Ashfield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Ashfield Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
$1,808
per person
Nov 20 - Nov 27
found 12 hours ago
Roundtrip flight included
Houston (IAH) 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 Faneuil Hall Marketplace and Boston Harbor are located nearby.
The Ritz-Carlton, Boston
Downtown Boston
$1,220
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
A well run, beautiful classic hotel that never gets old. Loved our stay. Staff was exceptional, superb quality, and excellent location. But it is the people who truly make this Ritz Carlton special! They made our stay that much more enjoyable!
Reviewed on Oct 4, 2026
The Whitney Hotel
Beacon Hill
$1,534
per person
Nov 20 - Nov 27
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
The staff was excellent I appreciated help with coffee/tea late at night, friendly front desk and doormen.
Reviewed on Oct 6, 2026
Maverick Suites at 40 Temple St
Beacon Hill
$1,018
per person
Nov 20 - Nov 27
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Boston Common and TD Garden are located nearby.
!
Reviewed on Oct 7, 2026
Top Hotel Deals
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Book a stay at this spa hotel in Holyoke. Enjoy free breakfast, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
Hotel UMass
1 Campus Center Way Amherst MA
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and 5 coffee shops/cafes. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hotel Northampton
36 King Street Northampton MA
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Hadley - Amherst
400 Russell St Hadley MA
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Inn on Boltwood
30 Boltwood Ave. Amherst MA
Book a stay at this business-friendly hotel in Amherst. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. ...
The Ellery
259 Elm Street Northampton MA
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn & Suites Northampton - Amherst
117 Conz St Northampton MA
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
River Valley Inn
20 West St West Hatfield MA
Stay at this motel in West Hatfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Pioneer Valley Indoor Karting and Connecticut ...
Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd South Deerfield MA
Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
Homewood Suites by Hilton Hadley Amherst
340 Russell Street Hadley MA
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
The Porches Inn at Mass MoCA
231 River Street North Adams MA
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Fairfield Inn & Suites Springfield Northampton/Amherst
115A Conz Street Northampton MA
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Courtyard by Marriott Hadley Amherst
423 Russell St Hadley MA
Book a stay at this business-friendly hotel in Hadley. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
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.
Best points of interest in Ashfield
- Chapel Brook Vacations
- Ashfield Plain Cemetery Vacations
- Ashfield Lake Vacations
- Bullitt Reservation Vacations
- Steady Lane/Hill Cemetery Vacations
- Double Edge Theatre Vacations
- Bear Mountain Vacations
- University of Massachusetts Amherst Vacations
- Green Mountain National Forest Vacations
- Amherst College 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