Search Deals on
Madison Boulder Vacation Packages

Madison Boulder Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Nautical Mile by Capital Vacations

Nautical Mile by Capital Vacations

2.5 out of 5
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this aparthotel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
The Centennial

The Centennial

4 out of 5
per person
Mar 31 - Apr 4
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Manchester (MHT)
Stay at this 4-star business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Capitol Center for the Arts and New Hampshire State House are located nearby.
And. N B&B

And. N B&B

3 out of 5
per person
Apr 7 - Apr 11
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3-star B&B in Gray. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Spring Meadows Golf Course and Little Sebago Lake are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
per person
Apr 7 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
per person
Apr 7 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 4-star beach hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
per person
Apr 7 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this 3-star B&B in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Wedding Cake House and Kennebunk Dog Park are located nearby.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
per person
Apr 7 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions State Theatre and Portland Stage are located nearby.
Microtel Inn & Suites by Wyndham York

Microtel Inn & Suites by Wyndham York

2 out of 5
per person
Apr 17 - Apr 22
just found
Roundtrip flight included
Charleston (CHS) to Portland (PWM)
Book a stay at this business-friendly hotel in York. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Long Sands Beach and York Golf and Tennis Club are located nearby.
The Weldon Hotel

The Weldon Hotel

4 out of 5
per person
Apr 7 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 4-star aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Victoria Mansion are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
per person
Apr 7 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
per person
Apr 7 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.

3-4 Night Vacations in Madison Boulder

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
White Barn Inn & Spa, Auberge Resorts Collection

White Barn Inn & Spa, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
River View Resort

River View Resort

2.5 out of 5
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Meadowmere Resort

Meadowmere Resort

2.5 out of 5
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)

Madison Boulder Last Minute Hotel Deals

Chalets Huttopia White Mountains
Chalets Huttopia White Mountains
2 out of 5
57 Pine Knoll Rd, Conway, NH
Stay at this chalet in Conway. Enjoy free parking. Popular attractions Monkey Trunk Chocorua and Madison Boulder Natural Area are located nearby.
Chalets Huttopia White Mountains
Huttopia White Mountains
Huttopia White Mountains
2.5 out of 5
57 Pine Knoll Road, Albany, Conway, NH
Book a stay at this beach lodge in Conway. Enjoy free parking, a private beach, and breakfast (surcharge). Our guests praise the property condition in our reviews. ...
Huttopia White Mountains
Scenic Inn of Conway
Scenic Inn of Conway
2.5 out of 5
17 Wilder Street, Conway, NH
Stay at this hotel in Conway. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Scenic Inn of Conway
See all 1,230 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.

Discover Other Travel Deals