Madison Boulder Tours and Activities

Plan a trip to see Madison Boulder

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,050, price is now CA $923 per person
CA $923
per person
Apr 23 - Apr 26
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Really nice room. Tub, separate shower, nice linens.

Reviewed on Feb 7, 2026

Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $1,299, price is now CA $1,149 per person
CA $1,149
per person
Apr 23 - Apr 26
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PWM)
9.4/10 Exceptional! (288 reviews)
Room was ready early friendly staff and room is better than expected

Reviewed on Nov 16, 2025

The McKernan Inn

The McKernan Inn

3 out of 5
Price was CA $1,429, price is now CA $1,285 per person
CA $1,285
per person
Apr 24 - Apr 27
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (83 reviews)
Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!

Reviewed on Dec 27, 2025

Popular places to visit

Great Spot to snap a pic wooden bridge perfect 64 Deb day in November

Chocorua Lake

Find out about the history of Chocorua when you take a trip to Chocorua Lake. Discover the mountain views and shops in this family-friendly area.

Chocorua Lake
Very nice! #Hiking #Adventure #Waterfalls #nature

Swift River

Commune with nature and explore the great outdoors at Swift River during your travels in Conway. Discover the mountain views while you're in the area.

Swift River

Madison Boulder Natural Area

You can take time to visit Madison Boulder Natural Area during your travels to Silver Lake. Stroll along the lakeside or visit the shops in this family-friendly area.

Madison Boulder Natural Area

Lovejoy Wildlife Preserve

You can take time to visit Lovejoy Wildlife Preserve during your travels to Albany. Wander the riverfront or discover the area's mountain views.

Lovejoy Wildlife Preserve

Silver Lake Railroad

You can spend time studying the exhibits at Silver Lake Railroad in Silver Lake. Discover the mountain views in this family-friendly area.

Silver Lake Railroad

Monkey Trunk Chocorua

Take the family on an outing to Monkey Trunk Chocorua during your trip to Silver Lake. Discover the mountain views while you're in the area.

Monkey Trunk Chocorua

Best Lodging Options Near Madison Boulder

Dog 🐾 3 bedroom 5 bed cottage - Sleeps 8 Private lake community 0.5 mls to water

Dog 🐾 3 bedroom 5 bed cottage - Sleeps 8 Private lake community 0.5 mls to water

Madison NH
Dog 🐾 3 bedroom 5 bed cottage - Sleeps 8 Private lake community 0.5 mls to water
Lovely getaway with loft, Free WiFi, & wood-burning fireplace + free WiFi

Lovely getaway with loft, Free WiFi, & wood-burning fireplace + free WiFi

Madison NH
Lovely getaway with loft, Free WiFi, & wood-burning fireplace + free WiFi
Gorgeous Mountain View, 3 BR Home!

Gorgeous Mountain View, 3 BR Home!

Madison NH
Gorgeous Mountain View, 3 BR Home!
White Mountains Waterfront Chalet w/ Private Beach

White Mountains Waterfront Chalet w/ Private Beach

Madison NH
White Mountains Waterfront Chalet w/ Private Beach
Mtn Top Home w/Views of Mt. Washington & Speakeasy

Mtn Top Home w/Views of Mt. Washington & Speakeasy

Madison NH
Mtn Top Home w/Views of Mt. Washington & Speakeasy
Cozy Home in the White Mountains! Minutes From North Conway!

Cozy Home in the White Mountains! Minutes From North Conway!

Albany NH
Cozy Home in the White Mountains! Minutes From North Conway!
Spectacularly updated family mountain lodge w/deck & amazing views

Spectacularly updated family mountain lodge w/deck & amazing views

Madison NH
Spectacularly updated family mountain lodge w/deck & amazing views
Charming 3-bedroom cabin in Madison, NH with private access to lake.

Charming 3-bedroom cabin in Madison, NH with private access to lake.

Madison NH
Charming 3-bedroom cabin in Madison, NH with private access to lake.
Mountain Ski House w/hot tub, wrap around deck, panoramic views!

Mountain Ski House w/hot tub, wrap around deck, panoramic views!

Madison NH
Mountain Ski House w/hot tub, wrap around deck, panoramic views!
See all 1,311 properties in Madison Boulder
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.