$25 Cheap flights to Massachusetts
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Top places to visit in Massachusetts
Cheap flights to Massachusetts from $25 One Way, $49 Round Trip
$49 return flights and $25 one-way flights to Massachusetts were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MCO
Orlando
BOS
Boston
$49 Roundtrip, found 3 hours ago
$49
Roundtrip
found 3 hours ago
MCO
Orlando
BOS
Boston
$63 Roundtrip, found 16 hours ago
$63
Roundtrip
found 16 hours ago
MCO
Orlando
BDL
Hartford
$68 Roundtrip, just found
$68
Roundtrip
just found
MCO
Orlando
PSM
Portsmouth
$88 Roundtrip, found 5 hours ago
$88
Roundtrip
found 5 hours ago
MCO
Orlando
PVD
Providence
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
TPA
Tampa
PVD
Providence
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
MCO
Orlando
MHT
Manchester
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAX | Boston | November 22 to November 24 | $197 |
| LAX | Warwick | November 22 to November 24 | $337 |
| LAX | Windsor Locks | November 21 to November 25 | $430 |
| PDX | Warwick | November 21 to November 22 | $487 |
| PDX | Latham | November 23 to November 27 | $629 |
| PDX | Boston | November 21 to November 28 | $640 |
| LAX | Latham | November 22 to December 1 | $672 |
| LAX | Londonderry | November 21 to November 27 | $674 |
| PDX | Windsor Locks | November 22 to December 16 | $807 |
| CAN | Boston | November 21 to November 30 | $827 |
| HKG | Boston | November 22 to November 26 | $912 |
| PEK | Boston | November 21 to November 24 | $992 |
| PVG | Boston | November 23 to November 30 | $1,058 |
Find The Perfect Hotel For After Your Flight
Score Epic Massachusetts Accommodation Deals
Lakeside Inn
595 North Ave Wakefield MA
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $97 total per night from Nov 21 to Nov 22
$97 total
Nov 21 - Nov 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (2,298 reviews)
Scenic. Charming. Comfortable. Quiet. Breakfast. Everything top notch. Recommended.
Reviewed on Nov 10, 2025
The Constitution Inn
150 3rd Ave, Boston, MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Boston Harbor ...
Comfortable but bad parking situation
Only downside was the parking garage which cost $16/day and the ice machine was broken. Bed was very comfortable and staff was kind. Room was also clean and elevator was fast.
Reviewed on Oct 25, 2020
Red Roof Inn PLUS+ Boston - Framingham
650 Cochituate Rd Framingham MA
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $116 total per night from Nov 23 to Nov 24
$116 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this hotel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,002 reviews)
All went well, though we were surprised that it was up to us to move the furniture, adjust the sofa bed,and prepare it for sleepiing, since we signed up as wanting two separate beds.
Reviewed on Nov 10, 2025
Save an average of 15% on thousands of hotels when you're signed in
HI Boston - Hostel
19 Stuart Street, Boston, MA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $129 total per night from Nov 30 to Dec 1
$129 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,003 reviews)
The property is in a phenomenal area of Boston. It’s very close to the Commons, China Town, the Theatre District, and is within walking distance (1-2 mile radius) of most major tourist attractions in the downtown area. My wife and I got a private room for one night, it was super barebones, but a ...
Reviewed on Nov 13, 2025
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.
Our Top Massachusetts Apartment Hotels
Copley House
239 W Newton St Boston MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $175 total per night from Nov 26 to Nov 27
$175 total
Nov 26 - Nov 27
Total with taxes and fees
Stay at this guesthouse in Boston. Enjoy free WiFi, parking (surcharge), and laundry facilities. Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (1,896 reviews)
Clean room, great location, nice staff and amenities!
Reviewed on Nov 15, 2025
HYATT house Boston/Burlington
2 Van De Graaff Dr, Burlington, MA
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $166 total per night from Nov 23 to Nov 24
$166 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Burlington. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,001 reviews)
yes
Reviewed on Nov 14, 2025
HYATT house Boston/Waltham
54 4th Ave Waltham MA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Dec 5 to Dec 6
$122 total
Dec 5 - Dec 6
Total with taxes and fees
Stay at this hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,045 reviews)
The beds were comfortable. It had free parking and a nice breakfast. There was an omelette bar, most but not every day.
Reviewed on Nov 14, 2025
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Residence Inn by Marriott Boston Watertown
570 Arsenal Street, Watertown, MA
$116 nightly
The price is $130 total per night from Nov 23 to Nov 24
$130 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Watertown. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,002 reviews)
We had a wonderful stay. The staff was incredibly friendly and accommodating, especially Roger at the front desk. From the moment we checked in, he made us feel genuinely welcome. Every time we passed by the desk, the staff greeted us with a smile, asked how we were doing, and offered to help with ...
Reviewed on Nov 13, 2025
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.
Score Epic Massachusetts Accommodation Deals
citizenM Boston North Station
70 Causeway Street Boston MA
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $156 total per night from Nov 30 to Dec 1
$156 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (4,037 reviews)
I had an absolutely wonderful experience during my stay. From the moment I arrived, the staff made me feel welcomed and taken care of. Check-in was quick and easy, and every team member I encountered was friendly, professional, and genuinely eager to help. The room was spotless, beautifully designed, ...
Reviewed on Nov 14, 2025
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $198 total per night from Nov 25 to Nov 26
$198 total
Nov 25 - Nov 26
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (4,198 reviews)
Spacious room that was spotless. Friendly and helpful staff. My favorite place to stay in Boston!
Reviewed on Nov 14, 2025
The Dagny Boston
89 Broad Street Boston MA
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $205 total per night from Nov 23 to Nov 24
$205 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
9.4/10 Exceptional! (6,712 reviews)
This was my fourth stay here within 12 months - convenient location, professional and friendly staff, and a great restaurant. Across the board, highly recommend staying here.
Reviewed on Nov 16, 2025
Save an average of 15% on thousands of hotels when you're signed in
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Dec 1 to Dec 2
$108 total
Dec 1 - Dec 2
Total with taxes and fees
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (2,241 reviews)
I love this hotel. The rooms are immaculately clean, the staff is great, and the communal bathrooms are always spotless. If you are OK with not having a bathroom in your room, this is an ideal spot -- great neighborhood, awesome restaurant and bar on site, and a really fun/cool vibe. I've stayed ...
Reviewed on Nov 14, 2025
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.
Family Friendly Hotels in Massachusetts
Embassy Suites by Hilton Boston Waltham
550 Winter Street Waltham MA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Nov 24 to Nov 25
$106 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
7.8/10 Good! (2,604 reviews)
The room was roomy , clean and comfortable. The restaurant served delicious food and the staff was helpful.
Reviewed on Nov 14, 2025
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $112 total per night from Nov 30 to Dec 1
$112 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,517 reviews)
Families like: Outdoor pool, game room, close to beach, bicycle rentals nearby
Travelers say...
Clean rooms, comfortable beds and breakfast
Reviewed on Nov 11, 2025
Hyatt Place Boston/Braintree
50 Forbes Road Braintree MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from Nov 23 to Nov 24
$144 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,565 reviews)
Yes
Reviewed on Nov 13, 2025
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Hyatt Place Boston/Medford
116 Riverside Ave Medford MA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $178 total per night from Nov 30 to Dec 1
$178 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,539 reviews)
Large, comfortable rooms. Excellent staff- friendly, helpful and welcoming.
Reviewed on Nov 14, 2025
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.
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Massachusetts
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- Flights to West Boylston
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
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