Western Mountains Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Western Mountains Flight + Hotel packages

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 $930, price is now $666 per person
$666
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,057, price is now $719 per person
$719
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Mall and Cathedral of the Immaculate Conception are located nearby.

84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $988, price is now $691 per person
$691
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kennebunk Free Library and Brick Store Museum are located nearby.

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,002, price is now $705 per person
$705
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Maine Mall and Victoria Mansion are located nearby.

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $912, price is now $688 per person
$688
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this 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 Maine Mall and Fore Street Gallery are located nearby.

Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,302, price is now $1,014 per person
$1,014
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this luxury 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.

Don't see what you're looking for?
See all available trips from Columbus to Western Mountains
View all trips

Top Hotel Deals

Grand Summit Hotel

Grand Summit Hotel

3 out of 5
97 Summit Road Newry ME
35.47 km from city center
Book a stay at this ski hotel in Newry. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Jordan Hotel

Jordan Hotel

3 out of 5
27 Grand Circle Newry ME
37.72 km from city center
Book a stay at this spa hotel in Newry. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
Snow Cap Inn

Snow Cap Inn

2.5 out of 5
9 Snow Cap Rd Newry ME
35.08 km from city center
Book a stay at this ski hotel in Newry. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the helpful staff in our reviews. Popular attractions ...
Sugarloaf Mountain Hotel

Sugarloaf Mountain Hotel

3.5 out of 5
5092 Access Road Kingfield ME
42.83 km from city center
Book a stay at this ski hotel in Kingfield. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hampton Inn Oxford

Hampton Inn Oxford

2.5 out of 5
151 Main St Oxford ME
66.93 km from city center
Book a stay at this business-friendly hotel in Oxford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hilton Garden Inn Auburn Riverwatch

Hilton Garden Inn Auburn Riverwatch

3 out of 5
14 Great Falls Plz Auburn ME
73.24 km from city center
Book a stay at this business-friendly hotel in Auburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Comfort Inn & Suites Wilton

Comfort Inn & Suites Wilton

2.5 out of 5
1026 Us Route 2 E Wilton ME
32.83 km from city center
Book a stay at this business-friendly hotel in Wilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Oxford Casino Hotel

Oxford Casino Hotel

3 out of 5
777 Casino Way Oxford ME
67.07 km from city center
Stay at this hotel in Oxford. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
The Bethel Resort & Suites

The Bethel Resort & Suites

3 out of 5
21 Broad Street Bethel ME
38.92 km from city center
Book a stay at this ski resort in Bethel. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Inn at the Rostay

The Inn at the Rostay

2 out of 5
186 Mayville Road Bethel ME
37.25 km from city center
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
River View Resort

River View Resort

2.5 out of 5
Route 2, 357 Mayville Road Bethel ME
36.44 km from city center
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and 4 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions ...
SureStay by Best Western Lewiston Auburn Area

SureStay by Best Western Lewiston Auburn Area

2.5 out of 5
516 Pleasant St Lewiston ME
76.98 km from city center
Stay at this hotel in Lewiston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Rangeley Lake Resort a Ramada by Wyndham

Rangeley Lake Resort a Ramada by Wyndham

2.5 out of 5
2222 Main Street Rangeley ME
27.78 km from city center
Stay at this condo in Rangeley. Enjoy free WiFi, free parking, and a sauna. Popular attractions Rangeley Lakes Region Logging Museum and Powder Dreams Ski Shop ...
Quality Inn & Suites Auburn I-95

Quality Inn & Suites Auburn I-95

2.5 out of 5
1777 Washington St. South Auburn ME
78.83 km from city center
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Sugarloaf Inn

Sugarloaf Inn

3 out of 5
5000 Commons Circle Kingfield ME
43.19 km from city center
Book a stay at this ski hotel in Kingfield. Enjoy free WiFi, free parking, and a free ski shuttle. Popular attractions Sugarloaf Ski Resort and Sugarloaf Mountain ...
Don't see what you're looking for?
See all available properties in Western Mountains
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Sep 8 - Fri, Sep 11
LGA
LaGuardia
PWM
Portland Intl. Jetport
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 8 from LaGuardia to Portland Intl. Jetport, returning Fri, Sep 11, priced at $152 found 1 day ago
JetBlue Airways
Mon, May 25 - Fri, May 29
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 13 hours ago
$157
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Mon, May 25 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Fri, May 29, priced at $157 found 13 hours ago
United
Mon, May 4 - Wed, May 13
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$157 Roundtrip, found 13 hours ago
$157
Roundtrip
found 13 hours ago
Select United flight, departing Mon, May 4 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Wed, May 13, priced at $157 found 13 hours ago
Delta
Sun, May 24 - Sat, May 30
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 13 hours ago
$157
Roundtrip
found 13 hours ago
Select Delta flight, departing Sun, May 24 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sat, May 30, priced at $157 found 13 hours ago
Breeze Airways
Sat, Jun 6 - Sat, Jun 13
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jun 6 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Jun 13, priced at $193 found 3 days ago