Park are right up there with the very best.

Where to stay in Middlesex County: Best areas for travelers

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