Find Family Hotels in Ashland, MA

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Check availability on Ashland Family Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Ashland Family Hotels

Terrace/patio
Warren Conference Center and Inn

Warren Conference Center and Inn

3.5 star property
Ashland
9.2 out of 10, Wonderful, (75)
"Great room, location and value "
United States
thomas
Warren Conference Center and Inn
View from property
citizenM Boston Back Bay

citizenM Boston Back Bay

4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2104)
"We enjoyed staying at this hotel. Great location! "
United States
Lidu
The price is SAR 402
SAR 468 total
includes taxes & fees
23 Dec - 24 Dec
citizenM Boston Back Bay
Exterior
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

4.0 star property
Back Bay
8.6 out of 10, Excellent, (3908)
"Great for a short stay option. We stayed 2 days and it was perfect for our needs. "
United States
Rocco
The price is SAR 300
SAR 349 total
includes taxes & fees
23 Dec - 24 Dec
Copley Square Hotel, a FOUND Hotel
Exterior
Midtown Hotel

Midtown Hotel

2.0 star property
Back Bay
7.4 out of 10, Good, (1016)
"Room was fantastic! Staff was great as well! Will be booking there again."
United States
Margaret
The price is SAR 389
SAR 453 total
includes taxes & fees
23 Dec - 24 Dec
Midtown Hotel
Property entrance
Copley House

Copley House

3.0 star property
Back Bay
9.0 out of 10, Wonderful, (1926)
"Fantastic place to stay and visit Boston."
United States
Poorvajan
Copley House
Property entrance
The Verb Hotel

The Verb Hotel

3.5 star property
Fenway–Kenmore
9.6 out of 10, Exceptional, (1947)
"Breakfast very limited, but otherwise nice place to stay."
United States
Gemma
The price is SAR 409
SAR 651 total
includes taxes & fees
1 Jan - 2 January 2026
The Verb Hotel
Lobby
Hilton Boston Back Bay

Hilton Boston Back Bay

4.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (1242)
"Friendly staff, great location and church on Sunday."
United States
Jennifer
The price is SAR 531
SAR 731 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Boston Back Bay
Exterior
Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

4.0 star property
Back Bay
8.6 out of 10, Excellent, (1742)
"Excellent hotel very nice "
United States
PAUL
The price is SAR 522
SAR 608 total
includes taxes & fees
21 Dec - 22 Dec
Sheraton Boston, a Marriott Hotel
Exterior
The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 star property
Back Bay
9.6 out of 10, Exceptional, (1259)
"Fantastic stay. "
United States
Paul
The price is SAR 657
SAR 765 total
includes taxes & fees
21 Dec - 22 Dec
The Lenox Hotel Boston
Standard Room, 1 Full Bed | Premium bedding, in-room safe, iron/ironing board, free WiFi
Charlesmark Hotel

Charlesmark Hotel

4.0 star property
Back Bay
8.8 out of 10, Excellent, (1108)
"Great location, comfortable rooms with character "
United States
joan
Charlesmark Hotel
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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Top Ashland Hotel Reviews

Midtown Hotel

Midtown Hotel

10/10 Excellent
"Excellent cleanliness and the front desk girl with three first names was also excellent. "
James 1-night trip
Posted 8 hours ago
Midtown Hotel

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Frequently asked questions

What's Ashland like for family-friendly vacations?
If you've been thinking about a vacation with your kids, Ashland is a good choice. The boating, lake views, and recreation options are just a few things that make this an attractive vacation spot for families. Fly into Norwood, MA (OWD-Norwood Memorial), which is located 15.5 mi (24.9 km) from the city center.
When's the best time to book a family-friendly vacation in Ashland?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Ashland are January, February, March, and April, with each month seeing an average of 5 inches of snowfall.
What's there to see and do with your family in Ashland?
Fun and Games Family Entertainment Center and Shoppers World are interesting attractions you and your family might enjoy exploring while you are staying in Ashland. Make sure you have lots of time for activities like Natick Mall and Natick Collection.
What's the best way for us to get around Ashland?
If you want to explore the larger area, hop aboard a train at Ashland Station. Ashland might not have very many public transit options to choose from so consider renting a car to explore more.