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Boston Travelers Guide

Solo Safety: 9/10 (very safe for solo travel)Families: Lots of walking (5-7 miles/day) on cobblestonesLGBTQ+: 9/10 (very welcoming)Accessibility: 6/10 (improving but challenges remain)

Boston welcomes families (best for ages 8-16 (can walk distances and appreciate history)), solo adventurers, LGBTQ+ visitors, and wheelchair users for World Cup 2026. Excellent public transit to stadium.

Budget: $482.75-792.75 (budget) to $1,200-2,000+/day (luxury) per day. LGBTQ+ hub: South End.

Boston Travelers - At a Glance

Families

MODERATE - Doable with planning

Best Ages: 8-16 (can walk distances and appreciate history)

Budget: $482.75-792.75

Solo Travel

9/10 (very safe for solo travel)

Social: Excellent - hostels, free walking tours, sports bars, match day

Budget: $112.75-180/day

LGBTQ+

9/10 (very welcoming)

Best Area: South End

✓ Very Safe

Accessibility

6/10 (improving but challenges remain)

Transit: MBTA Accessibility

✓ ADA Stadium

Transportation

Not Required

Public transit to stadium available

Daily Budget

$482.75-792.75

Solo: $112.75-180/day

Luxury: See luxury section

Last updated: Jan 19, 2026

Scroll for detailed guidance

Boston with Kids: History Comes Alive

Boston is surprisingly family-friendly. Freedom Trail works for kids 8+ (tell them it's a scavenger hunt!). New England Aquarium, Duck Tours, Swan Boats, and Mike's Pastry cannoli keep kids engaged. Gillette Stadium has family restrooms and kids' menu. Best for ages 8-16 who can handle walking (5-7 miles/day).

Best Ages

8-16 (can walk distances and appreciate history)

Challenge

Lots of walking (5-7 miles/day) on cobblestones

Budget Impact

Kids under 12 often free or discounted at attractions

Age-Specific Guidance

0-4 years (Toddlers)

HARD - Not recommended
Challenges
  • 5-7 miles/day walking on cobblestones (stroller nightmare)
  • No nap schedule (Freedom Trail takes 3-4 hours)
  • Hot summer weather (74-82°F, humid)
  • Stadium loud (100-130 dB - damaging to young ears)
  • Long commuter rail rides (45-60 min each way)
How to Make It Work
  • Rent lightweight stroller (cobblestones bumpy)
  • Plan rest breaks every 2 hours
  • Skip Freedom Trail (do Duck Tours instead - 80 min, sitting)
  • New England Aquarium perfect for this age (2-3 hours)
  • Kids' noise-canceling headphones MANDATORY at stadium
  • Pack snacks constantly (hangry toddler = disaster)

Verdict: Consider leaving kids with grandparents. Too much walking and heat for this age.

5-7 years (Young Kids)

MODERATE - Doable with planning
Challenges
  • Walking distances tiring (5-7 miles/day)
  • History may bore them (Freedom Trail is dense)
  • Stadium loud (bring kids' headphones)
  • Attention span issues (3-4 hour activities tough)
How to Make It Work
  • Turn Freedom Trail into scavenger hunt (find red bricks, count cannons, spot graves)
  • New England Aquarium is PERFECT (2-3 hours, kids LOVE)
  • Duck Tours (amphibious vehicle tour, 80 min, kids get duck whistles)
  • Swan Boats at Boston Public Garden (15 min, easy)
  • Mike's Pastry cannoli = reward for good behavior
  • Pack entertainment for commuter rail (tablets, coloring books)
  • Kids' noise-canceling headphones at stadium
  • Bring stroller for when legs get tired
Top Activities
  • New England Aquarium (kids LOVE penguins, sea turtles)
  • Duck Tours (land + water vehicle, kids get duck whistles)
  • Swan Boats (gentle lagoon ride)
  • Mike's Pastry (cannoli decorating if available)
  • Boston Children's Museum (if you have extra day)

Verdict: Doable but exhausting. Keep days short, build in rest time.

8-12 years (Pre-teens)

Old enough to walk distances, appreciate history, engage with Freedom Trail stories. Young enough to still find everything exciting.

EASY - Sweet spot for Boston
How to Make It Work
  • Frame Freedom Trail as 'spy mission' or 'rebellion story'
  • Give them disposable camera to document trip
  • Let them lead navigation (with parent supervision)
  • Fenway Park tour = baseball history (kids love Green Monster)
  • Harvard campus = 'wizard school' (Hogwarts comparison)
  • Stadium atmosphere electric (they'll remember forever)
Strengths
  • Can walk 5-7 miles with breaks
  • Appreciate Revolutionary War history (especially if framed as 'rebellion story')
  • Excited about stadium atmosphere
  • Love cannoli, lobster rolls, pizza
Top Activities
  • Freedom Trail (frame as adventure, not history lesson)
  • Fenway Park tour (climb Green Monster seats)
  • Harvard campus (tell them it's Hogwarts)
  • New England Aquarium (still fun at this age)
  • World Cup match (they'll remember forever)

Verdict: PERFECT AGE. They'll love Boston and remember trip forever.

13-17 years (Teens)

Old enough to appreciate history, walk adult distances, navigate independently. Interested in sports, food, new experiences.

EASY - Can handle adult pace
How to Make It Work
  • Give them some independence (meet at designated times)
  • Let them plan one activity (Harvard, MIT, shopping)
  • Involve them in navigation (they'll engage more)
  • Teens love Instagram spots (Acorn Street, Fenway Park)
  • World Cup match = social currency (flex on friends)
Strengths
  • Can walk adult distances (no complaining)
  • Appreciate World Cup atmosphere
  • Interested in history (especially Revolutionary War)
  • Love food adventures (North End, lobster rolls)
Top Activities
  • Freedom Trail (they'll actually listen to history)
  • Fenway Park (sports fans love this)
  • Harvard campus (college aspirations)
  • North End food crawl (teens eat A LOT)
  • World Cup match (Instagram gold)

Verdict: Easy. Treat them like adults, they'll rise to occasion.

Family Logistics

Stroller Reality Check

Boston's cobblestones and Freedom Trail are BRUTAL for strollers. If you must bring one, rent lightweight umbrella stroller. Many restaurants and shops have narrow doorways (stroller won't fit).

  • Rent lightweight umbrella stroller (not jogging stroller)
  • Cobblestones make wheels rattle and jar baby
  • Many North End restaurants NO stroller space (narrow)
  • MBTA elevators exist but not everywhere
  • Consider baby carrier instead (easier on cobblestones)
  • Most stations have elevators, but Freedom Trail stops (Park Street, Government Center) require stairs in some sections

Finding Family Restrooms

Locations:

  • Boston Common Visitor Center (near Park Street T)
  • Faneuil Hall / Quincy Market (ground floor)
  • Prudential Center mall (multiple floors)
  • Gillette Stadium (Sections 118, 144, 217, 244 have family restrooms with changing tables)
  • Hotels (ask nicely if not a guest - usually OK in emergency)

Tips:

  • Public restrooms limited on Freedom Trail
  • Duck into Starbucks/Dunkin' (buy coffee, use restroom)
  • Carry wipes + hand sanitizer
  • Gillette Stadium family restrooms have changing tables

Kid-Friendly Restaurants

Regina Pizzeria

Pizza

Kids Love: Margherita pizza, meatballs

Loud and chaotic (kids won't disturb anyone)

Quincy Market food court

Variety

Kids Love: Chicken tenders, pizza, cookies

Something for every picky eater

Legal Sea Foods

Seafood

Kids Love: Fish and chips, clam chowder

Kids' menu available, high chairs

Mike's Pastry

Dessert

Kids Love: Cannoli, cookies

Reward for good behavior!

Packing Essentials for Kids

  • Snacks (goldfish, fruit pouches, granola bars) - pack 2x what you think you need
  • Water bottles (refillable)
  • Entertainment (tablets with downloaded shows, coloring books, small toys)
  • Kids' noise-canceling headphones (ESSENTIAL for stadium - 100-130 dB)
  • Sunscreen SPF 50+ (reapply every 90 min for kids)
  • Hats + sunglasses
  • Change of clothes (spills happen)
  • Small first aid kit (band-aids, pain reliever, anti-itch cream)
  • Baby carrier or lightweight stroller
  • Patience (it's a long trip)

Modified 3-Day Family Itinerary

  • Day 1: Freedom Trail shortened (Boston Common → Old North Church only, skip Bunker Hill)
  • Add: New England Aquarium 2-3 hours (kids LOVE)
  • Add: Duck Tours instead of full Freedom Trail (80 min, sitting, fun)
  • Day 2: Same (match day works for families)
  • Day 3: Fenway tour + Harvard (both kid-friendly), skip MIT if tired

Solo Travel in Boston: Safe and Social

Boston is excellent for solo travelers. Very safe city, easy to meet people (hostels, walking tours, sports bars), walkable, and English-speaking. MBTA makes getting around easy. Budget $60-100/day (hostel + food) or $150-250 (hotel + restaurants).

9/10 (very safe for solo travel)
Safety Rating
Social Opportunities: Excellent - hostels, free walking tours, sports bars, match day

Solo Safety Tips

General Safety

  • Boston is very safe for solo travelers (day and night in tourist areas)
  • Stay in Back Bay, Downtown, or North End (well-lit, populated)
  • Avoid Dorchester, Roxbury, Mattapan at night (no reason to go there anyway)
  • MBTA safe during day, avoid after 11 PM
  • Share itinerary with friend/family (check in daily)
  • Trust your gut - if something feels off, leave

Solo Women Travelers

  • Boston is very safe for solo women travelers
  • Catcalling rare (compared to other US cities)
  • Walk confidently, headphones OK but stay aware
  • Solo dining common and accepted (no judgment)
  • Bars: Sit at bar (not table) - easier to chat with bartender
  • Uber late night instead of MBTA after 11 PM ($10-20)

Solo Men Travelers

  • Boston is very safe for solo men
  • Sports bars perfect for meeting locals (everyone talks during games)
  • Hostels for budget + social scene
  • Join World Cup fan groups (Reddit, Facebook) for meetups

How to Meet People (Beat Solo Loneliness)

Stay in hostels

Where: HI Boston Hostel ($40-60/night), Hostelling International

Why: Common rooms, organized pub crawls, easy to make friends

Tip: Book 4-bed dorm (more social than private room)

Join free walking tours

Where: Free Tours by Foot (Freedom Trail)

Why: Meet other travelers, share experiences after

Tip: Suggest grabbing lunch/drinks after tour with group

Sports bars on match days

Where: McGreevy's, Cask 'n Flagon, The Fours

Why: Everyone talks during games - instant conversation starter

Tip: Sit at bar (not table), wear team colors, ask about good spots

World Cup fan meetups

Where: Reddit r/boston, Facebook World Cup groups, Meetup.com

Why: Find fellow travelers for commuter rail, splitting Ubers

Tip: Post 1 week before: 'Solo traveler, anyone want to share commuter rail ride?'

Commuter rail to stadium

Where: 45-60 min train ride from South Station

Why: Trapped with fans for 1 hour - easy conversations

Tip: Ask fellow passengers about their team, where they're from

Hostel pub crawls

Where: HI Boston organizes weekly pub crawls

Why: Instant group, no pressure to stick around if not vibing

Tip: Even if staying in hotel, join hostel pub crawls (pay $10-20)

Solo Dining (No Awkwardness)

  • Sit at bar instead of table (chat with bartender, watch TVs)
  • Quincy Market food court = zero judgment (everyone solo)
  • North End restaurants = communal vibe (no one cares if solo)
  • Bring book/phone (no shame in solo dining with entertainment)
  • Lunch easier than dinner (more solo diners at lunch)
  • Counter service spots perfect (Regina Pizzeria, Mike's Pastry)

Best Solo Dining Spots

  • Row 34 Seaport - Sit at oyster bar (easy to chat with neighbors)
  • McGreevy's sports bar - Everyone watching games, easy conversation
  • Quincy Market - Food court, zero judgment
  • Regina Pizzeria - Counter seating, communal vibe
  • Any Dunkin' Donuts - Locals don't judge

Budget Solo Travel

accommodation$40-60/night (HI Boston Hostel 4-bed dorm)
food$40-60/day (Dunkin', Quincy Market, pizza slices)
attractions$20-40 (most are free)
transport$12.75 MBTA day pass + $20 commuter rail
total$112.75-180/day
  • Hostel = half price of hotel + meet people
  • Free walking tours (tip guide $10-20)
  • Picnic lunch from Whole Foods ($10-15)
  • Happy hours 4-6 PM ($6-9 drinks)
  • Share commuter rail ride with hostel mates

LGBTQ+ Travelers: Boston is Very Welcoming

Boston is LGBTQ-friendly, especially in Cambridge and South End neighborhoods. Provincetown (Cape Cod) is gay mecca. Pride week in June. No major safety concerns.

9/10 (very welcoming)
LGBTQ+ Rating

LGBTQ+ Friendly Neighborhoods

South End

Boston's gayborhood. Rainbow crosswalks, LGBTQ-owned businesses, restaurants, bars.

Bars: The Club Café, Cathedral Station

Restaurants: Toro (Spanish tapas), Flour Bakery

Cambridge

Progressive college town. Harvard/MIT are LGBTQ-friendly.

Very accepting, no issues

Provincetown (Cape Cod)

Gay mecca at tip of Cape Cod. 60% LGBTQ year-round. Drag shows, rainbow flags everywhere.

Day trip or overnight highly recommended

Distance: 2 hours from Boston

Pride Week

When: June (Pride Week culminates in Saturday parade)

Where: Copley Square to Boston Common

If World Cup timing aligns with Pride Week (likely), expect MASSIVE crowds and rainbow flags everywhere. Very festive!

Safety Information

  • Boston is very safe for LGBTQ travelers
  • PDA generally accepted in tourist areas (Back Bay, Cambridge, South End)
  • No major hate crime issues in recent years
  • Some suburbs less progressive (stick to city)
  • Gillette Stadium in suburbs (conservative area) but no reported issues during matches

Boston Accessibility: Getting Better

Boston is moderately accessible. MBTA has elevators at most stations (but many old stations don't). Freedom Trail has cobblestones (brutal for wheelchairs). Gillette Stadium is ADA-compliant with accessible seating. Back Bay hotels most accessible. Call ahead to confirm.

6/10 (improving but challenges remain)
Accessibility
Challenge: Cobblestones, old buildings, hilly terrain

Wheelchair Users: What to Know

Freedom Trail

Accessible: Partially

Challenges:

  • Cobblestone streets (bumpy, difficult to navigate)
  • Uneven sidewalks (18th century infrastructure)
  • Many historic buildings NOT wheelchair accessible (narrow doorways, stairs)
  • Granary Burying Ground has steps (can view from street)
  • Old North Church has steps (exterior viewing only)

Alternative: Duck Tours (amphibious vehicle) - wheelchair accessible with advance notice. 80-min tour covers same history, sitting. Call ahead: (617) 267-DUCK

Faneuil Hall / Quincy Market

Accessible: YES - fully accessible

Features:

  • Ground-level access throughout
  • Elevators to upper floors
  • Accessible restrooms
  • Wide pathways between food stalls

New England Aquarium

Accessible: YES - fully accessible

Features:

  • Wheelchair entrance on main level
  • Elevators to all floors
  • Accessible viewing areas at all exhibits
  • Wheelchairs available to borrow (free)

MBTA Accessibility

Red Line - South Station

Accessible: Fully accessible

Features:

  • Elevators from street to platform
  • Level boarding at newer stations
  • Wheelchair spaces on every train
  • Audio announcements
Red Line - Harvard Square

Accessible: Fully accessible

Features:

  • Elevators to all platforms
  • Wheelchair-friendly turnstiles
  • Accessible restrooms
Orange Line - Back Bay

Accessible: Fully accessible

Features:

  • Modern station with full elevator access
  • Wide platforms
  • Accessible fare gates
Green Line (many stations)

Accessible: Limited accessibility

Features:

  • Many older stations stairs-only
  • Park Street has some elevator access
  • Check MBTA.com before traveling

Tips:

  • Check MBTA.com for accessible route planner
  • Download 'MBTA Go' app - shows elevator status real-time
  • Call MBTA Customer Service ahead: (617) 222-3200
  • The Ride (paratransit service) available: (617) 222-5123
  • Red and Orange Lines most accessible
  • Avoid Green Line (oldest, least accessible)

Gillette Stadium Accessibility

Excellent (ADA-compliant)

  • Wheelchair-accessible seating throughout stadium
  • Accessible parking ($60-100) - reserve ahead
  • Accessible shuttle from parking to stadium entrance
  • Elevators to all levels
  • Accessible restrooms on every level
  • Companion seats available (call ahead to book)
  • Assistive listening devices available (ask Guest Services)
  • Service animals welcome

Contact: Guest Services: (508) 543-1776 (call 1 week ahead to arrange)

Wheelchair-Accessible Hotels

Fairmont Copley Plaza

ADA-compliant rooms, roll-in showers, elevator access, near accessible T stations

(617) 267-5300

Hyatt Regency Boston

Modern property, full ADA compliance, accessible rooms, near South Station

(617) 912-1234

Renaissance Boston Patriot Place

Connected to stadium, ADA-compliant, accessible parking

(508) 339-2000

Tips:

  • Call hotel directly (not booking sites) to confirm accessibility
  • Request ground floor or near elevator
  • Ask about roll-in showers, grab bars, lowered sinks
  • Book 4-6 months ahead (accessible rooms limited)

Limited Mobility (Not Wheelchair)

  • Freedom Trail is 2.5 miles - consider doing half (Boston Common to Faneuil Hall = 1 mile)
  • Duck Tours = sitting for 80 min (no walking)
  • Fenway Park tour requires stairs (ask about elevator access)
  • Many hills (Beacon Hill especially) - pace yourself
  • Rent mobility scooter: ScootAround.com (deliver to hotel)
  • Take Uber between attractions (save walking for main sites)
  • MBTA elevators available (check mbta.com for locations)

Deaf/Hard of Hearing

  • Gillette Stadium offers assistive listening devices (ask Guest Services)
  • Many museums offer captioned videos
  • Freedom Trail: Download app (text descriptions of each site)
  • Fenway Park tours: Ask for printed guide
  • Emergency: Text 911 available in Boston
  • MBTA trains have visual announcement boards

Blind/Low Vision

  • MBTA stations have tactile paving, audio announcements
  • Service animals welcome everywhere (including stadium)
  • Freedom Trail can be challenging (cobblestones, uneven surfaces) - consider audio tour
  • Many museums offer audio descriptions
  • Gillette Stadium: Call ahead for audio description: (508) 543-1776
  • Uber/Lyft allows service animals (notify driver in app)

Budget Travel: Do Boston for $400-550

Budget Breakdown

accommodation$80-120/night (hostel or budget hotel x 2 nights = $160-240)
food$40-60/day (x 3 days = $120-180)
attractions$20-40 (most free)
transport$12.75 MBTA day pass + $20 commuter rail = $32.75
match Ticket$150-300 (depends on stage/seat)
total$482.75-792.75

Money-Saving Strategies

  • Stay in hostel ($40-60/night) instead of hotel ($200-400)
  • Pack breakfast from Whole Foods ($10-15 for 3 days of granola/yogurt)
  • Lunch at Quincy Market ($10-15) instead of sit-down ($25-40)
  • Dinner: Pizza slices ($3-5) instead of Regina sit-down ($15-25)
  • Free attractions: Freedom Trail, Boston Common, Harvard Yard, Faneuil Hall
  • MBTA day pass $12.75 (unlimited rides) vs $2.40 per ride
  • Commuter rail to stadium ($20) vs Uber ($80-150)
  • Bring sealed water bottles to stadium (save $18-24)
  • Modern Pastry = same cannoli as Mike's, shorter lines
  • Happy hours 4-6 PM ($6-9 drinks vs $12-18 regular)

Free Things to Do in Boston

  • Freedom Trail walk (2.5 miles, self-guided)
  • Boston Common (oldest public park in America)
  • Faneuil Hall (historic meeting house)
  • Harvard Yard walk (touch John Harvard statue)
  • Harborwalk (waterfront path)
  • Public Library (stunning architecture)
  • USS Constitution tour (warship, Charlestown Navy Yard)
  • Street performers at Faneuil Hall
  • Window shopping Newbury Street

Luxury Travel: Splurge-Worthy Experiences

Luxury Budget

accommodation$400-600/night (Four Seasons, Fairmont)
food$150-250/day (Neptune Oyster, Legal Harborside)
attractions$100+ (private tours, premium experiences)
transport$50-100/day (Uber on-demand)
match Ticket$500-1000+ (premium seats)
total$1,200-2,000+/day

Splurge-Worthy Experiences

Four Seasons One Dalton Hotel

$500-900/night

Newest luxury hotel, floor-to-ceiling windows, rooftop views, Zuma restaurant

Neptune Oyster hot lobster roll

$32

Best lobster roll in Boston (worth the 2-hour wait)

Private Freedom Trail tour

$200-400 for group

Skip crowds, custom pace, deep history

Premium World Cup seats

$500-1000+

Midfield, lower bowl, VIP club access

Helicopter tour of Boston

$200-400 per person

Aerial views of city, harbor, stadium

Private car service to stadium

$200-400 round-trip

Skip commuter rail, VIP parking, stress-free

Senior Travelers (60+): Pace Yourself

Boston works for seniors but requires fitness. 5-7 miles/day walking on cobblestones is challenging. Duck Tours (sitting) better than Freedom Trail walk. Rent mobility scooter if needed. Many senior discounts available.

Challenges

  • 5-7 miles/day walking (can be exhausting)
  • Cobblestones and uneven sidewalks (tripping hazard)
  • Hills (Beacon Hill especially)
  • MBTA stairs at some stations (no elevator)
  • Hot, humid weather (74-82°F, 70% humidity)

Recommended Modifications

  • Do Freedom Trail in sections (not all at once)
  • Duck Tours instead of walking (80 min, sitting)
  • Uber between attractions (save walking)
  • Rest breaks every 2 hours
  • Skip Bunker Hill (294 steps, not worth it)
  • Rent mobility scooter if needed (ScootAround.com)
  • Book hotels with elevator, no stairs

Senior Discounts

  • Many attractions offer senior discounts (65+)
  • MBTA senior CharlieCard: $1.10 per ride (vs $2.40)
  • Museums often 10-20% off for seniors
  • Ask everywhere - many places have unadvertised discounts

International Visitors: What to Know

Visa Requirements

Check visa requirements for USA (varies by country)

Visa Waiver Program countries (UK, EU, Australia, etc.) need ESTA ($21, apply online 72+ hours before travel)

Apply for ESTA →

Currency & Money

Currency: US Dollar (USD)

Exchange at airport or withdraw from ATM (better rates than exchange counters)

Credit Cards: Visa, Mastercard widely accepted. Amex less common.

Notify bank of travel (prevent fraud blocks)

US Tipping Culture (Mandatory)

Restaurants: 18-20% of pre-tax bill (not optional)

Bars: $1-2 per drink

Uber/Lyft:

Food Trucks:

Hotel:

Tip is NOT included in bill (you add it). Servers rely on tips for living wage.

Driving in the USA

License: International Driving Permit recommended (but not always required)

Side: Drive on RIGHT side of road

Rental: Most agencies rent to 25+ (under 25 = extra fee)

Boston drivers aggressive (but nothing like Rome or Mumbai)

Language

Primary: English

Spanish:

Other:

English spoken everywhere. Spanish common as second language.

Cultural Tips

  • Americans are friendly (small talk common)
  • Personal space: 2-3 feet distance
  • Shoes worn indoors (unlike Asia)
  • Public transit: No talking on phone loudly (unwritten rule)
  • Jaywalking: Technically illegal but everyone does it
  • Sports: Americans LOVE sports - ask about Red Sox/Patriots for instant conversation

Cell Phone & Data

  • US uses different cell bands than Europe/Asia. Your phone may not work.
  • Best options: Buy prepaid SIM at airport (T-Mobile $30-50 for 2 weeks) or use eSIM (Airalo app, $10-20).
  • Free WiFi at most hotels, Starbucks, airports. Don't rely on data for navigation.
  • International roaming is EXPENSIVE ($10-15/day). Turn it off unless emergency.
  • Download offline Google Maps before arriving (works without data).

Frequently Asked Questions

Essential questions for families, solo travelers, accessibility, LGBTQ+, and budget visitors.

Family Travel FAQs - Boston World Cup 2026

Solo Travel FAQs - Boston World Cup 2026

Accessibility FAQs - Boston World Cup 2026

LGBTQ+ Travel FAQs - Boston World Cup 2026

Budget Travel FAQs - Boston World Cup 2026

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Quick Summary

Best For

8-16 (can walk distances and appreciate history)

Solo Safety

9/10 (very safe for solo travel)

LGBTQ+ Friendly

9/10 (very welcoming)

Accessibility

6/10 (improving but challenges remain)

Daily Budget Range

Budget$482.75-792.75
Luxury$1,200-2,000+/day

⚠️ Key Challenge

Lots of walking (5-7 miles/day) on cobblestones

💡 Pro Tip

Boston's cobblestones and Freedom Trail are BRUTAL for strollers.

Last updated: Jan 19, 2026