Explore the real-world places that appear in These Boots Are Made for Stalking by Lisi Harrison. Each location on the map shows what happens there in the novel, the real history of the place, and what's there today. Featured locations include The Block Estate (Massie's Home), Octavian Country Day School (OCD), The Westchester Mall, Downtown White Plains Starbucks Scene, Rye Playland and 4 more.
Bedford area, Westchester — Massie's fictional mansion and Pretty Committee headquarters
Massie Block's sprawling estate is the Pretty Committee's home base. Massie plots her ninth-grade upgrade here, strategizing with Alicia, Kristen, Dylan, and Claire about her crush on Landon. When she spots Landon with the bird-tattooed mystery girl, she plans her stalking missions from here, the Block family's grounds and guesthouse serving as war-room and hangout.
The wealthy northern Westchester hamlets around Bedford have long been known for large country estates built by New York City financiers in the late 19th and early 20th centuries. The Block estate is fictional, but is modeled on this kind of property.
The area remains an affluent, horse-country region of private estates and winding roads. The fictional estate has no real equivalent that can be visited, and the private properties here are not open to the public.
Northern Westchester — fictional school of the Pretty Committee
At Octavian Country Day, the girls face the pressure of being eighth graders while their crushes move on to ninth grade at ADD. Claire clings to eighth grade and to her boyfriend Cam, while Massie, Alicia, and Kristen consider dating older boys. Hallway gossip and lunchroom politics drive much of the social drama.
Westchester County is home to many private day schools founded in the 20th century to serve affluent commuter families. Octavian itself is fictional and its location here is a stand-in.
The surrounding area of Bedford Hills has a mix of private schools, horse farms, and small-town centers. There is no real Octavian school to visit.
125 Westchester Ave, White Plains — upscale shopping
The girls' upgrade means a new wardrobe, and the mall is where the Pretty Committee hunts for boots and outfits fit for ninth-grade attention. Alicia frets over sharing a clothing size with her boyfriend Josh Hotz, and Dylan shops for outfits as the group gossips about who is dating whom. It is the type of place where Massie can scheme between store racks.
The Westchester opened in 1995 in White Plains and quickly became the county's premier luxury shopping destination, anchored by Neiman Marcus and Nordstrom.
The Westchester remains a high-end mall with department stores, designer boutiques, and restaurants. It is open to the public daily.
Visit: The Westchester (landmark)
Mamaroneck Ave, White Plains — coffee-run gossip stop
The girls' habitual coffee runs serve as gossip sessions in the series, with Kristen venting about Dempsey's non-stop soccer talk and Dylan swooning over Derrington. These café stops are where the friends compare crush updates and debate whether to move on to ninth-grade boys.
White Plains is Westchester's county seat and a commercial hub, whose downtown developed around Main Street and Mamaroneck Avenue from the 19th century on.
Downtown White Plains is dense with cafés, restaurants, and shops, and is a regular teen and commuter hangout.
1 Playland Pkwy, Rye — amusement park for a crush outing
Amusement-park outings stand in for the series' date nights, where couples like Dylan and Derrington test their puppy love. When Derrington loses a bet and must wear his clothes backwards, it is the kind of silly boyfriend antic that plays out at spots like this, and the girls compare dates as the group dynamic shifts.
Playland opened in 1928 and is a National Historic Landmark, one of the oldest amusement parks in the United States. It is owned by Westchester County.
Playland operates seasonally with vintage rides such as the Dragon Coaster, a beach, and a boardwalk.
Visit: Rye Playland (landmark)
364 Manville Rd, Pleasantville — movie-date stand-in
Movie dates are a staple for the couples in the series, and the girls compare notes on boys at the theater. Kristen, bored by Dempsey's soccer chatter, feels tempted by a high school hawtie's attention, a shift in her love life that typifies a night out like this.
The Jacob Burns Film Center opened in 2001 in Pleasantville, after local residents and filmmakers transformed the old Pleasantville Theater into an arthouse cinema and media arts center.
The center screens independent and international films and runs film education programs for the community.
Visit: Jacob Burns Film Center (theater)
Bedford Village — town center near the Block estate
The quaint village center is the type of place where the girls walk, gossip, and cross paths with older crushes. Massie follows Landon here as she tries to figure out who the bird-tattooed mystery girl is, taking the series' stalking theme out onto the street.
Bedford was settled in the 1680s and its historic village green is surrounded by 18th and 19th century buildings, including a 1787 courthouse.
The Bedford Historic District has a village green, small shops, and restaurants and is open to visitors.
Visit: Bedford Historic District (historic site)
Valhalla — scenic park and hangout
Open, scenic spots like this serve as settings for outdoor hangouts, where Claire reflects on not wanting to outgrow Cam and eighth grade. Heart-to-hearts between friends about who is ready for ninth-grade boys happen against settings like this reservoir backdrop.
Kensico Dam was completed in 1917 as part of New York City's water supply system and is faced with granite. The plaza below it was developed as a public park.
Kensico Dam Plaza is a county park with walking paths, picnic areas, and views of the dam and its cascade.
Visit: Kensico Dam Plaza (park)
Forest Ave, Rye — waterfront park on Long Island Sound
Waterfront outings give the Pretty Committee a place to lounge and plot, with Dylan reliving her kisses with Derrington and the girls comparing crush strategies. These scenic backdrops provide a quieter contrast to the school and mall.
Rye Town Park was established in the early 20th century and is jointly owned by the Town of Rye and the City of Rye, offering beach access on Long Island Sound.
The park has a beach, picnic grounds, a boardwalk, and a pool, with seasonal access for the public.
Visit: Rye Town Park (park)
More by Lisi Harrison: Best Friends for Never locations map · The Clique locations map · All Lisi Harrison books
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