Southern Vermont Villages · Covered Bridges & Fall Color

Bennington → Brattleboro → Bellows Falls → Killington · 5 days · group of 16 · Fall Foliage & Scenery

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Day 1 · Bennington

8:00 AM
The Miller's Toll Dinner Club & Lounge meal
Start the day at The Miller's Toll Dinner Club & Lounge.
+1 802 681 7963
9:30 AM
Chaos LLC activity
Explore Chaos LLC, rated 5 stars.
120 Depot St, Bennington, VT 05201, USA · ★ 5 (25) · (802) 681-6608
12:30 PM
Island Flavor Jamaican Café meal
Midday, settle in at Island Flavor Jamaican Café.
+1 516-884-9130
4:00 PM
Village Garage Distillery activity
Discover Village Garage Distillery, a 4.8 star favorite across 83 reviews.
107 Depot St, Bennington, VT 05201, USA · ★ 4.8 (83) · (802) 447-7663
5:45 PM
Fiddlehead at Four Corners activity
Spend time at Fiddlehead at Four Corners, rated 4.7 stars.
338 Main St, Bennington, VT 05201, USA · ★ 4.7 (35) · (802) 447-1000
7:00 PM
Kelli's Tavern meal
Come together for dinner at Kelli's Tavern.
outdoor space
Check-in
Knotty Pine Motel lodging
Check in at Knotty Pine Motel, your base for the fall foliage & scenery, a 4.5 star favorite across 240 reviews.
130 Northside Dr, Bennington, VT 05201, USA · ★ 4.5 (240) · (802) 442-5487

Day 2 · Bennington

8:00 AM
The Blue Benn meal
Start the day at The Blue Benn.
9:30 AM
Downtown Bennington Historic District activity
Explore Downtown Bennington Historic District, a 4.4 star favorite across 110 reviews.
Bennington, VT 05201, USA · ★ 4.4 (110)
12:30 PM
The Grille at Mt Anthony Country Club meal
Midday, settle in at The Grille at Mt Anthony Country Club.
2:30 PM
Bennington Welcome Center activity
Discover Bennington Welcome Center, a 4.7 star favorite across 926 reviews.
100 VT-279, Bennington, VT 05201, USA · ★ 4.7 (926) · (802) 447-2456
7:00 PM
The Miller's Toll Dinner Club & Lounge meal
Come together for dinner at The Miller's Toll Dinner Club & Lounge.
+1 802 681 7963
8:00 PM
Vermont Veterans Home Deer Park activity
Spend time at Vermont Veterans Home Deer Park, a 4.6 star favorite across 121 reviews.
399 North St #327, Bennington, VT 05201, USA · ★ 4.6 (121) · (802) 442-6353
Check-in
Knotty Pine Motel lodging
Check in at Knotty Pine Motel, your base for the fall foliage & scenery, a 4.5 star favorite across 240 reviews.
130 Northside Dr, Bennington, VT 05201, USA · ★ 4.5 (240) · (802) 442-5487

Day 3 · Brattleboro

8:00 AM
The Vermont Country Deli meal
Start the day at The Vermont Country Deli, a 4.7 star favorite across 2,238 reviews.
436 Western Ave, Brattleboro, VT 05301, USA · ★ 4.7 (2.2k) · (802) 257-9254
9:30 AM
Brattleboro Common activity
Explore Brattleboro Common, a 4.5 star favorite across 172 reviews.
Park Pl, Brattleboro, VT 05301, USA · ★ 4.5 (172) · (802) 254-5808
12:30 PM
Taste of Thai meal
Midday, settle in at Taste of Thai, a 4.9 star favorite across 195 reviews.
972 Putney Rd, Brattleboro, VT 05301, USA · ★ 4.9 (195) · (802) 490-4482
7:00 PM
Peter Havens Restaurant meal
Come together for dinner at Peter Havens Restaurant, a 4.8 star favorite across 343 reviews.
32 Elliot St, Brattleboro, VT 05301, USA · ★ 4.8 (343) · (802) 257-3333
7:15 PM
The Stone Church activity
Discover The Stone Church, a 4.9 star favorite across 383 reviews.
210 Main St, Brattleboro, VT 05301, USA · ★ 4.9 (383) · (802) 416-0420
9:00 PM
Brattleboro Downtown Historic District activity
Spend time at Brattleboro Downtown Historic District, rated 4.1 stars.
Brattleboro, VT 05301, USA · ★ 4.1 (20)
Check-in
Chesterfield Inn lodging
Check in at Chesterfield Inn, your base for the fall foliage & scenery, a 4.9 star favorite across 608 reviews.
20 Cross Rd, West Chesterfield, NH 03466, USA · ★ 4.9 (608) · (603) 256-3211

Day 4 · Bellows Falls

8:00 AM
Pizza Palace meal
Start the day at Pizza Palace for pizza, a 4.5 star favorite across 318 reviews.
★ 4.5 (318) · (802) 463-4447
9:30 AM
Rockingham Arts & Museum activity
Explore Rockingham Arts & Museum, rated 4.7 stars.
11 Canal St, Bellows Falls, VT 05101, USA · ★ 4.7 (3) · (802) 463-3252
12:30 PM
Dari Joy meal
Midday, settle in at Dari Joy for american, a 4.4 star favorite across 677 reviews.
★ 4.4 (677) · +1-802-463-9816
2:30 PM
Village Square Booksellers activity
Discover Village Square Booksellers, a 4.8 star favorite across 95 reviews.
32 Square, Bellows Falls, VT 05101, USA · ★ 4.8 (95) · (802) 463-9404
7:00 PM
China Garden meal
Come together for dinner at China Garden.
+1 802-463-9885
8:00 PM
Hall Covered Bridge activity
Spend time at Hall Covered Bridge, rated 4.5 stars.
Hall Bridge Rd, Bellows Falls, VT 05101, USA · ★ 4.5 (11)
Check-in
Harvest Barn Inn lodging
Check in at Harvest Barn Inn, your base for the fall foliage & scenery, a 5 star favorite across 154 reviews.
16 Webb Terrace, Bellows Falls, VT 05101, USA · ★ 5 (154) · (916) 276-9421

Day 5 · Killington

8:00 AM
iPie Pizzeria meal
Start the day at iPie Pizzeria.
+18024224111
12:30 PM
Domenic's Pizzeria meal
Midday, settle in at Domenic's Pizzeria.
2:30 PM
Killington Grand Spa activity
Discover Killington Grand Spa, rated 4.2 stars.
228 E Mountain Rd, Killington, VT 05751, USA · ★ 4.2 (21) · (802) 422-1050
3:45 PM
K-1 Gondola - Killington activity
Spend time at K-1 Gondola - Killington, rated 4.6 stars.
4571 Killington Rd, Killington, VT 05751, USA · ★ 4.6 (10)
4:00 PM
Killington Distillery - Still on the Mountain activity
Explore Killington Distillery - Still on the Mountain, a 4.2 star favorite across 206 reviews.
47 Old Mill Rd, Killington, VT 05751, USA · ★ 4.2 (206) · (802) 422-8200
7:00 PM
The Lookout Tavern meal
Come together for dinner at The Lookout Tavern.
Check-in
Snowed Inn lodging
Check in at Snowed Inn, your base for the fall foliage & scenery, a 4.8 star favorite across 332 reviews.
104 Miller Brook Rd, Killington, VT 05751, USA · ★ 4.8 (332) · (802) 422-3407

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