Oakwood at Twenty20
- Jamaica Plain - 0.9 miles
- Egleston Square - 1.5 miles
- Arnold Arboretum - 1.6 miles
- Boston Athletic Association Half Marathon - 1.7 miles
- Franklin Park Zoo - 2 miles
- Roxbury - 2 miles
- Roslindale Village - 2.6 miles
- Mattapan - 2.8 miles
- Roslindale - 2.9 miles
- Brookline Village - 3 miles
- Boston Vegetarian Food Festival - 3.1 miles
- Mission Hill - 3.1 miles
- Brigham and Women's Hospital - 3.2 miles
- Harvard Medical School - 3.2 miles
- Warren Anatomical Museum - 3.2 miles
- Harvard School of Public Health - 3.2 miles
- Harvard School of Dental Medicine - 3.4 miles
- Dana-Farber Cancer Institute - 3.4 miles
- Massachusetts College of Pharmacy and Health Sciences - 3.4 miles
- Children's Hospital Boston - 3.4 miles
- Longwood Medical Center - 3.5 miles
- Joslin Diabetes Center - 3.5 miles
- Dudley Square - 3.5 miles
- Joseph B. Martin Conference Center at Harvard Medical School - 3.6 miles
- Beth Israel Deaconess Medical Center - 3.7 miles
- Wentworth Institute of Technology - 3.7 miles
- Simmons College - 3.7 miles
- Isabella Stewart Gardner Museum - 3.7 miles
- Boston Museum of Fine Arts - 3.9 miles
- Emmanuel College - 3.9 miles
- Coolidge Corner - 4 miles
- Wheelock College - 4 miles
- Uphams Corner - 4 miles
- Fenway - 4.2 miles
- Northeastern University - 4.2 miles
- West Roxbury Center - 4.3 miles
- New England Conservatory Jordan Hall - 4.4 miles
- Fields Corner - 4.4 miles
- Fenway Park - Boston Red Sox - 4.5 miles
- Matthews Arena - 4.5 miles
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