Hotel
Beauport Hotel Gloucester
Gloucester
Ages: 0-2, 3-5, 6-8, 9-12
Families can enjoy a beautiful upscale experience at this waterfront hotel, featuring stunning harbor and ocean views. Little ones can take…
Seasonal · Sep 15–Nov 30
Fall Family Getaways from Boston (2026)
Family-friendly stays for crisp-air adventures and a little change of scenery.
Updated Oct 26, 2026 · 16 spots
All fall family getaways
Campsite
AutoCamp Cape Cod
Falmouth
Ages: All ages
A coastal Cape Cod camp near beaches, bikeways, and island ferries, with playful shared spaces for an easy family escape. Family…
Resort
Camp DeForest
Lincolnville
Ages: All ages
A nostalgic MidCoast Maine family getaway with true cabins and lodge rooms. Maple Cabin has two bedrooms and sleeps five; Pine Cabin sleeps…
Resort
Great Wolf Lodge New England
Fitchburg
Ages: All ages
Pack swimsuits alongside the cozy pajamas: Great Wolf Lodge in Fitchburg is an all-weather family getaway built around indoor water play…
Resort
Hidden Pond
Kennebunkport, Maine
Ages: 0-1, 1-3, 3-5, 5-12
Tucked among birch trees down a subtly marked dirt road in Kennebunkport, Hidden Pond is a serene resort of private cottages, bungalows…
Resort
Mountain View Grand Resort & Spa
Whitefield
Ages: All ages
A mountain getaway with plenty to do between outings, Mountain View Grand gives families a scenic base in Whitefield, New Hampshire. Fall…
Resort
Omni Mount Washington Resort & Spa
Bretton Woods
Ages: All ages
A grand mountain hotel with room for both adventure and downtime, Omni Mount Washington makes a scenic base for a family escape in New…
Vacation Rental
The Crimson Cocoa Chalet
Bartlett
Ages: All ages
TinyVoy perk: Use code TINYVOY when booking directly at https://dmtravelvibes.holidayfuture.com/listings/415400 for 25% off your stay…
Resort
The Inn at East Hill Farm
Troy
Ages: All ages
A farm stay with meals and family activities built into the day, the Inn at East Hill Farm in Troy, New Hampshire, offers a hands-on escape…
Resort
The Meadowmere Resort
Ogunquit
Ages: All ages
A coastal change of pace for a family fall getaway, Meadowmere Resort in Ogunquit offers rooms and suites close to the village's shops…
Resort
The Nonantum Resort
Kennebunkport
Ages: All ages
A waterfront home base for a family getaway in Kennebunkport, The Nonantum Resort sits on the Kennebunk River, approximately a 1.5-hour…
Hotel
The Red Lion Inn — Stockbridge
Stockbridge
Ages: All ages
Make Stockbridge your home base for a fall weekend in the Berkshires. Welcoming travelers since 1773, The Red Lion Inn pairs individually…
Hotel
The Whaler's Inn
Mystic
Ages: All ages
A downtown Mystic stay with plenty to explore between naps and meals, The Whaler's Inn puts families near the river, the working Bascule…
Resort
Topnotch Resort
Stowe
Ages: All ages
A relaxed mountain base for a family fall getaway, Topnotch Resort sits along Mountain Road in Stowe, Vermont, near Mount Mansfield. Spend…
Resort
von Trapp Family Lodge & Resort
Stowe
Ages: All ages
Mountain views and Austrian-inspired lodging make this Stowe resort a lovely base for a family fall escape. Set on 2,600 acres, the…
Resort
White Mountain Hotel & Resort
North Conway
Ages: All ages
A quieter base for a family White Mountains escape, this family-owned hotel sits beneath wooded cliffs just minutes from downtown North…
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